Untitled

My Cruiser Life Magazine

7 Best Trailerable Sailboats for Cruising

Many sailors balk at the idea of leaving their boat in the water at a marina. Slip fees are expensive, and maintenance bills get bigger the longer you leave a boat in the water. However, if you want a boat under 30 feet long, there are trailerable sailboats that will fit the bill.

Like any boat purchase, you’ll need to analyze precisely what kind of trailer sailer you want. Will a simple weekend sailboat suffice, or do you really need the best trailerable cruising sailboat you can find? 

Here’s a look at some of the pros and cons of the best trailerable sailboat. Plus, we’ll look at how to compare them for your purposes.

trailerable sailboat

Table of Contents

Best trailerable sailboats, easy to launch trailerable sailboats, quick setup time, towing weight, catalina 22/25 “pop-top”, com-pac horizon cat for classic coastal cruising, marshall sanderling — small, portable, classy, west wight potter 19 — the tiny go-anywhere sailboat, seaward 26rk with retractable lead keel, corsair f-24 trimaran – sporty sailing, macgregor 26m — maximum speed meets maximum living space, long-range cruising boats, 7 best trailerable boats – a recap, what’s the best trailerable sailboat for a cruise, trailerable sailboats faqs.

  • Catalina 22/25
  • Com-Pac Horizon Cat
  • Marshall Sanderling
  • West Wight Potter 19
  • Seaward 26RK
  • Corsair F-24 Trimaran
  • MacGregor 26M

We’ll get into more detail about each brand in my post today, so hang tight!

What Is a Trailerable Sailboat, Exactly?

For this article, the priorities for a trailerable sailboat are:

  • Easy to launch
  • Require minimum setup to launch and store
  • Lightweight enough to be towed by the average vehicle

Before you can really classify a sailboat as trailerable, you need to evaluate and narrow your search criteria. Truthfully, 50-plus-foot ocean-going sailboats are regularly put on trailers. But that’s done commercially, on a big rig, with special permits for oversized loads, and even led cars.  

That probably isn’t what most people mean when they think of a trailerable sailboat. But what is the priority here, the trailerable part or the sailboat part? Compromises are going to have to be made somewhere. 

If you’re looking at the 20-foot-and-under sailboat crowd, finding a trailerable example should not be hard. Most sailboats this size are designed for trailers anyway since they aren’t the sort of boats people want to pay to leave in a slip year-round.

Things get more interesting when you look at the 20 to 30-foot boats. In this class, there are stout ocean-going cruisers with deep keels and lightweight centerboard trailer sailboats designed from the get-go to be trailered by the average car or SUV. The differences between these boats are night and day.

Sailboats often have a hard time at boat ramps. First, deep keels mean that the trailer must extend farther into the water than the average boat ramp allows. This means the ramp needs to go back far enough, and the trailer tongue needs to be long enough not to swamp the car. 

If you have a boat like this, you’ll need to find the right boat ramps. Unfortunately, not all ramps are created equally. If your boat draws more than two or three feet on the trailer, you’re going to be limited to steep, paved, and high-quality boat ramps. Unfortunately, those aren’t standard features, so your cruising grounds are going to be limited.

Usually, ramps aren’t built steeply because they are often slippery. Your tow vehicle will need excellent traction and torque to pull your fully loaded boat out of a steep ramp. The steeper the ramp, the more trouble you’ll have. 

The alternative to finding steep ramps is to use a trailer tongue extender. This lets you get the trailer into deeper water without swamping the tow vehicle. But it also means that the ramp needs to extend deep enough. Many ramps end abruptly. Allowing your trailer to sink off the edge is an excellent way to get stuck or pop a tire.

Pick a boat as easy to launch and retrieve as a similarly sized powerboat to remove all of these boat ramp problems. The soft chines of most sailboats will always require a little more water, but a swing keel and the hinged rudder raised mean that the boat can sit low on the trailer bunks. That way, you only need one or two feet of water to launch, an easy feat at nearly every boat ramp you can find.

The next consideration for a sailboat to be portable enough to call it “trailerable” is the amount of time it takes to step the mast and get it ready to cruise. 

To accomplish this, you need a mast that can be stepped by a two-person team–maximum. Ideally, it will have some tabernacle hardware to enable one person to do the task for solo sailing.

There is an entire family of pocket cruisers that could ideally fit on trailers. But you won’t find the Fickas or the Falmouth cutters on my list, simply because they aren’t easy to launch or easy to rig. But, of course, they’re also too heavy for most vehicles to tow, which leads us to the final point of excluding them this trailable pocket cruiser’s list.

One of the most significant financial burdens the trailer sailer faces is their tow vehicle. You are all set if you already drive a two-ton dually diesel pickup truck. But if your daily driver is an SUV or light pickup, you need to think long and hard about the math of the towing equation. 

Whatever boat you buy cannot exceed the towing rating limits of your tow vehicle. If you don’t have a tow vehicle, you’ll need to buy one. This will double or triple the cost of getting a trailer sailer in most cases. For the same money, you may want to look at a boat that stays in the water at a traditional boat slip. For the cost of a trailer sailer and a tow vehicle, you can probably step into a nice boat that is larger and more comfortable than any towable.

If you have a tow vehicle, you need a light enough vessel for it to tow. Most modern SUVs tow less than 2,500 pounds. Anything more than 5,000 will require a full-size pickup. Remember that the tow weight isn’t just the boat’s displacement—it’s the empty hull weight, plus the weight of the trailer and any extra gear you need to pack into the boat. 

Finding a vessel that fits these limitations on weight isn’t easy. If the manufacturer’s goal is to make it towable, immediate limits are placed on the materials they can use. This means less seaworthiness since boats are built light and thin. As far as stability goes, lead keels are generally out, and water ballast systems or centerboards might be used instead. It doesn’t mean these boats aren’t safe and fun, but they aren’t designed for rough conditions, crossing oceans, or living on in the water full-time .

Trailerable sailboats are usually limited to the best paved ramps

7 Best Trailerable Cruising Sailboats

There are more trailerable sailboats out there than you might imagine. Here’s a look at seven popular options of all shapes and sizes to give you a taste of what you might want to take to sea.

The boats here are selected for their storage and living space. With these boats and a little outfitting, you can spend weeks gunk-holing in the Chesapeake Bay or island hopping the Bahamas. If you broaden your scope to include daysailers with no cabin space, there are countless more options.

One of the worst parts of a small trailerable sailboat or pocket cruiser is the lack of stand-up headroom. One clever solution that you’ll find on some weekend sailboat types is the pop-top. 

The pop-top is simply an area around the companionway hatch that extends upward on struts. So when you’re at the dock or anchor, you get standing headroom down below—at least right inside the pop-top.

You can build a canvas enclosure for your pop-top to use it in all weather. A pop-top makes your boat feel much larger than it is and allows you to move freely to cook or get changed down below or even do a nice boat bed area. 

Later models of the Catalina Sport 22 and Capri 22s lacked this cool pop-top feature, so if you want it, you’ll need to seek out an older model on the used market.

Com-Pac has been building small sailboats since the early 1970s. They currently sell two lines, each with various-sized boats. All are well built, and a majority of their boats are trailerable. 

Most interesting at the Com-Pac traditional catboats . The rigging is more straightforward than modern sloops, with only one large mainsail. Com-Pac boats come with a unique quick-rig system to make getting on the water fast and simple.

The Horizon Cat Coastal Cruising has a displacement of 2,500 pounds with a 2’2″ draft when the board is up. She has a separate head forward and space to lounge either topside or down below. The smaller Sun Cat has slightly few amenities but shaves off a few feet and pounds, making it easier to tow and it is one of these amazing small sailboats. Com-Pacs features stub keels, so their centerboard and hinged rudder do not take up space in the cabin.

On the sloop rig side, the Com-Pac 23 comes in a 3,000-pound traditional sailboat or a very interesting pilothouse. Both are incredibly livable for their size , with shallow two-foot-long fixed keels and high-quality construction.

Another option if you like catboats is the Marshall Sanderling. This salty 18-footer oozes traditional charm , all while being easy to sail and easier to tow. And while she has wooden boat lines, she has a modern laminated fiberglass hull.

The Sanderling has a 2,200-pound displacement, so tow weights will be around 3,000 pounds. At only 18-feet, she’s on the small side for cruising. The cuddy cabin has no galley, and the portable toilet is not enclosed. But that small size means a simple boat that’s easy to maintain and take anywhere. 

An electric motor package is an exciting option on this weekend sailboat!

View this post on Instagram A post shared by @marshallmarinecat

You can’t mention tiny trailer sailers without touching on the famous West Wight Potter . These 15 and 19-foot pocket cruisers have earned a worldwide reputation as the ultimate go-anywhere coastal cruiser.

The West Wight Potter 19 offers the most living space for staying aboard and cruising. So even though its dimensions are diminutive, this little boat packs a lot in. There’s a single burner hotplate and sink and a porta-potty tucked under a cushion. Yes, it’s tight—but the company claims the little boat can sleep five people. Any more than two will feel pretty crowded, however.

The boat comes standard with a mast-raising system that a single person can manage alone. It has a daggerboard for a shallow draft of a half-foot when the board is up. The total towing weight is around 1,500 pounds, which means nearly any car can tow a West Wight Potter.

This little-known trailer sailer is produced at the same Florida factory that makes Island Packet Yachts. That should give you a little bit of an idea of what sort of boat it is—trailerable, yes, but also high-quality, beautiful, and built for cruising. In other words, it’s one of the nicest all round pocket cruisers and it feels like a much larger boat.

The Seaward is easily the saltiest boat on this list . It’s beefy and seaworthy. Instead of a lightweight centerboard, Seaward fits the RK with a bulb-shaped retracting keel. Other big-boat items include a Yanmar diesel inboard motor and an enclosed head. The spacious cabin of the boat features a double berth and is ready for salt water cruising.

According to sailboatdata.com , the tow weight of the 26RK is 6,000 pounds. With the keel up, the draft is 1.25 feet.

Multihull sailors need not feel left out from the trailer sailer club and the pocket cruiser. Beyond the ubiquitous beach Hobie Cat, there are not many options for catamarans. But trimarans are uniquely suited to be towed.

Why? For one thing, performance oriented boats like trimarans are based on it being built light. There is no ballast—a trimaran’s stability comes from its two outer hulls. Additionally, the living space is entirely housed in the central hull–the outer floats are small and sometimes foldable. Finally, there are no keels on tris, so they are extremely shallow draft and perfect for trailering.

If you’re looking for adrenaline-pumping sporty and fun sailing, it’s impossible to beat what a trimaran will offer. Let’s not beat around the bush—most of the trailer sailers on this list have hull speeds around five knots. The Corsair has no such limits, routinely sailing at 15 knots or more .

The new Corsair 880 trimaran has an unloaded weight of 3,659 pounds. It is trailerable behind a big SUV or small pickup and is probably the most fun sailing option that is trailerable at all.

An even more portable option is the older Corsair F-24. It has a light displacement of under 2,000 pounds—so nearly any SUV can tow it.

MacGregor owns the market on trailerable motor sailers since they more or less created the product to fit the bill. The MacGregor 26 is not like other boats. The design combines a planing powerboat with a centerboard sailboat. Imagine scooting along at 20 knots or more when the wind is down or enjoying a sporty sail on a breezy day–in the same boat.

The entire boat is built from the ground up for towing and long-range sailing. So if you want a big sailboat that you can tow behind pretty much any SUV, the MacGregor has to be on your list. 

Depending on the model, the 26-foot-long boats have incredibly light dry weights of between 1,650 and 2,350 pounds. Considering the massive volume of the roomy cabin, the ability to tow such a large vessel opens up an entire world of opportunities for owners. 

It’s not all good news, of course. MacGregor owners love their boats, but they are built light and are not ideally suited for offshore cruising or rough weather. But in bays and for coastal sailing on nice days, few boats can get as much use as a MacGregor. 

The motorboat capability of the 26M and 26X might not appeal to hardcore sailors, but for those looking to maximize their use of the boat depending on the weather, their mood, or location, it makes a lot of sense. 

MacGregor shut down in 2015, but the daughter and son-in-law of the original owners took over production and renamed the boat the Tattoo 26 . The company will soon release a smaller version, the Tattoo 22 .

If the 26 is a bit big to make your list of best trailerable small sailboats, consider the smaller Powersailer 19. It’s nearly identical to the 26, just smaller and lighter.

View this post on Instagram A post shared by Dale Roddick (@droddick33)

What Do You Want Your Trailer Sailer To Do?

After you’ve settled on how you will tow and launch your trailer sailer, now it’s time to dream about what you want it to do. Where will it take you? 

The beauty of a towable boat is that you can travel anywhere. A boat in the water might take weeks or months to move a few hundred miles. But if you can attach it to your car and do 65 mph on the interstate, you could sail on the Pacific on Monday, the Gulf of Mexico on Wednesday, and the Atlantic on Friday.

We can divide our trailerable sailboats into three groups – daysailers, weekenders, and cruisers.

These are designed with open cockpits and no space to sleep. This is a majority of the sub-22-foot boats on the market. They are designed to be launched, play for the day, and return to the ramp or dock.

A weekender will have rudimentary sleeping facilities. Think of it as a floating tent—it’s not a five-star hotel, but you can sleep under the stars or get out of the rain. Conceivably you could stay aboard indefinitely, but it doesn’t have much room for gear. So most people are ready to get off after a day or two. 

A cruising boat has sleeping, cooking, and toilet facilities built-in. These might be small and simple, but in any quantity, they mean you can disconnect from shore for a long time. Unfortunately, squeezing all of this into a tow-friendly package isn’t easy, and very few boats do it well. 

Trailer sailer adventures

The best trailer sailor for your adventures will depend on many factors. Like any boat, whatever you decide on will be a compromise – boats always are. But there are plenty of choices out there, no matter what size your tow vehicle is and no matter what sailing adventures you have in mind.

What size sailboat is trailerable?

Even large yachts are routinely transported by towing across land, so the question is more of how big a sailboat can you tow? Your tow vehicle will be the limiting factor. The upper limit for most large SUVs and trucks is usually a sailboat around 26 feet long.

Sailboats are generally very heavily built, with ballast and lead keels. Sailboats specifically made to be trailer sailers are lighter. They may use drainable water ballast tanks instead of fixed ballast and have fewer fixtures and amenities.

To find the best trailer sailer, you need to balance the total tow weight, the ease of rig setup at the boat ramp, and the boat’s draft. Shallow draft boats with centerboards are the easiest to launch and retrieve.

Is a Hunter 27 trailerable?

No. The Hunter 27 is a one of those fixed-keel larger boats built from 1974 to 1984. The boat’s displacement is 7,000 pounds, not including trailer and gear. That alone makes it too heavy to tow by all but the beefiest diesel trucks. 

Furthermore, the fixed keels had drafts between 3.25 and 5 feet, all of which are too much for most boat ramps. In short, the standard Hunter Marine 27 is too big to tow for most people.

On the other hand, Hunter has made several good trailer sailers over the years. For example, the Hunter 240 and 260 were explicitly designed for trailering. They have drainable water ballast and shallow keel/centerboard drafts less than two feet. 

Is a Catalina 22 trailerable?

Yes, the Catalina 22 is easily trailerable and makes a wonderful weekend sailboat. In fact, there were over 15,000 Catalina 22s made and sold over the years. 

The boat’s displacement is 2,250 pounds, which means your total tow weight with trailer and gear will be under 3,000 pounds. This is within the capabilities of most mid to full-size SUVs and light trucks. Be sure to check your vehicle’s towing capacity, of course.

The centerboard on the Catalina 22 is another factor in its easy towing. With the board up, the boat draws only two feet. This makes it easy to float off the trailer at nearly any boat ramp. You should avoid fixed keel versions of the 22 for towing unless you have access to extra deep ramps. 

trailerable sailboats for sale ontario

Matt has been boating around Florida for over 25 years in everything from small powerboats to large cruising catamarans. He currently lives aboard a 38-foot Cabo Rico sailboat with his wife Lucy and adventure dog Chelsea. Together, they cruise between winters in The Bahamas and summers in the Chesapeake Bay.

Can someone tell me why no other manufacturer makes pop tops? Those who have them, love them. Makes sense for head space with a trailerable boat too. Catalina stopped making them decades ago, yet people still swear by them. So, why isn’t there any newer models?

MacGregor put pop tops on many of its trailerables

Leave a comment

Your email address will not be published. Required fields are marked *

Save my name, email, and website in this browser for the next time I comment.

  • Sign In or Register
  • Boats for Sale
  • Research Boats
  • Sell a Boat
  • Search Alerts
  • My Listings
  • Account Settings
  • Dealer Advertising
  • Trailerable Sailboats

trailerable sailboats for sale ontario

Trailerable Sailboats Boats for sale

2015 Catalina 22 Sport

2015 Catalina 22 Sport

Oriental, North Carolina

Make Catalina

Model 22 Sport

Category Sailboats

Posted Over 1 Month

2015 Catalina 22 Sport The Catalina 22 Sport is undoubtedly the all-time-best trailerable 22' sailboat.  With excellent sailing characteristics, shallow draft, and a comfortable interior the Catalina 22 is the right choice.  We have in stock a new 22 Sport including road ready galvanized trailer with the most important factory options already installed.  Call today to outfit this boat to suit your needs.

1989 Catalina Wing Keel

1989 Catalina Wing Keel

Mobile, Alabama

Model Wing Keel

1989 Catalina Wing Keel In 1980, Sail Magazine names the Catalina 22 "trailerable boat of the decade" and hull #10,000 was completed. In 1990 hull #15,000 is done. This boat is a fun weekender or great for day sailing. She comes with a single axel trailer and a 2009 6 HP Tohatsu.

1980 White Hall 16' Sailing Boat

1980 White Hall 16' Sailing Boat

Sister Bay, Wisconsin

Make White Hall

Model 16' Sailing Boat

1980 White Hall 16' Sailing Boat This 16 foot B & S Whitehall is a sailing and rowing boat . Based on the original Whitehall design with a  fiberglass hull and finished in mahogany. Striking in both beauty and function she's easily trailerable and can be single handedly sailed or rowed.

2007 Hunter 25

2007 Hunter 25

Traverse City, Michigan

Make Hunter

2007 Hunter 25 This is a one owner truly "Turn Key" Hunter 25. "Drifter" has been used only 2 weeks per year and stored on the trailer under its custom full winter cover the rest of the time until 2014. She has been in a seasonal slip the last two seasons. She is powered by a Nissan 9.8 four stroke motor with an EZ. Steer linkage to the rudder for easy steering in tight quarters.  One of the largest trailerable models being built by Hunter Marine, and benefits from her fixed shoal keel design. With 35% of the displacement as keel ballast, the stability is excellent. This allows you to carry a generous sail plan for performance while having the confident feeling of a stable platform. The large cockpit will accommodate your family and friends to enjoy the spirit of sailing in a comfortable way.   She features a spacious cabin with a V-berth, aft cabin, enclosed head, sink, and cabinets for storage.  Request Information Call Now

2001 Crowther Osborn 42 Super Shockwave

2001 Crowther Osborn 42 Super Shockwave

Clearwater, Florida

Make Crowther

Model Osborn 42 Super Shockwave

2001 Crowther Osborn 42 Super Shockwave Strong, Light, and FAST"Green Flash" Is Extraordinary  The Osborn 42 was a collaborative project between Bruce Osborne and Dave Calvert (Calvert Sail-loft).  Her hulls are based on the fast and proven Super Shockwave 42 by legendary multihull designer Lock Crowther of Australia.   Morelli and Melvin (Playstation maxi cat designers) did the structural engineering, and the underwater foils were designed by Bill Roberts (designer of the Supercat and RC27 and 30). Osborn and Calvert set out to build a cat that could be ultra competitive in open water racing, and cruised in relative comfort.  The builders utilized carbon fiber, epoxy and Corecell construction to make her incredibly light and strong, weighing in around 7,500 lbs.  A 16:1 hull fineness ratio makes her incredibly fast (popular trailerable trimarans have a 8:1 ratio, and are considered fast).  With her high-tech construction, deep daggerboards and spade rudders, this cat will outpoint any other cat of similar size to weather. She raced the Miami to Nassau race in '05 and '06, winning both in corrected time and first to finish. Her previous owner reports her top speed was 27 knots in race mode.   She now cruises between 8-12 knots in her current configuration.  Her current owner of the past 7 years has taken the boat one step further and has customized her into a true blue water fast cruiser.  Green flash safely cruised from the Gulf Coast of FL, through the South Pacific and is now located in Hawaii.  Green flash is a one of a kind catamaran that will appeal to go-fast sailors that prefer boat speed over extravagant interiors.  Her owner is currently anchored in Molokai, HI.  Make an appointment to see her in Hawaii, before her owner makes his next jump to New Zealand.  Fresh Bottom paint June 2015!

1988 Hunter 23

1988 Hunter 23

Muskegon, Michigan

1988 Hunter 23 This freshwater only Hunter 23 is well above average in overall condition and well above any other Hunter 23 that you will find. Extremely well maintained. This is a Hunter 23 that you can take pride in owning. Merri-Lee is a good performer and will give you hours and hours of enjoyable sailing.Many sailors started with the Hunter 23 and all will tell you that the boat delivered everything they needed in a trailerable, manageable boat. The shallow wing keel not only allows you to get her on the trailer easily, but allows the boat to sail upwind nicely and even do that in less than 3 feet of water. Great for gunk holing. Come and see Merri-Lee today!

1985 Catalina 22 Sloop

1985 Catalina 22 Sloop

Charleston, South Carolina

Model 22 Sloop

1985 Catalina 22 Sloop   “CURRENT PRICE” IS A GUIDE.  ALL OFFERS RESPECTFULLY CONSIDERED.   General Description The Catalina 22 is a wonderful, trailerable sail boat for solo sailing. The swing keel can get you into shallow water, while still providing superb stability and sailability. Actual Condition The boat is reported to have a crack in the hull, just forward of the keel. The boat and trailer show well, and appear to be in good condition. * We highly recommend that you inspect the vessel before bidding. EquipmentThis sale includes a Magic Tilt  Single-Axle Bunk Galvanized Trailer.Engines Please read Motors and Machinery Disclaimer. Motors and Machinery DisclaimerNo statement of condition can be made regarding motors, engines or machinery, whatsoever. A photo may appear of the engine compartment and machinery, but it is entirely the buyers responsibility to inspect and determine their actual condition. * On occasion we receive unverified information regarding mechanical condition. MD 9210 CF LAM

2003 Precision 23

2003 Precision 23

Indianapolis, Indiana

Make Precision

2003 Precision 23 With today's medium-size family cars, the Precision 23 might well be termed a "maxi-trailerable." It far outstrips existing boats in terms of usable space, both on deck and below, with bulkheads intentionally trimmed back to avoid subdividing the visual space. The Precision 23 hull represents a very careful refinement of the basic form that has proven so successful in all of Precision's trailerable cruisers, featuring "racer sharp" waterline entry, substantial flare in the topside forward, and powerful quarters that taper to a shapely and relatively small transom. This combination of features provides a reassuring margin of both reserve buoyancy forward and "knockdown stability." The well-proven keel-centerboard combination is the most practical solution for combining upwind efficiency with very shoal draft. The long, shallow keel, kick-up rudder, and non-corroding fiberglass centerboard of the P-23 are all essential to her remarkable upwind performance. The fixed portion of the keel not only houses the board completely below the cabin sole, but it also allows the ballast to be placed as low as possible for increased stability. For trailerable boats, winged keels are more of an inexpensive expedient than a sensible design. In order to be effective with the very shallow draft required for trailering, the wings have to be so broad as to be awkward and prone to damage at the launching ramp, and very difficult to work free from the inevitable mud banks. The simple fractional rig of the P-23 features chainplates placed well inboard, another vital ingredient to her impressive speed to windward. Her mainsail is very large in order to provide good performance without the jib when desired. The cockpit is 7 feet 3 inches long, with coamings high enough to keep the crew securely inside, and the low and sleekly-styled cabin house provides excellent visibility forward. Special emphasis has gone into giving the P-23 her particularly bright and uncluttered interior. The typical intrusive mast compression post is replaced by a rugged overhead support beam. The especially large companionway, cabin windows and forward hatch contribute to the feeling of light and open space. The double berth forward is generous, and there are full-size berths aft which will accommodate three, although the expectation is that she will be cruised most often by a family, or perhaps two couples. A space for portable head is forward, and the fixed galley is aft, where it is convenient to both cabin and cockpit. Cushioned backrests amidships provide comfortable seating for up to six. Both seats and coamings are precisely angled for maximum comfort both upright and heeled, the result of very careful ergonomic design development. There is an anchor locker forward, a fuel tank storage bin to port, and a large cockpit locker with storage shelf to starboard.

1977 American Fiberglass Mini-Tonner, pocket cruiser

1977 American Fiberglass Mini-Tonner, pocket cruiser

Chatham, Massachusetts

Make American Fiberglass

Model Mini-Tonner, Pocket Cruiser

1977 American Fiberglass Mini-Tonner, pocket cruiser COOL 17' shoal draft pocket cruiser. Garelick transom bracket.   Modified keel/centerboard design assures stability. Strongly built boat. Easy mast step with on-deck tabernacle. Cuddy cabin could sleep 4, with two pilot berths and forward Vee Cushion sin good order. Classic mini-cruiser. Main and jib in fine order. Good stainless standing rigging and fittings. Cabin lights, running lights. Battery. Boat pole, cockpit cushion, new sail cover. Flares, anchor and rode. Opening hatch. Framed dodger. Good cabin cushion upholstery. New porta pottie. Tiller steering with extension arm. Fenders. Cookware. Trailer included, and even has a spare tire. Manageable, trailerable little sailer. Priced to sell.  Call today.

2013 J Boats J/70

2013 J Boats J/70

Corpus Christi, Texas

Make J Boats

2013 J Boats J/70 The J/70 introduces a new dimension of fun, fast sailing in a stable, easy to own boat. A natural evolution of its J pedigree, the J/70's 22-foot long waterline with high aspect, all carbon rig and deep, lifting bulb keel provides spirited performance and stability that feels like a much larger boat. Knifing through the water upwind with confidence and ease, the J/70 has that legendary “J” feel - light, controllable with a wide-groove to sail consistently fast. With an adjustable cascading backstay, one has total control over sail shape and dynamic rig tension across the full range of conditions, making it not only easy to change gears on the J/70, but faster and safer. Off the wind, J/70 will simply light-up the crew with a smile! Set the masthead asymmetrical spinnaker off the retractable carbon bowsprit, point the J/70 where you want with its deep, high-aspect rudder and the J/70 pops up on a plane and takes off in a moderate breeze. SAILOR FRIENDLY J/70 is all about making sailing inclusive, not exclusive. With its easily driven hull, large cockpit, and manageable three sail inventory, the J/70 is perfect for three adults, two couples, or four juniors. Sailing is about friends, it’s the joy of sharing the experience with others. When your family and friends can enjoy sailing in all weather, the return on investment will be high. TRAILERABLE- EASY TRANSPORT & LAUNCHING In today’s crowded harbors, it’s not always possible or economical to own a permanent mooring, marina slip or rent space in a dry lot with crane. J/70 offers a practical solution. Launch at the local boat ramp, raise the lightweight all carbon rig, lower the lifting bulb keel, hoist the sails and off you go on a sailing adventure in less than 30 minutes. The only limitations are how far you want to drive and willingness to camp in the great outdoors. Trailerable behind a family minivan or SUV, you can go anywhere.   Turn key everything you need to race or sail: VELOCITEK ProStart Starting, Tactical Compass and Speed Instrument Standard Stainless Steel running rigging Backstay flicker Shroud locks Keel Crane Companionway cover Complete set of boat covers, top, rudder, tiller, boom, mast covers and jib Life line pads Dock lines and fenders Sails: 2013 Quantum mainsail 2013 Quantum jib 2013 Quantum spinnaker 2015 UK mainsail (used four times) 2015 UK jib (used four times) 2014 UK spinnaker w/Graphic (used 3 times) Trailer with LED, tie downs

1995 Sam L Morse Falmouth Cutter

1995 Sam L Morse Falmouth Cutter

Bellevue, Washington

Make Sam L Morse

Model Falmouth Cutter

Category Cruiser Sailboats

Finesse, hull #33 of 39, is a rare opportunity. She is a Lyle Hess design and factory finished by Sam L Morse. The Falmouth Cutter is featured in John Vigor's "Twenty Small Sailboats to Take You Anywhere." She is trailerable (trailer not included), and she has a functional mast tabernacle for that purpose. Auxiliary propulsion by a Yanmar 1GM10 diesel engine, with 15 gal fuel tank. Converted to 330 A-hr house batteries with additional start battery. Propane stove with broiler, running fresh water, raw water foot pump, Lavac toilet with 15 gal plastic holding tank, Maritron electronics with NMEA 2000 network, Garmin VHF-300 radio, Garmin AIS-600 transponder, Technautics refrigerator/freezer, and many other accessories and equipment. An extensive equipment list is available. Finesse is extensively restored and outfitted, this bluewater cruiser is in excellent condition and ready to go. She should be seen to appreciate her. Some informative links on the Falmouth Cutter: http://www.colebrothers.com/articles9/falmouth.html http://bluewaterboats.org/falmouth-cutter-22/ https://skyaboveus.com/water-sports/The-Falmouth-22-Cutter-A-Surprisingly-Small-Cruising-Sailboat http://sailboatdata.com/viewrecord.asp?CLASS_ID=5545 http://www.capegeorgecutters.com/FC22/index.html http://www.sailingmates.com/fallmouth-cutter-review/ http://samlmorse.com/?a=falmouth_cutter https://hobosailorblog.wordpress.com/2016/01/20/falmouth-cutter-22/

1971 Morgan Sloop

1971 Morgan Sloop

Make Morgan

Model Sloop

Category Sloop Sailboats

1971 Morgan Sloop This is one of the early Charlie Morgan-designed and built heavy fiberglass boats that has stood the test of time. She will be the inexpensive home away from home, but she is on the water. She will go anywhere you care to go in the world. She's built just that tough. The shoal draft is a big plus in the North Channel or in the Bahamas. The International Harvester built engine has also stood the test of time and is ready to do a lot more. Solace 2 appears to be structurally sound on deck and hull. She will need some TLC on the exterior cosmetics, but overall in good condition for her age. She is also trailerable and therefore can be hauled to any location for a winter getaway or just traveling long distance in a short time period. This is a heavy duty triple axle trailer. Do it today!

2010 Macgregor 26M

2010 Macgregor 26M

Spring Lake, Michigan

Make Macgregor

2010 Macgregor 26M The Macgregor 26M is a trailerable coastal cruiser, powerboat, ski boat, party barge and floating home all wrapped into one hull. The obvious design compromises in a motorboat-sailboat hybrid have made many owners smile. The Macgregor 26 is a hybrid appealing primarily to trailersailors strapped for time and concerned about the rising cost of slip and mooring fees. At 26 feet it is simple to rig and sail, and just as easy to transport. Instead of chugging with the diesel at 4 knots, the Macgregor 26M speeds along at 22 mph. The boat was also able to explore quiet coves or nestle onto sandy beaches because its twin rudders and daggerboard that require only 12 inches water when retracted. This Macgregor 26M is a ONE OWNER BOAT. She was purchase NEW from the Factory in June of 2010. The boat is currently under the winter cover at the sellers home and is in need of a very good detailing. She is equipped with a lot of extra gear. Make arrangements for your personal showing today...........

1976 South Coast 22

1976 South Coast 22

Colonial Beach, Virginia

Make South Coast

1976 South Coast 22 The SC 22 was the most numerous of the South Coast boats with over 3,000 produced. Desiring to capitalize on the emerging trailerable cruising sailboat market, South Coast redesigned the Alberg SC 21, lengthening the boat, installing a bigger doghouse, and replacing the fin keel with a swing keel. The result was a fast, versatile and seaworthy trailerable pocket cruiser. At one time there was an active one-design racing fleet, with an annual regatta held in Shreveport, Louisiana. The 22 was reasonably fast, a little tender, and a lot of fun to sail. It will keep up with a Catalina 22, but a comparably equipped boat will probably cost less money. SC 22s can be found around the country. The 22s had a roomy cockpit. The layout on most boats featured a v-berth forward. Going aft on the starboard side there was a sink/counter/storage. Going aft on the port was a port-a-potty and a quarterberth which converted into a not-very-roomy table. Electronics and Navigation Gear: Hand Tiller Helm and full gauges Galley Equipment: Pressurized Cold Freshwater System with Water Tank and Stainless Sink.   Accommodations - Sleep Six Forward V Berth Dinette converts to berth, Single Quarter Berths. Electrical System: 12 V DC Panel Mechanical Equipment: Manual Bilge Pump Deck and Hull Equipment: Folding Step Ladder, Adult Life Jackets and Flare Kit, Fire Extinguishers, Anchor Mast and Sail Information: Mainsail, working Jib

2007 Open 5.7

2007 Open 5.7

Port Sanilac, Michigan

2007 Open 5.7 The Open 5.7 was Sailing Worlds 2007 one-design Boat of the Year.Stark, simple and well manufactured, the Open 5.70 is unsinkable and cannot capsize. The easy to handle asymmetrical spinnaker drives the boat downwind at high speed that can exceed 18 knots. Setting up the boat is very simple: the mast stepping and the launching can be done on your own. For weekend racing or sailing, its trailerable size allows to tow it behing your car with a standard car license. As an international OD Class, the Open 5.70 is a fantastic, fast sport boat supported by a friendly and active class association.More performance per dollar than you will find anywhere. Fun, fast and easy to sail, this sailboat is 19 feet of pure adrenaline. Trailerable and ready to launch in a half hour.

Narrow Results

Current search reset all.

  • Keyword: trailerable sailboats
  • Macgregor (6)
  • Catalina (4)
  • MacGregor (2)
  • Precision (2)
  • American Fiberglass (1)
  • Beneteau (1)
  • Cape Dory (1)
  • Com-Pac (1)
  • Crowther (1)
  • Groupe Finot (1)
  • Haven 12-1/2 (1)
  • J Boats (1)
  • Nor'Sea (1)
  • Precision Boat Works (1)
  • Sam L Morse (1)
  • South Coast (1)
  • Sunsail (1)
  • White Hall (1)
  • Sloop Sailboats (11)
  • Sailboats (10)
  • Daysailer Sailboats (7)
  • Cruiser Boats (4)
  • Cruiser Sailboats (3)
  • Cruiser (1)
  • Motorsailer (1)
  • Michigan (13)
  • Florida (7)
  • California (3)
  • New Jersey (3)
  • Pennsylvania (3)
  • Indiana (2)
  • Massachusetts (2)
  • Minnesota (2)
  • North Carolina (2)
  • Alabama (1)
  • Connecticut (1)
  • Georgia (1)
  • New Hampshire (1)
  • New Mexico (1)
  • South Carolina (1)
  • Tennessee (1)
  • Virginia (1)
  • Washington (1)
  • Wisconsin (1)
  • POP Yachts (5)
  • Search Title Only
  • Has Picture
  • Include Sold Listings

Showcase Ads

2018 Mercury M350

2018 Mercury M350

Grasonville, MD

2015 Malibu Wakesetter 22 MXZ

2015 Malibu Wakesetter 22 MXZ

Chula Vista, CA

1984 Pearson 1984

1984 Pearson 1984

Benicia, CA

2002 Rinker 270 Fiesta Vee

2002 Rinker 270 Fiesta Vee

Shreveport, LA

2003 Grady-White Marlin 300

2003 Grady-White Marlin 300

Harrison Twp, MI

2018 Nautique Super Air GS24

2018 Nautique Super Air GS24

1986 Grady-White Seafarer 22

1986 Grady-White Seafarer 22

Sarasota, FL

Create Alert

Please, name this search

Select Interval

Alert Successfully Created

trailerable sailboats for sale ontario

  • Oceanis 30.1
  • Oceanis 34.1
  • Oceanis 37.1
  • Oceanis 40.1
  • Oceanis 46.1
  • Oceanis 51.1
  • Oceanis Yacht 54
  • Oceanis Yacht 60
  • FIGARO BENETEAU 3
  • Heritage Sailing Yacht
  • Flyer 7 SUNdeck
  • Flyer 7 SPACEdeck
  • Flyer 8 SUNdeck
  • Flyer 8 SPACEdeck
  • Flyer 9 SUNdeck
  • Flyer 9 SPACEdeck
  • Antares 7 Fishing
  • Antares 8 Fishing
  • ANTARES 11 FLY
  • Gran Turismo 32
  • Gran Turismo 36
  • Gran Turismo 41
  • Gran Turismo 45
  • Swift Trawler 35
  • Swift trawler 41 Sedan
  • Swift trawler 41 Fly
  • Swift Trawler 48
  • Grand Trawler 62
  • Heritage Powerboats
  • Future Owners
  • Our History
  • Our Architects and Designers
  • Our philosophy
  • Our Innovations
  • Your way to ownership
  • Event calendar
  • Tests and Awards

trailerable sailboats for sale ontario

  • Description
  • Key Features

Specifications

First 27 SE brings high-tech performance, events and community know-how from the cutting edge of racing sports into recreational sailors' hands. She delivers extraordinary sailing experiences that were once reserved for professional racers. Sailors can challenge themselves on One Design long-distance races or enjoy fast adventure cruises in the best sailing spots, as she is also wholly trailable.

NAVAL ARCHITECT : Samuel Manuard INTERIOR DESIGN : Sito Concept and R&D : Seascape

European Yacht of the world 2013

WHY FIRST 27 SE ?

trailerable sailboats for sale ontario

First 27 SE is a real high-performance planing sailboat, easily achieving thrilling double-digit speeds and delivering an incomparable sailing experience, resulting from modern design and building technologies.

Her superb seaworthiness, which crowned the boat with the B category, results from exceptional boat design, cutting-edge building technology and many safety features: three separate unsinkable chambers, a swinging keel system in case of grounding and increased bow volume with crash box.

The One Design racing calendar is comprised of fully crewed windward-leeward races and adventurous long-distance double-handed or solo challenges. Whichever you choose, you can count on the friendly community that will give you a proper challenge.

Sitting low on the trailer due to her hydraulically operated swinging keel, light structure, beam just below the width limit and light carbon mast, she is wholly trailable to different locations, for racing or cruising purposes. 

SAILING EXPERIENCE

Planing at double-digit speeds is easier than ever. The First 27 SE promises a thrilling and pure sailing experience. Her performance is rooted in her modern hull design and light but stiff vacuum-infused hull construction. She has a hull with very high initial stability, a deep lead-bulb keel, and an easily handled carbon rig with a large square-top mainsail without a backstay or runners. All this power is nothing if you can't manage it, so she's been designed with well-thought cockpit ergonomics and a balanced twin-rudder steering system. No matter if you're sailing solo, double-handed or fully crewed, First 27 SE will reward you with an astonishing sailing experience and pure joy under sail. 

trailerable sailboats for sale ontario

LIVING ONBOARD

The First 27 SE is the only B category, trailerable 8m boat on the market with a fully functional interior. While it may look minimalistic, her extremely weight-sensitive interior is outfitted with components that also function as part of the boat's structure. She can accommodate up to 6 adults, two in a separate bow cabin and 4 in the saloon. Thanks to innovative magnetic doors, the mid-section of the boat can be converted to a proper marine toilet, front cabin extension, or "wet-room" for sail-changes. The interior also offers crew bags for personal belongings, a fridge, foldable table and sail-locker. Combined with other practicalities, these make her the ultimate adventure cruiser for sailing connoisseurs. The entire interior is modular, so you can quickly empty it and reduce weight for racing needs.

trailerable sailboats for sale ontario

The International Owners Community and events calendar enable owners to challenge themselves on long-distance One Design challenges across the continent as a part of a great company of supportive, like-minded sailors.

trailerable sailboats for sale ontario

Equipped With SEANAPPS

The easiest way to keep your boat safe and ready to cruise anytime.

The new Seanapps  app is the ultimate solution to help you indulge your passion for boating. With the touch of your finger, you can easily connect, monitor and order services for your boat – from routine maintenance, to requesting a wash or fuel or having us complete a repair.

seanapps-beneteau

The information below is intended for general informational purposes only and is subject to change without notice and does not constitute a contractual agreement. Any descriptions, representations, or statements made in this document are not to be considered binding unless explicitly stated otherwise in a formal contractual agreement.

Length Overall

Beam overall

Light displacement

3417,17 lbs

Air Draft Max

Max. engine power

CE Certification

trailerable sailboats for sale ontario

The thinking behind a modern sailing event – SE challenge's roots

It was almost dark when I stepped from the ever-balancing hull of my Seascape 18 onto the dock in Svendborg. To my surprise, the familiar cocktail of relief, elation, sadness, joy, and overwhelming sensation of accomplishment started to kick in.

trailerable sailboats for sale ontario

Beginner Sailing Guide: How to choose the right sailboat and learn how to sail

trailerable sailboats for sale ontario

The epic legend of the First : 40 years on

Customer care.

Buying a BENETEAU doesn’t have to be a daunting task. We have teams of experts to guide you through the entire process – everything from sea trials, financing, and customization to after-sale commissioning, service, and maintenance. We are proud to have one of the largest, most highly-regarded dealer networks in the world. We’re ready to provide you with the assistance and expertise needed to launch you and your BENETEAU on a lifetime of happy, rewarding, and memorable voyages.

trailerable sailboats for sale ontario

Other models in the range

trailerable sailboats for sale ontario

4.3 m / 14’ 1’’

1.7 m / 5’ 7’’

trailerable sailboats for sale ontario

5.55 m / 18’3’’

2.38 m / 7’ 10’’

trailerable sailboats for sale ontario

7.29 m / 23’11’’

2.5 m / 8’2’’

Select your area and your language

  • Chinese, Simplified

trailerable sailboats for sale ontario

life-of-sailing-logo

9 Best Trailerable Sailboats

9 Best Trailerable Sailboats | Life of Sailing

Last Updated by

Daniel Wade

December 28, 2023

Sailing is an excellent activity for the weekends, especially in remote mountain lakes or sheltered waterways. The United States is full of small isolated waterways, inland lakes, and rivers—which make the perfect environment for an adventure in a small sailboat .

Unfortunately, many people are put off by the idea of owning a sailboat due to the associated docking and maintenance fees. Weekend sailors often don’t want to pay for a long-term slip, and there’s no question that the added expense can be a pain.

Luckily, you don’t have to permanently dock a sailboat to enjoy this great pastime.

Instead of docking a large boat, you can purchase a small trailerable sailboat. A trailerable sailboat is a perfect option for part-time sailors and people with busy lives. Trailer sailors are some of the most popular boats in the country, and they’re not limited to light winds and calm seas. Many trailerable sailboats have made some impressive passages both offshore and coastal. In this article, we’ll go over some of the top new and used trailerable sailboats that you can purchase today. 

Table of contents

Best Trailerable Sailboats

1) west wight potter 15.

{{boat-info="/boats/west-wight-potter-15"}}

The West Wight Potter 15 is perhaps one of the most capable 15-foot sailboats around. This neat little vessel is as seaworthy as it is easy to handle, and it’s a great choice for all kinds of cruising adventures.

The West Wight Potter 15 is a 15-foot sloop with an aluminum mast and tiller. This tiny boat also features a small cabin, which has ideal sleeping accommodations for a cruising couple. The cabin itself is spartan compared to its larger relatives, but it’s the perfect design for the minimalist cruiser.

This small sailboat is easily trailerable and can be stored in some garages with relative ease. The West Wight Potter 15 is ideal for inland and coastal waters and sets up (and takes down) fast with minimal fuss. Don’t let the small design fool you—this craft is surprisingly seaworthy.

The West Wight Potter 15 has an impressive cruising record, including a trip from England to Sweden in the brutal North Atlantic. The West Wight Potter 15 can be purchased new from International Marine, and thousands of craft are in circulation already.

2) West Wight Potter 19

{{boat-info="/boats/west-wight-potter-19"}}

We thought it fitting to include the Potter 15’s big brother, the West Wight Potter 19, on this list of the best trailerable sailboats . West Wight Potter boats are well known for their robust design and easy handling, and the Potter 19 is no exception.

The West Wight Potter 19 boasts the seaworthiness and ease-of-handling offered by its little brother, with the benefit of greater sailing comfort and cabin accommodations. This 19-foot sailboat is constructed of fiberglass. The hull contains a liberal amount of positive flotation, which makes the boat practically unsinkable.

The cabin features generous accommodations for a boat of its size, featuring space for a vee-berth, a small stove, a sink, and a portable head. Additionally, the West Wight Potter 19’s cabin can be wired for electricity from the factory, further increasing the level of comfort in this capable trailer sailor.

Like its smaller alternative, the West Wight Potter 19 has a history of some impressive cruises. An individual sailed this craft thousands of nautical miles from California to Hawaii —a single-handed voyage usually reserved for boats twice its size.

That’s not to say that the Potter 19 is a purpose-built long-haul sailboat. This design is ideal for larger lakes, rivers, and coastal cruising. However, the design has demonstrated toughness and seaworthiness rarely found in smaller boats.

The Potter 19, like the Potter 15, is a centerboard craft. This sailboat is available new from International Marine and offers a wide range of options packages and upgrades.

3) Newport 27

{{boat-info="/boats/capital-yachts-newport-27"}}

The Newport 27 is a massive step-up in size and amenities compared to the other boats on this list so far. This comfortable trailerable sailboat originated in 1971—at the height of the fiberglass boat boom. The Newport 27 measures 27-feet in length and feature a flush-deck design similar to the famous Cal 20.

This sailboat, despite its trailerable size and weight, features surprisingly good handling characteristics and generous accommodations. A full 6-feet of standing headroom is available in the cabin, making this boat exceedingly comfortable for longer journeys.

This sailboat is an excellent choice for the trailer sailing sailor who dreams of longer journeys but spends much of the time just hopping around local ports.

Despite its modest size and weight, the design of this small sailboat is proven. Many people sail them long distances and enjoy the quick handling characteristics of its design.

The Newport 27 is a true pocket cruiser, if not slightly larger than most. The Newport 27 isn’t produced anymore, but there is a healthy second-hand market for the boat.

4) Cape Dory 28

{{boat-info="/boats/cape-dory-28"}}

The Cape Dory 28 is a legendary Carl Alberg design known for its commodious living spaces and well-rounded performance both offshore and inland. This spacious little cruiser has the styling and capability of many larger boats, featuring traditional styling and generous amounts of varnished teak and brass. This cozy boat is a great choice for traditionalist sailors.

The Cape Dory 28 features a proven, simple, and robust rig, and it functions gracefully in a variety of conditions. While a 28’ sailboat is hardly considered trailerable by many, it can certainly be hauled-out and transported with relative ease. This is the kind of sailboat that’s just as happy in the boatyard or a permanent mooring.

The Cape Dory 28 offers attractive features for long-haul voyages, plus ease-of-handling and quickness that is necessary for tighter coastal waters. The Cape Dory 28 is ideal for salt-water cruising, though it’s a bit large for small lakes and narrow rivers.

This is certainly not a shoal-draft cruiser—with a draft of 4-feet, it's primarily at home in the water. 

5) Islander 24

{{boat-info="/boats/islander-24"}}

The Islander 24 is a common fiberglass classic that makes an ideal trailer sailing setup. This 24-foot fiberglass boat features a robust design and ease-of-maintenance rarely found on boats with similar capabilities.

The design has been around for over 40 years, and it’s served weekender and cruising sailor alike. The Islander 24 is a well-rounded cruising vessel with a spacious cabin for two (or more). The cabin features a forward vee berth, space for a head, and tables for a sink, stove, or navigation.

The boat is single-handed with ease, and the rig is simple enough to be stowed without too much hassle. The Islander 24 is a relatively common trailer sailor, though many owners leave it in the water.

A vessel of this size is ideal for cruising coastal waters, though some sailors have attempted longer voyages in this vessel. The Islander 24 is available on the used market all over the country. 

6) Contessa 26

{{boat-info="/boats/contessa-26"}}

The Contessa 26 is an excellent classic trailerable sailboat. Don’t let its modest size fool you—this cruising craft has a long-standing reputation for seaworthiness. The Contessa 26 is a fiberglass boat that debuted in 1965 and has since earned a bit of a cult following.

These rather innocuous looking crafts are as fun and capable as they are easy to handle. The boat features a spacious cabin, comfortable cockpit, and plenty of available cruising upgrades. The rig is well-built and resembles the rig of a much larger boat.

The Contessa 26 is an ideal pocket cruising setup for a moderately experienced sailor. The vessel has a narrow beam, which contributes to heeling. The boat is known to heel rather violently, but it stiffens up shortly after and becomes a joy to sail.

A boat like this knows its capabilities and is sure to impress anyone. The Contessa 26 is a safe, hardy, and comfortable cruising boat for minimalists, and one of the best tailorable sailboats in the mid to large-size category.

This boat is a little harder to come by than many other vessels on this list, as around 300 were built. However, if you’re lucky enough to locate one on the used market, it’s definitely worth considering. Contessa built a fine boat, and the Contessa 26 meets the standard with confidence.

7) Hunter 27 

{{boat-info="/boats/hunter-27"}}

If you’ve made it this far down the list, you’re probably surprised that the Hunter 27 hasn’t come up yet. This famous little boat has quite a reputation and happens to be one of the most popular modern trailerable cruisers available.

The Hunter 27 isn’t a traditionalist’s dream, but it offers the modern amenities and capabilities you’d expect from Hunter. This capable little sailboat has the handling characteristics of a truly seaworthy boat and manages well in all kinds of conditions.

The Hunter 27 has a reputation for amazing durability, and the design is sound from keel to masthead. Now, let’s get into some of the features that make the Hunter 27 a very attractive option. The Hunter 27 is a purpose-built small cruising vessel, but the accommodations appear to be a shrunken version of a boat 10 feet longer.

Down below, the Hunter 27 features a full galley, head, a full standing shower, berths, and generous storage space. The Hunter 27 is a truly livable trailer sailor, featuring accommodations that make it suitable for extended cruising or even living aboard. The salon features over 6 feet of standing headroom, with plenty of seating and counter space throughout.

The rig is sturdy and easy to handle. And remember, the Hunter 27 is still a trailer sailor. The boat features a shoal draft of under 4-feet and a displacement of less than 8,000 pounds. The Hunter 27 is available used, and this boat is still produced and available brand-new by Marlow-Hunter. 

{{boat-info="/boats/cal-20"}}

How could we forget the little Cal 20? We didn’t—and it’s certainly worth including the famous Trans-Pac underdog on this list. The Cal 20 is reminiscent of the glory days of fiberglass sailing in the 1960s and 1970s.

This flush-deck racer is a fantastic trailer cruiser for anyone wanting big-boat handling and speed in a compact package. The accommodations on this boat leave something to be desired, but many people find them cozy and acceptable.

The cabin features sitting headroom and a berth, along with small tables for a stove or sink. The Cal 20 has a history of impressive voyages and was a popular choice for daring sailors on long offshore journeys. However, the boat is designed to be quick, safe, and fun on inland passages and coastal cruises.

The Cal 20 is common on the used market and makes a great entry-level cabin sailboat. The Cal 20 features an enormous cockpit, making it ideal for a day on the bay with friends or family.

The boat is easy to handle, and upgrades abound. The Cal 20 is a great little sailboat with a fun history and a massive fan base. This stout little yacht makes an excellent weekender too, and the cabin makes overnighting comfortable. 

9) Pacific Seacraft Flicka 20

{{boat-info="/boats/pacific-seacraft-flicka-20"}}

One of the most legendary small trailerable cruisers is the full-keel Pacific Seacraft Flicka 20. A limited number of these boats were produced by Pacific Seacraft during the 20th century, and they have a reputation for incredible seaworthiness and long-range voyaging.

These sailboats have the hull shape of boats twice their size, with a long, deep, full keel running the length of the hull. The boat can handle some serious offshore cruising and features the capabilities of other full-keel sailboats.

The Pacific Seacraft Flicka 20 is an amazing find on the used market, as owners tend to cling to them due to their incredible characteristics. There aren’t many trailerable offshore cruisers available, which is because it’s not easy to design a small boat with offshore capabilities.

However, Pacific Seacraft did just that and built one incredible trailer sailor. This vessel is not really designed for shallow lakes and rivers.

The Flicka 20 is known to be a truly seaworthy ocean-going sailboat, which happens to be small enough to fit on an average-sized boat trailer.

Wherever you choose to sail, a trailerable sailboat is often a great choice. The boats listed here are by no means the only options—in fact, there are dozens of excellent trailerable sailboat models on the market. If you enjoy sailing but want to avoid the hassle of a permanent mooring, or if you travel to sail, a trailer sailor is a great choice.

Many sailors pick trailerable sailboats to sail multiple oceans. Many people would agree that it’s a lot more practical to haul your boat from the Pacific to the Atlantic, especially when the alternative option is the Panama Canal .

A trailerable sailboat can give you access to a multitude of sailing adventures—the lake one weekend, the coast the next, and perhaps an offshore voyage or island hopping in the delta.

And with this list of the best trailerable sailboats, you can find the boat that fits your needs (and your budget) and hit the water in no time.

Related Articles

I've personally had thousands of questions about sailing and sailboats over the years. As I learn and experience sailing, and the community, I share the answers that work and make sense to me, here on Life of Sailing.

by this author

Best Sailboats

Most Recent

What Does "Sailing By The Lee" Mean? | Life of Sailing

What Does "Sailing By The Lee" Mean?

October 3, 2023

The Best Sailing Schools And Programs: Reviews & Ratings | Life of Sailing

The Best Sailing Schools And Programs: Reviews & Ratings

September 26, 2023

Important Legal Info

Lifeofsailing.com is a participant in the Amazon Services LLC Associates Program, an affiliate advertising program designed to provide a means for sites to earn advertising fees by advertising and linking to Amazon. This site also participates in other affiliate programs and is compensated for referring traffic and business to these companies.

Similar Posts

Affordable Sailboats You Can Build at Home | Life of Sailing

Affordable Sailboats You Can Build at Home

September 13, 2023

Best Small Sailboats With Standing Headroom | Life of Sailing

Best Small Sailboats With Standing Headroom

Best Bluewater Sailboats Under $50K | Life of Sailing

Best Bluewater Sailboats Under $50K

Popular posts.

Best Liveaboard Catamaran Sailboats | Life of Sailing

Best Liveaboard Catamaran Sailboats

Can a Novice Sail Around the World? | Life of Sailing

Can a Novice Sail Around the World?

Elizabeth O'Malley

June 15, 2022

Best Electric Outboard Motors | Life of Sailing

4 Best Electric Outboard Motors

How Long Did It Take The Vikings To Sail To England? | Life of Sailing

How Long Did It Take The Vikings To Sail To England?

10 Best Sailboat Brands | Life of Sailing

10 Best Sailboat Brands (And Why)

December 20, 2023

7 Best Places To Liveaboard A Sailboat | Life of Sailing

7 Best Places To Liveaboard A Sailboat

Get the best sailing content.

Top Rated Posts

Lifeofsailing.com is a participant in the Amazon Services LLC Associates Program, an affiliate advertising program designed to provide a means for sites to earn advertising fees by advertising and linking to Amazon. This site also participates in other affiliate programs and is compensated for referring traffic and business to these companies. (866) 342-SAIL

© 2024 Life of Sailing Email: [email protected] Address: 11816 Inwood Rd #3024 Dallas, TX 75244 Disclaimer Privacy Policy

Marine Cradle Shop Inc.

Marine Cradle Shop Canadian Made Boat Trailers

All our designs feature fully-welded frames, meaning that they are not pieced together with C-clamps. Axles and winch posts are movable and support systems are fully adjustable.

Whether it’s a single or multi-boat trailer, our superior quality, great prices, and 4–8 day turnaround has allowed us to build a solid reputation and grow a steady customer base since 1983. Get a free quote.

** Please Note ** We will not be selling snowmobile trailers in 2020-21.

Used Inventory

We will be closed November 6th to November 10th and will reopen on Monday, November 13th.

Buy Your Next Trailer or Cradle at Marine Cradle Shop

Sailboat trailers, powerboat trailers, canoe kayak, and paddle board trailers, boat cradles, boat dolly’s and launching dolly’s, motorcycle trailers, snowmobile and cargo trailers, personal watercraft trailers, other products and services, new products in-stock.

trailerable sailboats for sale ontario

S 101 X 10′ Open Trailer

trailerable sailboats for sale ontario

12′ SnoPro Enclosed Snowmobile Trailer

Factory direct trailers and cradles, get a free quote.

1 - 24 of 44 used boats

Trailerable boats for sale

Heavy duty boat cover - 14 to 16 long x 75 beam

Heavy duty boat cover - 14 to 16 long x 75 beam

Winnipeg, Division No. 11

The rugged Bass Pro Shops Travel Tite WeatherSafe SD Trailerable Boat Cover won't stretch or shrink, providing a snug, worry-free fit whenever you travel with your boat. The universal design fits a variety of boat styles. This WeatherSafe Boat Cover is UV-, mildew-, and water-resistant, with built-in water...

Balboa 26

Beautifully maintained. 140% Roller Furling Auto tiller Spinaker Swing keel VHF radio Electronic Chart, depth monitor Stove Sink Electric Head. Cooler. 9.9 Merc with Electric start and power tilt. Fresh bottom paint. Electronic wind speed and direction computers. Highway trailer. Ect. Ect..... Balboa's are...

24 FOOT CABIN CRUISER SWAP/SELL

24 FOOT CABIN CRUISER SWAP/SELL

River Philip, Cumberland

Completely redone flotation foam, stringers and deck.. Very low milage 4.3 v6 inboard/outboard.Runs really well and reasonable gas consumption.Still needs a little interior work, but I use it as is . I am willing to swap for a trailerable sailboat, 26 feet or less with a retractable keel or board..Also...

2012 Four Winns S215 (Sundowner)

2012 Four Winns S215 (Sundowner)

Kawartha Lakes, Kawartha Lakes

*AVAILABLE SOON* A very tidy & well kept trailerable weekender. Fishing, Skiing, Wakeboarding, Cruising, Overnighting are the many things this boat was built for . Powered by a meticulously maintained 4.3L Volvo Penta with just under 300hrs, and a new four blade prop on the lower end, planing out and...

Balboa 26 PENDING

Beautifully maintained. 140% Roller Furling Auto tiller Spinaker Swing keel VHF radio Electronic Chart, depth monitor Stove Sink Electric Head. Cooler. 9.9 Merc with Electric start and power tilt. Highway trailer. Ect. Ect..... Balboa's are one of the best trailerable boats . With available Slip in...

New Heavy Duty Boat Cover for sale (14-16 x 75 beam)

Smokercraft 18 phantom for sale | mercury 150 | tandem trailer.

Norfolk, Ontario

Smokercraft 18 Phantom X2 for sale . Powered with a four stroke Mercury 150XL Outboard and comes loaded with:INCLUDED OPTIONS-White Exterior-Mercury Outboard Pre Rig-Fisherman Top- Trailerable Ratchet Cover-Additional Bench Seat w/ Storage (2 Total)-Humminbird Helix 9 MEGA DownImaging with Navionics Card...

New Heavy Duty Boat Cover (14 -16 long x 75 beam)

New smokercraft 210 gls troller | yamaha f200 | tandem trailer.

With the Smokercraft and Yamaha Winter Promotions along with 6 Year Engine Warranty, get into the 210GLS for $88,799 powered with Yamaha's F200 four stroke outboard. Included items are:- Custom Tandem Axle Trailer- Trailerable Mooring Cover- Hydraulic Steering- AM/FM Stereo Unit w/ Bluetooth- 4 Fishing...

17 foot trailerable classic sail boat

Victoria, Capital

1979 classic cape cod cat boat Catlin . 17 , 7 foot beam 2 foot draft keel. 2200lbs. Glass over cedar. Aluminum mast, wood boom and gaff. Come with a trailer. Perfect for a weekend getaway exploring the islands. Includes : New 6hp Suzuki outboard New inflatable tender New mooring ball ( no ground tackle)...

1992 Maxum 2300 SCR - Merc 4.3 Engine (new long block)

Victoria Harbour, Simcoe

Mid Cabin Express * Full Camper Canvas * New Engine * Maxum's trailerable 2300/SCR family cruiser has sleeping accommodations for four, a stand-up head, and a galley with stainless steel sink, alcohol stove, dual voltage fridge and ample storage. The cockpit features a double-wide helm seat that converts...

Supreme surf boat 25 hours on engine

Edmonton, Alberta

2001 supreme sky pro 21 foot. 290 hp v8 mercruiser. New remanufactured engine with 20 hours. New upholstery last year. Custom surf tabs so no stick on suck gate. Wet sounds tower speakers. New rear axle with new hubs and bearings and front axle has new bearings. Plumbed in rear 1000lbs ballast bags....

2023 SmokerCraft Pro Angler XL 172 With YAMAHA VF150XA & BLACK T

Guelph, Wellington

2023 SmokerCraft Pro Angler XL 172SAVE $8,200Finished in Metallic WhiteComes with:All Weather PackageYamaha VF150XA W Seastar Hydraulic Steering (Save $5,700 with a Yamaha VF115) Trailerable Ratchet CoverFisherman's TopSnap In Carpet & Black Trailmaster TrailerFLEXIBLE FINANCE OPTIONS AVAILABLE IN...

Smokercraft Phantom X2 20 Offshore | Yamaha VF175 | Trailer

Book your 2024 model today! With the Smokercraft and Yamaha Winter Promotions along with 6 Year Engine Warranty, get into the Phantom 20 Offshore for $83,199 powered with Yamaha's High Output VF175 four stroke outboard. Included items are:- Custom Tandem Axle Trailer- Trailerable Mooring Cover- Hydraulic...

2023 SmokerCraft Pro Angler XL 172 With Yamaha VF115 & Trailer

2023 SmokerCraft Pro Angler XL 172SAVE $13,900Finished in Metallic WhiteComes with:All Weather PackageYamaha VF115 W Seastar Hydraulic Steering (Upgrade to a VF150 for only $5,700) Trailerable Ratchet CoverFisherman's TopSnap In Carpet & Black Trailmaster TrailerFLEXIBLE FINANCE OPTIONS AVAILABLE IN...

2004 Bayliner 175

For sale is a 2004 Bayliner 175. Overall in very good condition. Runs and drives great. Has the 3.0 Merc Cruiser with 135 HP. Tons of power and good on fuel. Has a new trailerable cover included, as well as an extra prop that was just refinished. Bluetooth stereo with 6x9 speakers. Also included is a brand...

2008 Seadoo Islandia 430

Dartmouth, Halifax

Islandia Twin 215hp Rotax Supercharged Engines 430 Total Horsepower. Superchargers Redone End of Season 2022. Dealer Serviced and Maintained. 172 Original Hours on Original Engines. Intercooled Engines. Custom Wrap Job. 12 person Capacity. Includes Original Seadoo Double Axl Trailer, Fold Away Tongue With...

2024 SmokerCraft Pro Angler XL 172 With Yamaha VF115 & Trailer

2024 SmokerCraft Pro Angler XL 172SAVE $14,999Finished in Metallic WhiteComes with:All Weather PackageYamaha VF115 W Seastar Hydraulic Steering (Upgrade to a VF150 for only $5,700) Trailerable Ratchet CoverFisherman's TopSnap In Carpet & Black Trailmaster TrailerFLEXIBLE FINANCE OPTIONS AVAILABLE IN...

2024 SmokerCraft Pro Angler XL 172 With Yamaha VF150 & Trailer (

2024 SmokerCraft Pro Angler XL 172SAVE $9,299Finished in Metallic WhiteComes with:All Weather PackageYamaha VF115 W Seastar Hydraulic Steering (Upgrade to a VF150 for only $5,700) Trailerable Ratchet CoverFisherman's TopSnap In Carpet & Black Trailmaster TrailerFLEXIBLE FINANCE OPTIONS AVAILABLE IN...

Starcraft Fishmaster 210

Hamilton, Hamilton

Honda 250DXRC. Equipped with full enclosure, trailerable ratchet cover. SERIOUS FISHERMAN ALERT The Ultimate Big Water Boat. With a wide beam, deep interior, large fuel capacity and high maximum horsepower, Fishmaster aluminum fishing boats give you the safety and control you need in the roughest...

Ski Nautique 2001

Toronto, Toronto

This boat is a classic and in good condition. Lots of improvements made over the 3 seasons we ve owned it.Comes with trailer, new trailerable boat cover and Bimini top. Full service winterization and summerized every year and stored inside over the winter.We love the boat and were using it as our main boat...

2024 Manitou Explore 26 Switchback With Trifold Bench Single Eng

Quinte West, Hastings

on orderFINANCE PROMO 3.99%/$ Bay Marine "Selling Fun For Over 45 Years." Great deals on NEW BOATS from Bennington, Monterey, Manitou , Alumacraft, Lund, Moomba Largest selection of USED BOATS in Eastern Ontario. We offer Competitive PRICES, FINANCING & Unbeatable SERVICE. 516 Highway 2 East P.O. Box 632,...

2024 Manitou Cruise 22 Max Bench

r>FINANCE PROMO 3.99%/$ Bay Marine "Selling Fun For Over 45 Years." Great deals on NEW BOATS from Bennington, Monterey, Manitou , Alumacraft, Lund, Moomba Largest selection of USED BOATS in Eastern Ontario. We offer Competitive PRICES, FINANCING & Unbeatable SERVICE. 516 Highway 2 East P.O. Box 632,...

2024 Manitou Cruise 22 Max Switchback

FINANCE PROMO 3.99%/$COMING IN JULY Bay Marine "Selling Fun For Over 45 Years." Great deals on NEW BOATS from Bennington, Monterey, Manitou , Alumacraft, Lund, Moomba Largest selection of USED BOATS in Eastern Ontario. We offer Competitive PRICES, FINANCING & Unbeatable SERVICE. 516 Highway 2 East P.O. Box...

Page  1  of  2 

Related searches

  • Whaler for sale
  • Db boats for sale
  • Steel boats for sale Ontario
  • Tige boats for sale
  • Excel boats for sale in Ontario
  • Monterey boats for sale in Sherbrooke
  • Marine boats for sale in Juddhaven
  • Grand boats for sale in Riviere-du-Loup
  • Pedestal seats for bass boat
  • Striper fishing boats for sale
  • Mercury boats for sale in Rivière-des-Prairies–Pointe-aux-Trembles
  • Correct Craft
  • Nova Scotia
  • British Columbia
  • Saskatchewan

Please enter a number greater than 0 and less than 100000.

Invalid range selected.

Win up to $5,000 towards your rent!

Enter the Kijiji Win Your Rent Event now

Sailboat with trailer

  • Sailboats for sale
  • Boat trailer
  • Sailboat cradle
  • Macgregor 26

"sailboat trailer" in All Categories in Ontario

Results 1 - 40 of 69.

  • Cars & Vehicles (54)
  • Buy & Sell (15)
  • Real Estate
  • Vacation Rentals
  • Toronto (GTA) (12)
  • Peterborough Area (6)
  • Kingston Area (4)
  • Ottawa / Gatineau Area (4)

1972 Georgian 23 sailboat

1972 Georgian 23 sailboat

1972 Georgian 23 sailboat ready for the 2024 season, all fees for the upcoming season are paid and the lift is booked for April 20th. The boat is currently wrapped and on it's trailer at port ...

12' JOLLY FIBERGLASS SAIL BOAT COMPLETE

12' JOLLY FIBERGLASS SAIL BOAT COMPLETE

Peterborough

Nice day sailboat, comes with sails. Check pictures for more info. NO MOTOR/TRAILER. NO TEXTING NO EMAILS phone calls only 905 788-0658 Located in Welland L3B 2B2 $675.00

Sailboat for sale

Sailboat for sale

City of Toronto

Beautiful aluminum sailboat. Comes with a professional trailer, the membership for the club paid until May, and comes with two lifejackets..

Albacore Dinghy Sailboat

Albacore Dinghy Sailboat

Mississauga

This 15 ft sloop boasts a fiberglass hull and vibrant yellow gel coat, with sails and rigging in excellent shape. Comes with a trailer, Boat Hand Dolly, and a custom-fitted boat cover for added ...

16' Nordica sailboat

16' Nordica sailboat

Very stable sailboat for its size. Comes complete to sail. Jib and main sail in fair condition. Fresh paint on the trailer. Lights are working. Bearing buddies installed. Anchor paddle life jackets ...

Sailboat trailer 10500lb tri axle rating 22/26 boat $4500

Sailboat trailer 10500lb tri axle rating 22/26 boat $4500

Sailboat trailer 10500lb axle rating 9000lb carrying capacity 20/26’boat $4500 Galvanized led lights 4 pads

Hobie 16 Catamaran Sailboat, Trailer, and More!!!

Hobie 16 Catamaran Sailboat, Trailer, and More!!!

Hobie 16 catamaran sailboat in very good condition with replaced sails and trampoline. Includes trailer, beach dolly, sail tube for on-shore storage, trolling motor mount, and dry dock. Perfect setup ...

Sailboat Collector's Item

Sailboat Collector's Item

Skunk11 centreboard gaff masted dinghy built by Vandestadt & McGruer in Owen Sound, Ontario. First built in 1969. Only 1200 built. Item for sale is #292. Original sails (main and jib) in good shape. ...

Raymarine Autohelm ST50+ Depth Instrument for parts

Raymarine Autohelm ST50+ Depth Instrument for parts

Selling a 1990s vintage ST50+ Depth instrument for parts. Works, alarms go off etc., but the display has crapped out so if you are handy with electronics or are looking for a parts donor this could ...

Small Sailboat (Albacore) for Sale

Small Sailboat (Albacore) for Sale

15' Albacore dinghy sailboat for sale. From 1960s, hull#297. Comes with beach trolley and galvanized trailer, sails and rigging. Needs some sprucing up but seaworthy. Asking $1000 or reasonable ...

1975 Grampian 23 Sailboat

1975 Grampian 23 Sailboat

23 foot sailing boat. Dual Axle Trailer. 10 HP Long Shaft outboard motor. Runs great. Fixed Keel. 3 foot draft. The boat has some cosmetic wear. Easily fix that and paint it up before the season ...

2024 mayhem boat trailers aluminum boat trailer  21000lb axle

2024 mayhem boat trailers aluminum boat trailer 21000lb axle

2024 mayhem trailers aluminum boat trailer 21000lb Tri axle rating Electric brakes on all 3 axles 7000lb each we build from 29' to 50' add $999 for anything over 35’ Options standard bunks $699 premium bunks $799 sailboat system $999 416-418-2259

Kirby Fox - Unique 18.5 foot single sail keel boat

Kirby Fox - Unique 18.5 foot single sail keel boat

Kirby Fox - Unique 18.5 foot single sail keel boat perfect for one or two. Easy and exciting to sail. Custom trailer included.

SAILBOAT

Kawartha Lakes

14 Ft Spindrift Sailboat fiberglass with trailer ,new sails

Sailboat with trailer

Please Contact

This is an Alberg 22 sailboat with tandem trailer. https://sailboatdata.com/sailboat/alberg-22/ Boat was used for sail training in 2023. Main and two jib sails are in reasonable condition. Running ...

Sailboat Trailer

Sailboat Trailer

5800 lb. capacity, electric brakes both axels, adjustable pads, tiedowns and spare tire, takes 2-5/16" ball

1976 Canadian Sailcraft CS22 turn-key sailboat WITH TRAILER

1976 Canadian Sailcraft CS22 turn-key sailboat WITH TRAILER

Parry Sound

22-foot Canadian-built pocket cruiser perfect for the cottage and Great Lakes, ready to sail ! Engine: 2-stroke Mercury 7.5hp 4 sails (1 main, Genoa , jib and spinnaker) mainsail has only one season ...

Chrysler Corporation Mutineer 15 ft. sailboat with trailer

Chrysler Corporation Mutineer 15 ft. sailboat with trailer

The mutineer was made by the marine division of Chrysler Corp. A well designed fast sloop in very good condition and clean. Ready for the water. self furling jib owner's manual boat cover allowing ...

boat trailer

boat trailer

excellent condition, had a 16 foot fiberglass sailboat on it. 1200 pound capacity. new wheels and tires, 12" new submersible LED lights new wood bunks good winch with strapping not rope safety chains ...

Sailboat 23ft swing keel with trailer

Sailboat 23ft swing keel with trailer

Outlaw 23 from 1976 Trailer sailer with swing keel Fresh Lines/Halyards Genoa, jib and storm jib Spinaker with pole Cushions stored indoors Pop top cabin Fiberglass is solid but will need cosmetic ...

Gori Folding Sailboat Propeller

Gori Folding Sailboat Propeller

Folding 2 blade brass propeller 11 1/2" X 8" RH 7/8" shaft size. Excellent condition. can be picked up in Peterborough or Brighton.

Kirby 25 racing sailboat

Kirby 25 racing sailboat

Fast racing sailboat on a roadworthy trailer. Comes with a Dacron racing main, Kevlar genoa, #3 jib and 2 spinnakers. Has a 5 hp 4 stroke Honda OB. Other various safety equipment and new handheld ...

Fireball sailboat - race equiped - $1700

Fireball sailboat - race equiped - $1700

International Fireball $1700 Contact [email protected] – 5194731966 – London, ONT - Rebuilt Fireball #6733 in storage since 2003 and likely years before I obtained it, - trailer optional $ 200 w. ...

REDUCED Solid 1979 O'day 25 sailboat

REDUCED Solid 1979 O'day 25 sailboat

Beautiful sailboat with dual axle trailer. The trailer alone is worth over $2500 but I'm moving and must sell ASAP unfortunately which is why I'm selling it so cheap. All the cushions and sails are ...

2024 tri axle sailboat trailer 10500 lb capacity $6999

2024 tri axle sailboat trailer 10500 lb capacity $6999

2024 tri axel sailboat trailer 10500 axle rating 9000lb capacity $6999 with 6 pads keel runner and guids $350 Triple axle boat trailer or trade for seadoo yamaha waverunner 2006 and up mustang jeep tj wrangler enclosed v nose trailer dirt bike yamaha grizzly newer fishing boat

boat new approx 11 ft... 1411 lb 15 hp capacity heavy duty .

boat new approx 11 ft... 1411 lb 15 hp capacity heavy duty .

$750 NEW IN SEALED BOX i am around to show no trailer required inflates&collapses in minutes located in downtown Kingston if ad is up....boat is availableFeatures: Tritech™ - a premium marine grade ...

Custom boat trailer

Custom boat trailer

Oakville / Halton Region

Heavy duty home made boat trailer. Built to haul a 27 foot sailboat, can be modified for other sail or power boats. Two heavy duty 3500lb axles with electric brakes, 2-5/16” ball. New lights and ...

Sailboat Ford 20 MFG Trade for RV

Sailboat Ford 20 MFG Trade for RV

Crown Point West

Sailboat (the legendary and solid Ford 20 Anchor Reinforced Plastics/MFG Boats Designer F. S. Ford) in a complete set (sails, tiller, mast support for transportation, sail cover). In 2012 and 2013 ...

13 foot Spindrift Sailboat

13 foot Spindrift Sailboat

13 foot Spindrift sailboat includes trailer, life jackets, safety gear, sails, and lines.

Wayfarer Sailboat

Wayfarer Sailboat

Older Wayfarer in very good condition. Trailer has new tires and lights. Includes a 2021 mercury outboard ( will not separate). 4 sails, in good but used condition. Foils have been redone. New floor ...

Sailboat Trailer

Used Sailboat Trailer . 6 adjustable pads . Needs paint . Can of paint included . Had a 24 ft sailboat on it previously

2024 tri axle boat trailer 15600lb capacity  boat $9999

2024 tri axle boat trailer 15600lb capacity boat $9999

2024 tri axel boat trailer aluminum 15600lb capacity boat brakes on all 3 axle$9999 2024 triple axle boat trailer 21000lb capacity boat $11999 Electric brakes on all 3 axles Options bunk system standard premium $499 sailboat $999 416-418-2259 will trades or buy trailers v nose cargo, pwc, boat singe tandem or

20'Matilda sailboat on a trailer

20'Matilda sailboat on a trailer

20'Matilda sailboat on a trailer needs no work New tires on a trailer

1980 SIRIUS 21 Sailboat, trailer and outboard motor.

1980 SIRIUS 21 Sailboat, trailer and outboard motor.

SOLD PENDING PICKUP: Set up for Solo Sailing with a Swing Keel, 6 hp Outboard Motor and a Mast Raising System. Sleeps 5 Equipped with: Fish finder, Garmin 100 Blue Roller furling Genoa Newer Head ...

S2 7.9 Sailboat

S2 7.9 Sailboat

Oshawa / Durham Region

Excellent condition, I purchased this boat from the original owner a Few years ago. Did many upgrades. New tires on the trailer. Can tow anywhere. Ramp launch , with fully retractable keel. New ...

Sailboat Double Pulley

Sailboat Double Pulley

Here is a 5D-SE double pulley made by Main Marine of England. Solid, metal parts and body and pulleys made of Tufnol, a laminated composite resin material designed for ocean vessels and work boats. ...

Sailboat Tanzer 22 with trailer- Sailing Ready-Great condition!

Sailboat Tanzer 22 with trailer- Sailing Ready-Great condition!

UPDATE: Viewings will be available on Easter weekend, updated pics will be posted once unwrapped. Selling my gorgeous Tanzer 22, Pepper, due to an employment transfer abroad. She is dry and solid. ...

USED SAILS & MORE - JIBS, MAINS, SPINNAKERS, ETC.

USED SAILS & MORE - JIBS, MAINS, SPINNAKERS, ETC.

ASKING BEST OFFERS PLEASE MAIN SAILS, COVERS AND OTHER SAILBOAT EQUIPMENT FOR SAIL I HAVE SAILS, ANCHORS, LADDERS, MASTS, PULPITS, WINCHES, SAIL COVERS, HANK ON JIBS, MAIN SAILS, SPINNAKERS, ...

Anchor Points for Boats/Trailers/Docks

Anchor Points for Boats/Trailers/Docks

Universal Anchor Points for Trailers/Boats/Docks by Hampton. I have 5. see photo 5 for $45 Internet prices 2/24.78 (Keeper 05649/5648) Email - [email protected] Great deal

Browse other categories in All Categories in Ontario

  • Vacation Rentals in Ontario
  • Real Estate in Ontario
  • Community in Ontario
  • Jobs in Ontario
  • Pets in Ontario
  • Services in Ontario
  • Cars & Vehicles in Ontario
  • Buy & Sell in Ontario

Browse Classifieds by location

  • All ads in British Columbia
  • All ads in Prince Edward Island
  • All ads in New Brunswick
  • All ads in Saskatchewan
  • All ads in Nova Scotia
  • All ads in Alberta
  • All ads in Territories
  • All ads in Manitoba
  • All ads in Newfoundland
  • All ads in Québec

IMAGES

  1. SAILBOAT FOR SALE

    trailerable sailboats for sale ontario

  2. 13 Popular Trailerable Sailboats with Lifting Keels

    trailerable sailboats for sale ontario

  3. Gaff rigged trailerable, centerboarded 18-20' daysailer

    trailerable sailboats for sale ontario

  4. Used Noelex 30 Lift Keel Maxi Trailerable Yacht for Sale

    trailerable sailboats for sale ontario

  5. Trailerable Trawlers

    trailerable sailboats for sale ontario

  6. Sailboat Trailers

    trailerable sailboats for sale ontario

VIDEO

  1. Boat Day

  2. Boat for sale

  3. *SOLD* 27’ Chaparral 270 Signature 2018

  4. September sailboats

  5. Flow 19

  6. Picking Roadside Boats $200k Used Center Console

COMMENTS

  1. Sail Boats for Sale in Ontario

    New & Used Sail Boats for Sale in Ontario Alert me of new listings matching this search. Alert me of new listings matching this search Modify Search [208 Boats Found] Sort By: Showing: All New and Used Sail Boats for Sale in Ontario . 1980 San Juan San Juan 28. $9,000.00 CAD ...

  2. Trailerable Sailboat

    sailboat. Waterloo 19/05/2023. trailerable sailboat. $15,000.00. 1978 C&C Mega 30' Trailerable Sailboat with Retractable Keel. Old Toronto 11/05/2023. 30 foot fully trailer-able retractable keel boat with trailer and new Suzuki 9.9 HP engine for sale. Located at BPYC in Scarborough Includes spinnaker, main, genoa and jib all in good condition ...

  3. Trailerable Sailboats

    Find Trailerable Sailboats in Boats & Watercraft | Boats for sale! Find a local canoe, kayak, motorboat, seadoo, or other watercraft in Ontario on Kijiji, Canada's #1 Local Classifieds.

  4. "trailerable sailboats" in All Categories in Ontario

    2024 tri axle boat trailer 15600lb capacity boat $9999. Mississauga / Peel Region. 2024 tri axel boat trailer aluminum 15600lb capacity boat brakes on all 3 axle$9999 2024 triple axle boat trailer 21000lb capacity boat $11999 Electric brakes on all 3 axles Options bunk system standard premium $499 sailboat $999 416-418-2259 will trades or buy ...

  5. Sail boats for sale in Ontario

    Find Sail boats for sale in Ontario. Offering the best selection of boats to choose from.

  6. 7 Best Trailerable Sailboats for Cruising

    Quick Setup Time. Towing Weight. 7 Best Trailerable Cruising Sailboats. Catalina 22/25 "Pop-Top". Com-Pac Horizon Cat for Classic Coastal Cruising. Marshall Sanderling — Small, Portable, Classy. West Wight Potter 19 — The Tiny Go-Anywhere Sailboat. Seaward 26RK with Retractable Lead Keel.

  7. Ontario sailboats for sale by owner.

    1 diesel inboard. Location: St-Jean Port Jolie Quebec Canada, Outside United States. Asking: $69,500. Sailboat Added 27-Mar-2018 More Details. Ouyang Boat Works Whitby Ontario Aloha 34. Length: 34' Beam: 11.33' Draft: 5.5'.

  8. Trailerable Sailboats Boats for sale

    Category Sailboats. Length 22'. Posted Over 1 Month. 1989 Catalina Wing Keel In 1980, Sail Magazine names the Catalina 22 "trailerable boat of the decade" and hull #10,000 was completed. In 1990 hull #15,000 is done. This boat is a fun weekender or great for day sailing. She comes with a single axel trailer and a 2009 6 HP Tohatsu.

  9. BENETEAU First 27 SE

    LIVING ONBOARD. The First 27 SE is the only B category, trailerable 8m boat on the market with a fully functional interior. While it may look minimalistic, her extremely weight-sensitive interior is outfitted with components that also function as part of the boat's structure. She can accommodate up to 6 adults, two in a separate bow cabin and 4 ...

  10. Used Sailboats in central Canada

    A regional discussion group - accepts non-commercial ads relating to sailing in eastern Ontario and western Québec. World wide Newsgroup "rec.boats.marketplace" Web page version of "rec.boats.marketplace" A world wide newsgroup specifically for non-commercial ads relating to boating (reaches a very dispersed audience).

  11. Sail boats for sale in Canada

    Find Sail boats for sale in Canada. Offering the best selection of boats to choose from. ... Ontario. Request Info; 1987 Freedom 38. US$62,599. MARINE 360 - CANADA | Saint Catharines, Ontario. Request Info; New Arrival; 2018 Nautitech 46 Open. US$715,796. US $5,601/mo. Clipper Marine Ltd | Owen Sound, Ontario. Request Info; 1996 Custom Grand ...

  12. Find New and Used Sailboats for Sale in Ontario

    Find a sailboat boat for sale locally in Ontario. Bayfield, MacGregor, Hunter, Laser and more for sale on Kijiji, Canada's #1 Local Classifieds. ... 1974 Mirage 24 for sale. Boat is in excellent condition and comes with a Yamaha 9.9hp outboard as well as multiple sets of sails (including Mylar sail). Asking $4600 OBO.

  13. Biggest Trailerable Sailboats

    These vessels feature comfortable cabins, excellent sailing characteristics, and they all meet the requirements for towing on U.S. highways. The best and largest trailerable sailboats are the Cal 20, the Catalina 22, the O'Day 240, The Islander 24, the Moore 24, the Cal 25, the Helms 25, the MacGregor 26, and the Nor'Sea 27.

  14. Trimaran boats for sale in Ontario

    Find Trimaran boats for sale in Ontario. Offering the best selection of boats to choose from.

  15. Trailer sailboats for sale by owner.

    35.5' Endeavour E35 Presently on the hard for winter storage at Morgans Marina, New Jersey Asking $35,000

  16. Trawler Boats for Sale in Ontario

    New & Used Trawler Boats for Sale in Ontario Alert me of new listings matching this search. Alert me of new listings matching this search Modify Search [29 Boats Found] Sort By: Showing: All New and Used Trawler Power Boats for Sale in Ontario . 1977 Atlantic 44. $129,500.00 CAD ...

  17. Preowned sailboats for sale under 25 feet

    Preowned sailboats for sale under 25 feet preowned sailboats for sale by owner. Home. Register & Post. View All Sailboats. Search. ... Leamington Ontario Near Detroit, Outside United States; Asking: $9,850: Sailboat Added 31-Dec-2011 More Details: Hunter 25.5: Length: 25.5' Beam: 9.08' Draft: 4.5' Year:

  18. "sailboat with trailer" in Boats & Watercraft in Canada

    17 foot trailerable classic sail boat. Victoria. ... 1994 Hunter SailBoat (19') for Sale 1994 HUNTER sailboat for sale - including trailer & 2000 Yamaha 8 hp outboard Sleeps 2-4 Toilet and stove. $3,500.00. ... Boats & Watercraft in Ontario; Boats & Watercraft in British Columbia;

  19. 9 Best Trailerable Sailboats

    2) West Wight Potter 19. jacqeast. We thought it fitting to include the Potter 15's big brother, the West Wight Potter 19, on this list of the best trailerable sailboats. West Wight Potter boats are well known for their robust design and easy handling, and the Potter 19 is no exception.

  20. Marine Cradle Shop

    Marine Cradle manufactures and sells boat cradles and boat trailers for sailboats, powerboats, canoes and kayaks from our facility in Sutton West, Ontario. Our fully-welded steel Cradle Ride Trailers, from 600-12,000 lb capacity, can be customized to suit your needs. We also sell paddle board, motorcycle and snowmobile trailers.

  21. Trailerable boats for sale

    Quickly find the best offers for Trailerable boats for sale on Allclassifieds.ca. We collected up to 40 ads from hundreds of classified sites for you! ... Alumacraft, Lund, Moomba Largest selection of USED BOATS in Eastern Ontario. We offer Competitive PRICES, FINANCING & Unbeatable SERVICE. 516 Highway 2 East P.O. Box 632,... Check Price. 30 ...

  22. sailboat trailer in All Categories in Ontario

    Find sailboat trailer in All Categories in Ontario. Visit Kijiji Classifieds to buy, sell, or trade almost anything! Find new and used items, cars, real estate, jobs, services, vacation rentals and more virtually in Ontario. ... 26' C and C Sailboat for sale Good condition for it's age Lots of sails 9.9hp mercury motor Tandem Trailer included ...

  23. 6 Pocket Cruisers Ready to Hit the Road

    Its new 26-foot Legacy has twin 250-hp Yamaha engines, or an optional 270- to 440-hp Volvo Penta diesel. The planing hull reportedly cruises at 28 to 50 knots. Designed for fishing and built by Nordic Tugs, the fiberglass boats are sold by Island Marine Center on Lopez Island in Washington state's San Juan Islands.