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California Classic Sail invites you to

Go sailing on a classic yacht, captivating sailing experience aboard a historic wooden yacht, sailing charters in santa cruz.

Looking for a unique and memorable way to experience the Monterey Bay? California Classic Sail offers private sailing charters on a historic classic yacht. Our two- to three-hour charters are perfect for groups of up to six people. Learn something new, or relax and enjoy the tour

Step aboard our yacht “Resolute”. She is a 1930s US Naval Academy Yawl , that we have meticulously restored. Her mahogany deck is wide and easy to walk on, and her elegant lines are close to the water. Experience how she moved through the open waters in a thrilling dance with the wind and sea and immerse in the beauty of the open ocean and marine life. Check out her history and restoration project .

Limited time summer promotion

Weekend Sailing – 10% off – use code WEEKENDSAIL

Mid-Week Special – 15% off – use code SAILNOW

Top view of a classic wooden sailing yacht

Private Charters

2 Hours, up to 6 people. Brown bags are welcome.

Happy couple learning to Sail

Interactive Sailing

3 Hours, up to 6 people. For ALL LEVELS! First timers or experts.

Cello Player on a classic Sailboat

Sunset Charters

Step aboard our yacht “resolute”. She is a 1930s US Naval Academy Yawl , that we have meticulously restored. Her mahogany deck is wide and easy to walk on, and her elegant lines are close to the water. Experience how she moved through the open waters in a thrilling dance with the wind and sea and immerse in the beauty of the open ocean and marine life. Check out her history and restoration project .

captain at the helm of a wooden sailboat

Meet the Captain and crew:

Captain Forest has been sailing for over 30 years and is a sailing instructor. He is passionate about sharing his deep knowledge and love of sailing with others and making sure that his guests have a memorable and enjoyable charter. Forest is also a great storyteller and loves to share his experiences with his guests. He is always happy to answer questions and help guests learn more about sailing.  

Our crew is made of friendly and skilled sailors. Devoted to crafting a memorable and safe sailing adventure, they help Captain Forest with tasks such as hoisting sails up, execute sailing maneuvers, and help our guests with any need. 

Our sailing charter can accommodate up to 6 people.

You should bring sunscreen, hats, hair ties, sunglasses, comfortable shoes, and warm/layered clothing.

We provide coast guard approved life jackets for all, but only children under 12 years old must wear life jackets on the Monterey Bay

No, pets are not allowed on the sailing charter.

No, there is no minimum age. Our youngest traveler was 3 weeks old.

Yes, you are welcome to bring your own food and drinks on the sailing charter. “Finger foods” and items that are easy to use at sea/under sail are recommended.

If the weather is bad on the day of your sailing charter, we will work with you to reschedule for another date that works for everyone or provide you a full refund

No, you do not need to have any sailing experience to go on the boat tour. Our experienced captain will handle all the sailing and navigation.

No, you cannot swim during the sailing charter.

Yes, there is a restroom on board the sailing charter.

We require a minimum of 48 hours’ notice for cancellations or rescheduling. If you cancel within 48 hours of your scheduled sailing charter, you may be charged a cancellation fee.

Park as close to Gate F in the Santa Cruz harbor. Parking is usually available, but you must purchase a parking ticket from the machines located in the lot.

Yes, we have special interactive cruises for exactly that providing you sailing lessons from the Santa Cruz Harbor. Learn how to handle a classic double masted sailboat with a gaff rig or boom running across the top of the mainsail that is a vintage wooden boat design unlike most modern yachts.

Jean Bolivar

Find Us 790 Mariner Park Way Santa Cruz CA,95062

Contact Captain Forest 831 706 8574  

email us at [email protected]  

Meet us In front of the gate to F dock  

santa-cruz-harbor-f-gate

Sailing Charters

California classic sail, llc.

Come sailing on our beautiful classic wooden yacht, designed over 120 years ago. There is nothing else like her on the bay! Arrange a charter for any…

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Nomad Sailing Charters

Sailing Charters from the Santa Cruz Harbor

Nomad Sailing Charters offer everything from Santa Cruz, CA sunset cruises to full-on offshore sailing instruction in Santa Cruz, CA. Join us to view wildlife like dolphins and sea lions, or learn sailing basics like tacking, gybing, and more. Sit back and relax on a sunset cruise or schedule a group Santa Cruz coastal charter for your students or youth group to explore Monterey Bay. Select a Santa Cruz sailing charter below.

  • Most Popular
  • Clock 1 p.m. , 9 a.m.
  • Hour Glass 3 hours

WILDLIFE SAIL

Come aboard Nomad for a Santa Cruz sailing charter unlike other wildlife tours in the area. We take you to see dolphins, sea lions, and more and turn off the engine for quiet, peaceful viewing.

  • Clock 5:30 p.m.
  • Hour Glass 2 hours

EVENING SAIL

If you’re looking for a special way to spend the evening, book a sunset sail aboard Nomad. We love sharing the beauty of Monterey Bay with guests as the sun sets above the water.

  • Clock 1 p.m.
  • Hour Glass 1-30 days

Sailing Instruction

From basic sailing to advanced offshore cruising, you can learn it all aboard Nomad! Enhance your sailing skills with us as we cruise around the beautiful Monterey Bay.

Ash Scattering at Sea

About It is hard to say goodbye to someone you love. When that time comes, Nomad Charters provides a peaceful moment to do so on the Monterey Bay.

Team Challenges/ Company Offsites

Team Challenges are your company’s opportunity to experience the Monterey Bay! From corporate teams to scouting groups, we’ll get your group at Nomad’s helm, trimming sails, tacking and gybing, and conducting citizen science projects. Experience the difference in quality with our team challenges in Santa Cruz, California.

SPECIAL OCCASIONS

Nomad Charters loves to customize to meet your needs. Bachelorette parties, mini-weddings, ash scatterings, business off-sites, big wave surf viewing, and beyond.

santa cruz sailboat tour

Chardonnay Sailing Charters

704 Soquel Avenue., Suite A Santa CruzCA95062

831.423.1213

  • Open Mon-Sun: 9am - 5pm.
  • Wildlife Watching
  • Sightseeing
  • Bird Watching
  • Whale Watching

Chardonnay II and Chardonnay III are both luxurious Santa Cruz 70-foot sailing yachts. Chardonnay Sailing Charters offers a variety of daily Public Charters in addition to Private Charters, Team Building, Burials at Sea and Weddings. Our charters are the perfect excursion for everyone, from seasoned sailors to first-time adventurers.

Pacific Sail

Pacific Sail

The #1 american sailing association school in monterey bay, browse all pacific sail activities.

790 Mariner Park Way

Santa Cruz, CA 95062

Sailing Classes

Memberships, sail boat rentals, team building, skippered charters, more options, signup to take your asa certification exams, gift certificates, have over six people in your group book with our sister company, chardonnay sailing, sail santa cruz & monterey bay marine sanctuary.

The Monterey Bay has unique sailing conditions, teeming with dolphins, otters, whales, and pelicans. It is the perfect location for sailing instruction, skippered charters, and team building regattas. Let Pacific Sail help you realize your sailing dreams!

santa cruz sailboat tour

California Activities

Santa Cruz Sailing Tours

Set sail on the monterey bay, 2 hour private sail from the santa cruz harbor.

Whether planning the perfect date or introducing the family to the joy of sailing in Santa Cruz, the 2-hour Private Sail on Monterey bay is the ultimate classic wooden yacht experience.

  • Users Up to 6
  • Hour Glass 2 hours

An Eco-Friendly Way to Tour Monterey Bay

Sailing is a wonderful, eco-friendly way to tour Monterey Bay, giving you a greater appreciation for the nature and beauty of the area.

Departing from Santa Cruz, the gateway to the Monterey Bay, sailing tours are a relaxing way to spend an afternoon – or, better yet, enjoy views of the sunset from the water.

Board a beautifully restored classic yacht and travel in style with friends and family.

text

Anchors Away!

Be prepared to have fun on your Santa Cruz sailing charter ! Don’t forget to bring your camera to capture memories of the amazing experience. If you’re lucky, you might even be able to snap a photo of a grunting sea lion or frolicking harbor seal. Some sailors on the bay even see jellyfish, whales, and seabirds. Perfect for families, teams or groups, couples, and special occasions, a sailing charter helps you discover the magic of the Pacific Ocean and Monterey Bay.

Sailing with an experienced and capable captain and crew makes your Santa Cruz experience all the more special; safety is always the top priority. Sit back and relax knowing you’re in good hands. You can book a private charter during the day or enjoy a romantic experience during a sunset sailing tour complete with a nice glass of wine or cold beer. Introduce your family to the joy of sailing in Santa Cruz ! Cruise in style on a classic wooden yacht and be the envy of the bay.

Ready to set sail? Book your Santa Cruz charter online today .

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Boat Tours in Santa Cruz

Since many Santa Cruz boat tours only operate during specific seasons, call ahead to make sure tours are operating before making plans.

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Courts | Santa Cruz murder trial features downtown juror…

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Courts | santa cruz murder trial features downtown juror tour.

Jurors, accompanied by attorneys and court personnel, gather Wednesday morning inside a downtown Santa Cruz city parking garage where a fatal stabbing occurred in 2022. (Jessica A. York — Santa Cruz Sentinel)

SANTA CRUZ — Visitors to downtown Santa Cruz have a host of possible tour themes, from historic architecture and art to restaurant and beer weeks.

For a group of 14 Santa Cruz County residents, however, Wednesday morning’s visit likely was more distinctive and macabre.

The jurors and their alternates were traveling by foot on the route the prosecution says John Burke allegedly walked a little over a year ago on his way to fatally stabbing 36-year-old Neoklis Koumides. In his opening statement Tuesday, Santa Cruz County Assistant District Attorney Michael McKinney told jurors Burke took just eight minutes, roundtrip .

Beginning at the El Centro Apartments where Burke lived on Pacific Avenue — above Pizza My Heart — jurors walked through the downtown, with a judge, several attorneys and Santa Cruz County Sheriff’s Office deputies trailing behind. Along the way to their destination, the double-decker city parking garage at Church and Center streets, jurors stopped to observe where surveillance cameras were mounted and locations where witnesses stood, relevant information during the prosecution’s case.

The tour kicked off the murder trial’s second day of testimony in what is estimated to be a multi-week event.

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After more than a month of testimony, a jury heard closing arguments Monday in the 2022 gang jailhouse murder trial of defendant Jason Cortez.

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Santa Cruz man guilty of downtown parking garage murder

Courts | Santa Cruz man guilty of downtown parking garage murder

An effort this week to reduce the sentence of a convicted murderer found guilty of stabbing to death a passing downtown business owner in 2012 succeeded in carving two years off his 88-plus-year sentence.

Courts | Santa Cruz: Convicted murderer has sentence reduced by 2 years

The lawsuit argues that the highway developments in particular will cause "severe and irreparable impacts to the environment" by actually increasing vehicle miles traveled and that Caltrans' environmental impact report for the project evades requirements of the California Environmental Quality Act.

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Buy 3 and get the 4th FREE - Holiday Gift Certificate Special Nov 1-Feb 29!

Chardonnay Sailing

Champagne Brunch Cruise

Food and beverages are included!

Quick Details

  • Hour Glass Duration: 2 Hours
  • User Ages: All Ages
  • Clock Schedule: Time vary based on season
  • Ticket Note: Infants: Free, unless the boat fills to capacity & a waitlist has developed (3 years of age or younger)
  • Users Capacity: up to 49 passengers

When booking publicly, your group size cannot exceed 20. This is to ensure that everyone not part of your large group feels comfortable. If you have any questions, please do not hesitate to contact us. Thank you!

Enjoy brunch on a boat in Santa Cruz

Start your morning out on the Chardonnay II during one of the most serene times of day! Passengers will have the opportunity to view marine animals up close while enjoying complimentary champagne, orange juice, coffee, pastries from the Buttery Bakery, and fresh seasonal fruit. This sail is available almost year-round.

**NOTE that all sails are tentative due to weather and amount of sign-ups. Please keep in mind, we do not cancel sails due to poor wind quality. Customers will be confirmed with/canceled 24 to 48 hours prior to their scheduled charter.**

Related Tours

  • FAN FAVORITE
  • Clock Time vary based on season
  • User All Ages
  • Hour Glass 2 Hours

Sailing Regatta Charter in Santa Cruz

Get a front-row seat to the excitement of the local Wednesday Night Regatta, where 80 boats compete against each other in a thrilling event.

Santa Cruz BYO Sailing Charter

Come sail with Chardonnay Sailing Charters for our specially priced cruise. You bring the food and beverages for your party and we’ll bring the fun and excitement of first-class sailing.

COMMENTS

  1. Chardonnay Sailing Charters

    Chardonnay Sailing Charters offers luxury sailing tours on beautiful Monterey Bay out of Santa Cruz, CA. Public & private charters available. Book online! ... The design of the Santa Cruz '70 sailing yachts is very popular with sailboat racing enthusiasts. Although the hull and sail are designed for speed, the inboard amenities are many ...

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  3. Santa Cruz Classic Yacht Sailing Charters

    California Classic Sail offers private sailing charters on a historic classic yacht. Our two- to three-hour charters are perfect for groups of up to six people. Learn something new, or relax and enjoy the tour. Step aboard our yacht "Resolute". She is a 1930s US Naval Academy Yawl, that we have meticulously restored.

  4. All Sailing Charter

    Taste of Santa Cruz Sailing Charter. Sample the culinary delights from local Santa Cruz restaurants and caterers while taking in the captivating views of Monterey Bay each Sunday. Book Now. Learn More. From $82. Time vary based on season. All Ages. 2 Hours.

  5. Sailing Charters

    Pacific Yachting and Sailing, Inc. Pacific Yachting Sailing School & Charters Learn to sail! Classes from $150, 18 yachts from 26′ to 43′ available for bare boat or skippered charters…. Read more ».

  6. Chardonnay Sailing Charters

    Specialties: Chardonnay Sailing Charters specializes in sailing excursions through the beautiful Monterey Bay National Marine Sanctuary. Our charters are perfect for any age group and are fun for everyone from seasoned sailors to first-time adventurers! Sail into the sunset aboard one of our luxurious sailing yachts, take in the spectacular scenery while enjoying complimentary beverages and ...

  7. Lighthall Yacht Charters

    Our captains built the charter industry in Santa Cruz and have introduced over 1,000,000 passengers to sailing in Santa Cruz. Co-captains of Chardonnay and Chardonnay II for 15 years invite you to share their love of sailing in Santa Cruz and Monterey Bay. We offer prices everyone can afford. Sail Santa Cruz today! +1-831-429-1970.

  8. All Sail Boat Charters in Santa Cruz, CA

    Select a Santa Cruz sailing charter below. Most Popular From $ 520. 6 people; 1 p.m., 9 a.m. 3 hours; WILDLIFE SAIL. Come aboard Nomad for a Santa Cruz sailing charter unlike other wildlife tours in the area. We take you to see dolphins, sea lions, and more and turn off the engine for quiet, peaceful viewing. Learn More $ 390. 6 people; 5:30 p.m.

  9. All You Need to Know BEFORE You Go (2024)

    About. Experience an exciting sailing adventure aboard the luxurious 65' Team O'Neill catamaran on the Monterey Bay! Sailing activities include afternoon cruises, sunset sails, local wine and beer tastings, seasonal firework cruises, live music sails and wildlife tours, each offering an exceptionally smooth and thrilling experience.

  10. Chardonnay Sailing Charters

    Chardonnay II and Chardonnay III are both luxurious Santa Cruz 70-foot sailing yachts. Chardonnay Sailing Charters offers a variety of daily Public Charters in addition to Private Charters, Team Building, Burials at Sea and Weddings. Our charters are the perfect excursion for everyone, from seasoned sailors to first-time adventurers.

  11. THE 10 BEST Santa Cruz Boat Tours (Updated 2024)

    These are the best places for kid-friendly boat tours in Santa Cruz: Chardonnay Sailing Charters; O'Neill Yacht Charters; Stagnaro Sport Fishing Charters & Whale Watching Cruises; California Classic Sail; Nomad Sailing; See more boat tours for kids in Santa Cruz on Tripadvisor

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    Best Boat Charters in Santa Cruz, CA - O'Neill Yacht Charters, Nomad Sailing Charters, Chardonnay Sailing Charters, Pacific Sail, Go Fish Santa Cruz Charters, Finally Enough Charters, Lighthall Yacht Charters, Monterey Bay Charters, Sanctuary Cruises, California Classic Sail

  13. Pacific Sail

    Browse All Pacific Sail Activities. (831) 423-7245 [email protected]. 790 Mariner Park Way. Santa Cruz, CA 95062.

  14. Santa Cruz Sailing Tours

    Sailing is a wonderful, eco-friendly way to tour Monterey Bay, giving you a greater appreciation for the nature and beauty of the area. Departing from Santa Cruz, the gateway to the Monterey Bay, sailing tours are a relaxing way to spend an afternoon - or, better yet, enjoy views of the sunset from the water. Board a beautifully restored classic yacht and travel in style with friends and family.

  15. Tickets

    The Santa Cruz Harbor Fee, admission tax, sales tax, and online convenience fees will be added to all applicable purchases. Public Sailing Tours Return April 2024! Contact Us. 275 Lake Avenue, Santa Cruz, CA 95062. Phone: (831) 818-3645. Email: [email protected]. Web: www.oneillyachtcharters.com. Sign-Up for Our Newsletter

  16. Top 10 Best Sailing Tour in Santa Cruz, CA

    Reviews on Sailing Tour in Santa Cruz, CA - O'Neill Yacht Charters, Chardonnay Sailing Charters, Nomad Sailing Charters, Lighthall Yacht Charters, Pacific Sail, Sanctuary Cruises, Santa Cruz Whale Watching, Stagnaro Charter Boats, Whisper Charters, Sea Goddess Whale Watching

  17. Santa Cruz Boat Tours : The Official Santa Cruz Guide

    Boat Tours in Santa Cruz. Since many Santa Cruz boat tours only operate during specific seasons, call ahead to make sure tours are operating before making plans. Featured Listings. Elkhorn Slough Safari. 8022 Moss Landing Rd Moss Landing CA 95039 (831) 633-5555.

  18. THE 10 BEST Santa Cruz Tours & Excursions

    These are the best places for budget-friendly tours in Santa Cruz: Chardonnay Sailing Charters; O'Neill Yacht Charters; Stagnaro Sport Fishing Charters & Whale Watching Cruises; Surf School Santa Cruz; Club Ed Santa Cruz Surf School; See more budget-friendly tours in Santa Cruz on Tripadvisor

  19. TOP 10 BEST Boat Ride in Santa Cruz, CA

    See more reviews for this business. Top 10 Best Boat Ride in Santa Cruz, CA - March 2024 - Yelp - O'Neill Yacht Charters, Santa Cruz Whale Watching, Sea Spirit Ocean Safari, Sanctuary Cruises, Go Fish Santa Cruz Charters, Chardonnay Sailing Charters, California Classic Sail, Santa Cruz Boat Rentals, Nomad Sailing Charters, Santa Cruz Nature Tours.

  20. Santa Cruz murder trial features downtown juror tour

    Visitors to downtown Santa Cruz have a host of possible tour themes, from historic architecture and art to restaurant and beer weeks. For a group of 14 Santa Cruz County residents, however, Wednesd…

  21. Champagne Brunch Cruise Santa Cruz

    Enjoy brunch on a boat in Santa Cruz. ... Public Tours Champagne Brunch Cruise Buy a gift certificate Chardonnay Sailing Charters. 1 (831) 423-1213 [email protected] 790 Mariner Pkwy, Santa Cruz, CA 95062. Quick Links. Home; Public Tours; Private Tours; About; Gallery; FAQ; Contact; Getting Here ...