California Sailing Trips

California Sailing Trips

Cruises, Sailing & Water Tours See all

Only Show: Day Cruises | Dinner Cruises | Dolphin & Whale Watching | Duck Tours | Night Cruises | Sailing Trips

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San Francisco Bay Sunset Catamaran Cruise

5 star rating: Highly Recommended 236 Reviews

Enjoy the serene San Francisco Bay at sunset on this evening with the Sunset Cruise aboard a luxurious catamaran. Sail by Alcatraz Island, under the Golden ...  Read more

Location: San Francisco, California
Duration: 1 hour 30 minutes (approx.)

From USD $55.00

Small-Group San Diego Sailing Excursion

5 star rating: Highly Recommended 26 Reviews

Set sail from San Diego on this small-group sailing tour! Choose from a daytime sail in San Diego Harbor or a sunset sail on the open ocean. This three-hour ...  Read more

Location: San Diego, California
Duration: 3 hours (approx.)

From USD $84.99

America's Cup Sailing Adventure on San Francisco Bay: America's Cup Sunset Sail

USA 76 is a unique opportunity to participate in the sailing of an International America’s Cup Class yacht. Sail the official race course from the 2013 ...  Read more

Location: San Francisco, California
Duration: 2 hours 30 minutes (approx.)

From USD $170.00

San Francisco Bay Sailing Cruise

5 star rating: Highly Recommended 145 Reviews

Experience the beauty of San Francisco during a 1.5-hour catamaran cruise over San Francisco Bay. Sail away from bustling city and enjoy photo ops from the ...  Read more

Location: San Francisco, California
Duration: 1 hour 30 minutes (approx.)

From USD $40.00

San Diego Half-Day Marine Wildlife Tour with Lunch

Join this guided whale watch tour on a classically restored sailing yacht. Come see marine wildlife in their natural habitat. This is a small group tour, ...  Read more

Location: San Diego, California
Duration: 4 hours (approx.)

From USD $172.84

Monterey Bay Sunset Appetizer Cruise

Our most-popular and romantic cruise with or without hors d’oeuvres. The appetizer option includes two hors d’oeuvres beginning with brie cheese, sliced pear, ...  Read more

Location: Monterey, California
Duration: 2 hours (approx.)

From USD $89.00

Monterey Bay Sailing Family Cruise

Bring your loved ones, small groups, and even your dog (we are pet friendly) to join us for a memorable sailing cruise within the most bio-dense, and ...  Read more

Location: Monterey, California
Duration: 1 hour (approx.)

From USD $39.00

Private Sailing Cruise on Monterey Bay

On this 1 or 2-hour private sailing cruise, have the boat and captain to yourself to share the wonders of sailing with your best company.

Location: Monterey, California
Duration: Varies

From USD $249.00

Small-Group San Diego Sailing Trip

This guided tour is driven by a licensed captain, and only takes up to 6 passengers at a time, which allows for an intimate experience.

Location: San Diego, California
Duration: 2 hours (approx.)

From USD $91.64

Private San Francisco Sailing Tour

Charter a private sailing tour on San Francisco Bay aboard the yacht Fearless . Not a tour boat, but a real sailboat, heading under the Golden Gate Bridge ...  Read more

Location: Sausalito, California
Duration: Flexible

From USD $275.00

San Diego Private Sailing Tour

Join this tour on the San Diego Bay for a memorable Sunset aboard a private 37ft sail yacht. Our sail yacht can accommodate up to 6 of your friends and ...  Read more

Location: San Diego, California
Duration: 2 hours (approx.)

From USD $349.00

Private Sailing Trip on San Francisco Bay

Take a sailing trip around San Francisco Bay aboard a private yacht with an experienced, Coast Guard-licensed skipper. See the Golden Gate Bridge, Alcatraz, ...  Read more

Location: San Francisco, California
Duration: 2 hours (approx.)

From USD $350.00

San Diego Sunset Sail

This guided tour is driven by a licensed captain and is limited to a small group of up to 6 passengers, making it an intimate experience. Watch as the sun ...  Read more

Location: San Diego, California
Duration: 2 hours (approx.)

From USD $103.24

Private Sailing Excursion from San Diego

5 star rating: Highly Recommended 4 Reviews

Set out on a private, relaxing 2-hour sailing excursion from San Diego on a fully restored, 36-foot (11-meter) Cal Jensen yacht. Sail past the Maritime ...  Read more

Location: San Diego, California
Duration: 2 hours (approx.)

From USD $67.69

Monterey Bay Dinner Sailing Cruise

Bring your loved ones, small groups, and even your dog to join us for a memorable sailing dinner cruise within the most bio-dense, and bio-diverse Monterey Bay ...  Read more

Location: Monterey, California
Duration: 2 hours (approx.)

From USD $115.00

Private Wedding Cruise on Monterey Bay

Enjoy a beautiful Private Wedding Cruise on a beautiful Sailboat on Monterey Bay.

Location: Monterey, California
Duration: 2 hours (approx.)

From USD $499.00

America's Cup Sailing Adventure on San Francisco Bay: America's Cup Day Sail

USA 76 is a unique opportunity to participate in the sailing of an International America’s Cup Class yacht. Sail the official race course from the 2013 ...  Read more

Location: San Francisco, California
Duration: 2 hours 30 minutes (approx.)

From USD $140.00

Night Sail on the San Francisco Bay Including Bay Bridge Lights Viewing

Back by popular demand, these Friday night sails are the perfect way to start the weekend and check out the return of the Bay Lights! Created by Leo ...  Read more

Location: Sausalito, California
Duration: 2 hours (approx.)

From USD $65.00
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Only Show: Day Cruises | Dinner Cruises | Dolphin & Whale Watching | Duck Tours | Night Cruises | Sailing Trips

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