California Sailing Trips

California Sailing Trips

Cruises, Sailing & Water Tours See all

Only Show: Day Cruises | Dinner Cruises | Dolphin & Whale Watching | Duck Tours | Gondola Cruises | Sailing Trips | Submarine Tours | Sunset Cruises

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San Francisco Bay Sunset Catamaran Cruise

5 star rating: Highly Recommended 266 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: 90 minutes

From USD $55.00

San Francisco Bay Sailing Cruise

5 star rating: Highly Recommended 166 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: 90 minutes

From USD $40.00

Small-Group San Diego Afternoon Sailing Excursion

5 star rating: Highly Recommended 36 Reviews

Set sail from San Diego on this small-group sailing tour! This three-hour adventure on a Catalina-style sailboat is limited to just six people, ...  Read more

Location: San Diego, California
Duration: 3 hours

From USD $88.99

Small-Group San Diego Sunset Sailing Excursion

5 star rating: Highly Recommended 4 Reviews

Set sail from San Diego on this small-group sailing tour on a sunset sail on the open ocean. This three-hour adventure on a Catalina-style sailboat ...  Read more

Location: San Diego, California
Duration: 3 hours

From USD $88.99

Monterey Bay Sailing Family Cruise

4.5 star rating: Recommended 5 Reviews

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: 60 minutes

From USD $39.00

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

5 star rating: Highly Recommended 3 Reviews

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

From USD $140.00

San Diego Sunset Sail

5 star rating: Highly Recommended 1 Reviews

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 dips ...  Read more

Location: San Diego, California
Duration: 2 hours

From USD $103.24

Private San Francisco Sailing Tour

Charter a private sailing tour on San Francisco Bay aboard a yacht. Not a tour boat, but a classic wooden ketch, heading under the Golden Gate Bridge into the ...  Read more

Location: Sausalito, California
Duration: Flexible

From USD $275.00

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 Museum ...  Read more

Location: San Diego, California
Duration: 2 hours

From USD $67.69

Classic Sailboat Harbor Tour

Small group sailing tours on San Diego Bay on a unique 1914 replica Friendship Sloop. All boat tours circle the harbor using traditional sailing methods for ...  Read more

Location: San Diego, California
Duration: 3 hours

From USD $90.00

Monterey Bay Dinner Sailing Cruise

2 star rating: It was OK, but could have been better 3 Reviews

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 ...  Read more

Location: Monterey, California
Duration: 2 hours

From USD $130.00

Friday Night Escape From Alcatraz Sailing

Come aboard the FREDA B as you sail across the Bay and around Alcatraz Island on Friday Evenings! Learn about the island and its fascinating history as a ...  Read more

Location: Sausalito, California
Duration: 2 hours

From USD $65.00

Half Day Local Fishing Trips in San Diego

Fishing is a first class fun and thrilling way to spend your vacation time while in San Diego. With twenty plus years’ experience locally and offshore, we ...  Read more

Location: San Diego, California
Duration: 5 hours 30 minutes

From USD $690.00

Private Sailing Cruise on Monterey Bay

5 star rating: Highly Recommended 1 Reviews

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: 2 hours

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

From USD $91.64

Monterey Bay Sunset Appetizer Cruise

4.5 star rating: Recommended 2 Reviews

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 ...  Read more

Location: Monterey, California
Duration: 2 hours

From USD $89.00

Classic Sailboat Sunset Sail

5 star rating: Highly Recommended 1 Reviews

This unforgettable 3-hour tour will circle you around the San Diego harbor during the most dramatic part of a California day. The multi-colored sky is the ...  Read more

Location: San Diego, California
Duration: 3 hours

From USD $110.00

Small-Group Golden Gate Bridge Sailing Tour

This small-group sailing adventure departs from Pier 39 at Fisherman's Wharf. Once aboard, sail off to the Golden Gate Bridge and enjoy panoramic views of the ...  Read more

Location: San Francisco, California
Duration: 2 hours

From USD $60.00

90-Minute San Francisco Bay Sailing Tour

For a relaxing afternoon on the water, hop aboard the Privateer, a truly traditional sailboat, for a semi-private 90-minute cruise of the bay, complete with ...  Read more

Location: San Francisco, California
Duration: 90 minutes

From USD $45.00

2 Hour Sunset Sail on the San Francisco Bay

Whether you want to kick off a fabulous date night or wrap up an enjoyable afternoon, this two-hour sunset sail is just the ticket. Step aboard the gorgeous ...  Read more

Location: San Francisco, California
Duration: 2 hours

From USD $60.00

3 Hour San Diego Sailing Adventure

Take in the sights, sounds and stories of the bay on a relaxing sailing cruise with a unique perspective on San Diego that you can only get from the water.  ...  Read more

Location: San Diego, California
Duration: 3 hours

From USD $85.00

Sunday Sunset Sail on San Francisco Bay

Sail on San Francisco Bay on Sunday evenings for a spectacular sunset sail aboard schooner FREDA B boarding in downtown Sausalito, CA. Enjoy the many beautiful ...  Read more

Location: Sausalito, California
Duration: 2 hours 30 minutes

From USD $65.00

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

From USD $170.00

3 Hour Sailing on Bodega Bay

A three hour sailing tour of Bodega Bay by a US Coast Guard captain.  Everyone wears a life jacket, always fun but not always fast. 

Location: Bodega Bay, California
Duration: 3 hours

From USD $81.00

Sunday Morning Eco Sail on the San Francisco Bay

Set sail on fresh Sunday mornings aboard the traditional Schooner FREDA B for a special ecology tour out the Golden Gate Bridge along the Marin Headlands. ...  Read more

Location: Sausalito, California
Duration: 2 hours 30 minutes

From USD $75.00
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Only Show: Day Cruises | Dinner Cruises | Dolphin & Whale Watching | Duck Tours | Gondola Cruises | Sailing Trips | Submarine Tours | Sunset Cruises

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