California Sailing Trips

California Sailing Trips

Cruises, Sailing & Water Tours See all

Only Show: Brunch Cruises | Catamaran Cruises | Day Cruises | Dinner Cruises | Dolphin & Whale Watching | Duck Tours | Glass Bottom Boat Tours | Gondola Cruises | Lunch Cruises | Sailing Trips | Submarine Tours | Sunset Cruises

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San Francisco Bay Sailing Cruise

5 star rating: Highly Recommended 176 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 $45.00

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

5 star rating: Highly Recommended 6 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

Small-Group San Diego Sunset Sailing Excursion

5 star rating: Highly Recommended 10 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 is limited ...  Read more

Location: San Diego, California
Duration: 3 hours

From USD $88.99

Small-Group San Diego Afternoon Sailing Excursion

5 star rating: Highly Recommended 37 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

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 pear, ...  Read more

Location: Monterey, California
Duration: 2 hours

From USD $89.00

Private Sailing Charter on San Diego Bay

San Diego Bay is one of the most beautiful bodies of water on the West Coast of the United States. Why not enjoy this natural wonder aboard a beautiful sailing ...  Read more

Location: San Diego, California
Duration: 3 hours

From USD $349.00

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

Monterey Bay Sailing Cruise With Wine

4.5 star rating: Recommended 6 Reviews

Bring your loved ones, small groups, and even your dog (we are pet friendly) to join us for a memorable 1-hour sailing cruise within the most bio-dense, and ...  Read more

Location: Monterey, California
Duration: 60 minutes

From USD $39.00

Private Sailing Cruise on Monterey Bay

5 star rating: Highly Recommended 1 Review

Share the wonders of sailing with your family and friends on this 2-hour private sailing cruise on Monterey Bay. Keep your eyes peeled, and you may spot grey, ...  Read more

Location: Monterey, California
Duration: 2 hours

From USD $249.00

San Diego Sunset Sail

5 star rating: Highly Recommended 2 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 Sunset Cruise on San Diego Bay

San Diego's best kept secret awaits on a private sunset cruise of San Diego Bay. See downtown San Diego, Embarcadero, and the San Diego Maritime Museum from ...  Read more

Location: San Diego, California
Duration: 3 hours

From USD $150.00

Private San Diego Sailing Adventure

Embark on your very own private 2, 3, or 4-hour San Diego sailing adventure and enjoy an intimate sail. Take in the coastal sights and famous San Diego ...  Read more

Location: San Diego, California
Duration: 3 hours

From USD $279.00

Private Day Sail for 4-6 People

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 $323.64

San Diego Bay Sailing Tour

San Diego Bay is one of the most beautiful bodies of water on the West Coast of the United States. Why not enjoy this natural wonder aboard a beautiful sailing ...  Read more

Location: San Diego, California
Duration: 3 hours

From USD $79.00

Classic Sailboat Harbor Morning Cruise

Experience the bustling activity of the bay, wildlife, and a stunning view of the city skyline on a San Diego harbor cruise on a unique 1914 replica Friendship ...  Read more

Location: San Diego, California
Duration: 3 hours

From USD $90.00

Friday Night Bay Lights Sail

Get a head start on your weekend with these Thursday night sails and check out the incredible Bay Lights! Created by Leo Villareal, this beautiful light ...  Read more

Location: Sausalito, California
Duration: 2 hours

From USD $65.00

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

1.5-hour 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

Small-Group San Diego Sailing Trip

Whether you’re looking for a sailing lesson, or pure relaxation, this 2-hour sailing tour of San Diego Bay lets you see the area from a different vantage ...  Read more

Location: San Diego, California
Duration: 2 hours

From USD $91.64

Private San Diego Sailing Tour

Admire San Diego’s paradisiacal sights by water on this private sailing tour of the San Diego Bay. On a replica 1914 Friendship sloop, your group will float ...  Read more

Location: San Diego, California
Duration: 2-3 hours

From USD $500.00

3-Hr Private Endless Summer Special

This is a 3-Hour Private Sailing Charter that can accommodate up to SIX passengers.  A Licensed Captain will navigate your group around the San Diego Bay and ...  Read more

Location: San Diego, California
Duration: 3 hours

From USD $578.84

Private Bay Area Sunset Sailing Adventure from Berkeley

Beautiful real wind powered sailing through the San Francisco Bay from Berkeley. No exhaust or noise of engines - we sail right out of the slip!!

Location: Berkeley, California
Duration: 3 hours

From USD $250.00

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 have ...  Read more

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

From USD $690.00

Small-Group Golden Gate Bridge Sailing Tour

5 star rating: Highly Recommended 1 Review

Have a once-in-a-lifetime experience by sailing under and around the iconic Golden Gate Bridge. Ssail off to the Golden Gate Bridge and enjoy panoramic views ...  Read more

Location: San Francisco, California
Duration: 2 hours

From USD $60.00

Classic Sailboat Afternoon 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 $107.00
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Only Show: Brunch Cruises | Catamaran Cruises | Day Cruises | Dinner Cruises | Dolphin & Whale Watching | Duck Tours | Glass Bottom Boat Tours | Gondola Cruises | Lunch Cruises | Sailing Trips | Submarine Tours | Sunset Cruises

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