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 | Submarine Tours | Sunset Cruises

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San Francisco Bay Sunset Catamaran Cruise

5 star rating: Highly Recommended 245 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 147 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 29 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 $84.99

Small-Group San Diego Sunset Sailing Excursion

5 star rating: Highly Recommended 2 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 $84.99

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

From USD $140.00

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

Monterey Bay Dinner Sailing Cruise

4 star rating: Recommended 1 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

Romantic Sunset Sailing Cruise

5 star rating: Highly Recommended 1 Reviews

Treat that special someone to a romantic sailing cruise on beautiful San Diego Bay. Watch the sunset from the deck of a sailing yacht as you drift past Point ...  Read more

Location: San Diego, California
Duration: 3 hours

From USD $79.00

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

From USD $103.24

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

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

San Diego Bay Sunset Sail

Enjoy an evening sailing under the sunset on a relaxing sailing cruise with a unique perspective on San Diego tha tyou can only get from the water.  Our ...  Read more

Location: San Diego, California
Duration: 2 hours

From USD $79.00

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

From USD $65.00

Sunday Morning Eco Sails

Set sail on fresh Sunday mornings aboard the schooner FREDA B for a special tour out the Golden Gate Bridge along the Marin Headlands.

Location: Sausalito, California
Duration: 2 hours 30 minutes

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

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

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 ...  Read more

Location: San Diego, California
Duration: 4 hours

From USD $172.84

Monterey Bay Sailing Family Cruise

4.5 star rating: Recommended 2 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

Private San Diego Sailing Adventure

Embark on this private San Diego sailing adventure and enjoy an intimate sail. Take in the coastal sights and famous San Diego landmarks from a different ...  Read more

Location: San Diego, California
Duration: Flexible

From USD $150.00

2 Hour San Diego Bay 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 ...  Read more

Location: San Diego, California
Duration: 2 hours

From USD $79.00

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

From USD $599.00

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: Varies

From USD $249.00

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 family ...  Read more

Location: San Diego, California
Duration: 2 hours

From USD $399.00

Monterey Bay Sunset Appetizer Cruise

4 star rating: Recommended 1 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

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

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