Sailing Trips in California
Top 10 Best California Sailing Trips
Found 67 Sailing Trips activities in California. Sort by Popularity. - Page 2San Diego Classic Sail Charter Private 3-Hour Experience
Enjoy the breathtaking San Diego coastline with our Classic Sail Charter, perfect for up to 6 guests. This 3-hour private sailing adventure offers the ideal blend of relaxation and exploration, with opportunities to see whales and... More
Private Tour
San Diego Classic Sail Charter Private 3-Hour Experience
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California
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Superb86 reviews4.8
Enjoy the breathtaking San Diego coastline with our Classic Sail Charter, perfect for up to 6 guests....
Private Tour
San Diego Half-Day Marine Wildlife Tour with Lunch
Experience an exciting adventure while sailing along the San Diego coastline. Venture off into the Pacific Ocean and catch a chance to see local marine wildlife in its natural habitat, including sea lions, pelicans, and migrator... More
Private Tour
San Diego Half-Day Marine Wildlife Tour with Lunch
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California
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Superb27 reviews4.8
Experience an exciting adventure while sailing along the San Diego coastline. Venture off into the P....
Private Tour
Catamaran Sailing Adventure Premium 2.5hr Small group w/ drinks
With over 38 years of experience sharing our love of sailing with San Diego visitors, we are prepared to offer you a memorable day on the sea. 2.5 hour tour length is perfect for seeing all the beautiful sights. Catamarans reall... More
Private Tour
Likely to Sell Out Catamaran Sailing Adventure Premium 2.5hr Small group w/ drinks
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California
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Superb75 reviews5
With over 38 years of experience sharing our love of sailing with San Diego visitors, we are prepare....
Private Tour
2hr. INTERACTIVE Sailing Experience on San Francisco Bay
This is an Interactive Sailing Experience on San Francisco Bay with a maximum 6 passengers on a private yacht with a USCG licensed captain and crew where you'll sail beneath the Golden Gate Bridge, across the San Francisco waterfr... More
Private Tour
Likely to Sell Out 2hr. INTERACTIVE Sailing Experience on San Francisco Bay
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California
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Superb82 reviews5
This is an Interactive Sailing Experience on San Francisco Bay with a maximum 6 passengers on a priv....
Private Tour
One Hour Cruise Around Marina del Rey
Explore Los Angeles' best-kept secret on a classic boat tour of Marina del Rey. See the city, admire the yachts of the rich and famous, enjoy the fresh air, and look for wildlife like sea lions.... More
Private Tour
Likely to Sell Out One Hour Cruise Around Marina del Rey
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California
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Exellent29 reviews4.2
Explore Los Angeles' best-kept secret on a classic boat tour of Marina del Rey. See the city, admire....
Private Tour
2-Hour Private Sailboat Charter in the San Francisco Bay
Imagine sailing underneath the Golden Gate Bridge on your own private yacht and seeing wildlife. Just kick back and celebrate your special event under the romance of sail. Private sailboat charters are a great way to celebrate you... More
Private Tour
Likely to Sell Out 2-Hour Private Sailboat Charter in the San Francisco Bay
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California
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Superb20 reviews4.9
Imagine sailing underneath the Golden Gate Bridge on your own private yacht and seeing wildlife. Jus....
Private Tour
Catamaran Sailing Cruise in Monterey
Enjoy sailing the Monterey Bay without engine noise. You will be offered a complimentary beverage after your captain hoists the sails and catches the wind to make for a peaceful and exciting cruise on the bay. On the way out of t... More
Private Tour
Likely to Sell Out Catamaran Sailing Cruise in Monterey
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California
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Superb28 reviews4.8
Enjoy sailing the Monterey Bay without engine noise. You will be offered a complimentary beverage af....
Private Tour
Likely to Sell Out
San Diego Sunset or Afternoon Sail on Classic Yacht
Book an unforgettable tour with Captain Phil and sail in style aboard Liberty, a stunning replica of a 1904 gaff-rigged Friendship sloop. Our boat features highly-finished woodwork, bronze fixtures, and gaff rigging that showcase ... More
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Private Tour
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Likely to Sell Out San Diego Sunset or Afternoon Sail on Classic Yacht
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California
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Superb79 reviews5
Book an unforgettable tour with Captain Phil and sail in style aboard Liberty, a stunning replica of....
Free Cancellation
Private Tour
(Saving 13% )
Golden Gate Bridge Sailing Tour
Have a once-in-a-lifetime experience by sailing under and around the iconic Golden Gate Bridge. Sail off to the Golden Gate Bridge and enjoy panoramic views of the San Francisco skyline, Sausalito, Angel Island, Tiburon, and Marin... More
Private Tour
Likely to Sell Out Golden Gate Bridge Sailing Tour
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California
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Superb50 reviews4.8
Have a once-in-a-lifetime experience by sailing under and around the iconic Golden Gate Bridge. Sail....
Private Tour
Private Sunset Sail for Two
Experience intimacy while sailing along the San Diego Bay. Leave your worries behind as you cruise along the vibrant waterfront and marvel at the cityscape. Create a memory of a lifetime while sailing past Downtown, Point Loma, an... More
Private Tour
Likely to Sell Out Private Sunset Sail for Two
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California
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Superb5 reviews5
Experience intimacy while sailing along the San Diego Bay. Leave your worries behind as you cruise a....
Private Tour
Escape from the Rock! Cruise around Alcatraz
Embark on a 90-minute cruise along the San Francisco waterfront, under the Golden Gate Bridge and past Angel Island State Park before circling Alcatraz Island for an in-depth view of the prison. Take in the sights and sounds of ... More
Private Tour
Likely to Sell Out Escape from the Rock! Cruise around Alcatraz
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California
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Exellent156 reviews4.2
Embark on a 90-minute cruise along the San Francisco waterfront, under the Golden Gate Bridge and ....
Private Tour
Private Therapy Sailing Adventure
Old Plank Adventures: Sail into a Deep Relaxed State LUXURY THERAPEUTIC SAILING & AQUATIC EXPEDITIONS Experience the enchanting Mediterranean lifestyle along the stunning SoCal Riviera, where the soothing rhythms of the Pacific O... More
Private Tour
Likely to Sell Out Private Therapy Sailing Adventure
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California
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Superb42 reviews4.8
Old Plank Adventures: Sail into a Deep Relaxed State LUXURY THERAPEUTIC SAILING & AQUATIC EXPEDITION....
Private Tour
Let’s do a morning sail on San Francisco Bay (semi private)
Have you ever wanted to go sailing in the San Francisco Bay area but didn’t know anyone with a boat? Come sail with me, Captain John. Let me share my passion for sailing with you. I’m a U.S. certified sailing instructor and li... More
Private Tour
Likely to Sell Out Let’s do a morning sail on San Francisco Bay (semi private)
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California
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Superb7 reviews5
Have you ever wanted to go sailing in the San Francisco Bay area but didn’t know anyone with a boa....
Private Tour
Small-Group San Diego Afternoon Sailing Excursion
This three-hour adventure on a a beautiful modern-day sailboat is limited to just 6 people, allowing you a comfortable, semi-private experience (or, grab five friends and fill up the whole boat!). Sit back, relax and enjoy the com... More
Private Tour
Likely to Sell Out Small-Group San Diego Afternoon Sailing Excursion
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California
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Superb526 reviews5
This three-hour adventure on a a beautiful modern-day sailboat is limited to just 6 people, allowing....
Private Tour
Experience Oceanside Sailing with Whales and dolphins!
We set sail on a 45 foot, teak filled sailing yacht- Named, Song of David. One of the largest and most comfortable sailboats in the Oceanside harbor. We cater to guests from many of the five star hotels in the area. We serve an up... More
Private Tour
Likely to Sell Out Experience Oceanside Sailing with Whales and dolphins!
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California
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Superb14 reviews5
We set sail on a 45 foot, teak filled sailing yacht- Named, Song of David. One of the largest and mo....
Private Tour
2-Hour Sunset Sail from San Diego
Leave your worries behind as you cruise the San Diego Bay and marvel at the cityscape. The vibrant waterfront offers expansive views of Downtown, Point Loma, and Coronado Island. Experience the setting sun cast its brilliant color... More
Private Tour
Likely to Sell Out 2-Hour Sunset Sail from San Diego
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California
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Superb72 reviews4.8
Leave your worries behind as you cruise the San Diego Bay and marvel at the cityscape. The vibrant w....
Private Tour
Private Sailboat Charter on San Francisco Bay
Sunny winter days can be the Best on San Francisco Bay! No Fog, gentle breeze and sunshine! 3 hour PRIVATE Charter with a unique experience aboard Carmelita, our beautiful and pristine Catalina 42 sailboat. We provide our clients ... More
Private Tour
Likely to Sell Out Private Sailboat Charter on San Francisco Bay
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California
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Superb8 reviews5
Sunny winter days can be the Best on San Francisco Bay! No Fog, gentle breeze and sunshine! 3 hour P....
Private Tour
Awesome San Francisco Bay Private Sailing Adventure via Sausalito
Sail under the spectacular Golden Gate Bridge, and view the Marin Headlands, Alcatraz and the SF skyline. This is a Private Trip on a sailing yacht! Get a taste for what an experience living, working and voyaging on a sailboat c... More
Private Tour
Likely to Sell Out Awesome San Francisco Bay Private Sailing Adventure via Sausalito
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California
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Superb8 reviews5
Sail under the spectacular Golden Gate Bridge, and view the Marin Headlands, Alcatraz and the SF sky....
Private Tour
Monterey Private 3 - 4 Hour Whale Watching Cruise
Enjoy a 3 - 4 hour sailing cruise on the Monterey Bay. This Marine Mammal and Wildlife Safari is a private guided tour and can accommodate up to 6 people. Whale sightings are NOT guaranteed. However, this tour is designed to give... More
Private Tour
Likely to Sell Out Monterey Private 3 - 4 Hour Whale Watching Cruise
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California
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Superb2 reviews5
Enjoy a 3 - 4 hour sailing cruise on the Monterey Bay. This Marine Mammal and Wildlife Safari is a p....
Private Tour
Likely to Sell Out Private Sailing Tour of Bodega Bay
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California
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Superb86 reviews4.8
This is a unique experience because you get to sail a 33' boat with a licensed captain. You can be i....
Private Tour