Sailing Trips in California
Top 10 Best California Sailing Trips
Found 61 Sailing Trips activities in California. Sort by Popularity. - Page 2Private Day Sailing Experience in San Diego up to 12 guests
This private day sail, is a excellent if you are looking for a more exciting sail! Day sailing is best to go see our San Diego landmarks along downtown where we will see the US Midway, Sea port Village, the Rady shell and we might... More
Private Tour

Private Day Sailing Experience in San Diego up to 12 guests
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California
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Superb61 reviews5
This private day sail, is a excellent if you are looking for a more exciting sail! Day sailing is be....
Private Tour
Let’s do a morning sail on San Francisco Bay
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
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Let’s do a morning sail on San Francisco Bay
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California
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Superb6 reviews5
Have you ever wanted to go sailing in the San Francisco Bay area but didn’t know anyone with a boa....
Free Cancellation
Private Tour
(Saving 15% )
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

Catamaran Sailing Cruise in Monterey
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California
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Superb13 reviews4.9
Enjoy sailing the Monterey Bay without engine noise. You will be offered a complimentary beverage af....
Private Tour
2-Hour Morning Sail in San Diego
Set sail from America's Cup Harbor on your morning sailing tour, and enjoy the sights of Point Loma, San Diego Bay and the downtown waterfront. This two-hour adventure on a Catalina sailboat is limited to a maximum of six (6) gues... More
Private Tour

2-Hour Morning Sail in San Diego
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California
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Superb20 reviews5
Set sail from America's Cup Harbor on your morning sailing tour, and enjoy the sights of Point Loma,....
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

2-Hour Private Sailboat Charter in the San Francisco Bay
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California
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Superb19 reviews4.9
Imagine sailing underneath the Golden Gate Bridge on your own private yacht and seeing wildlife. Jus....
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

Experience Oceanside Sailing with Whales and dolphins!
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California
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Superb11 reviews5
We set sail on a 45 foot, teak filled sailing yacht- Named, Song of David. One of the largest and mo....
Private Tour
Private Therapy Sailing Adventure
WHO WE ARE? Old Plank is a boutique luxury sailing charter & aquatic expedition company with gourmet 5 star cuisine. Founded by Captain Matthew Mancini, we live by the currents, plan by the tides, and follow the sun. WHAT DO WE D... More
Private Tour

Private Therapy Sailing Adventure
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California
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Superb34 reviews4.8
WHO WE ARE? Old Plank is a boutique luxury sailing charter & aquatic expedition company with gourmet....
Private Tour
2hr. SUNSET Sailing Experience on San Francisco Bay
This sailing experience is an Interactive sunset sailing adventure on San Francisco Bay! This Sailing Experience is "interactive" which means we want you to get the full experience of sailing so you'll have an opportunity to tak... More
Private Tour

2hr. SUNSET Sailing Experience on San Francisco Bay
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California
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Superb15 reviews5
This sailing experience is an Interactive sunset sailing adventure on San Francisco Bay! This Sail....
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

Escape from the Rock! Cruise around Alcatraz
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California
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Exellent154 reviews4.2
Embark on a 90-minute cruise along the San Francisco waterfront, under the Golden Gate Bridge and ....
Private Tour
Afternoon Sail On A Charming Vintage Yacht Beer &. Wine Included
Book an unforgettable tour with Captain Phil and sail in style aboard Liberty, a stunning replica of a 1904 gaff-rigged Friendship sloop. Her best features include highly-finished woodwork, bronze fixtures, and gaff rigging that s... More
Private Tour

Afternoon Sail On A Charming Vintage Yacht Beer &. Wine Included
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California
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Superb67 reviews5
Book an unforgettable tour with Captain Phil and sail in style aboard Liberty, a stunning replica of....
Private Tour
Deluxe Day Sail in San Diego
Set sail with San Diego Sailing Excursions and discover what sets us apart from the rest. Our personalized day sailing experiences on the San Diego Bay offer a perfect blend of adventure and relaxation. With our passionate and kno... More
Private Tour

Deluxe Day Sail in San Diego
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California
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Superb48 reviews5
Set sail with San Diego Sailing Excursions and discover what sets us apart from the rest. Our person....
Private Tour
Small Group Sunset Sail in San Diego- Public Sail up to 6 guests
Join Sea Monkey Adventures for a 2-hour sailing tour on San Diego Bay. This small-group sail is perfect for solo travelers, couples, or friends looking to experience the bay from the water without booking a private charter. Relax ... More
Private Tour

Small Group Sunset Sail in San Diego- Public Sail up to 6 guests
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California
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Superb45 reviews5
Join Sea Monkey Adventures for a 2-hour sailing tour on San Diego Bay. This small-group sail is perf....
Private Tour
2hr. PRIVATE Sailing Experience on San Francisco Bay (6 Guests)
This is a "Private Charter" Sailing Experience on San Francisco Bay for up to 6 guests, with a USCG licensed captain and crew where you'll sail past the Golden Gate Bridge, Alcatraz and Angel Islands and across the San Francisco w... More
Private Tour

2hr. PRIVATE Sailing Experience on San Francisco Bay (6 Guests)
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California
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Superb45 reviews5
This is a "Private Charter" Sailing Experience on San Francisco Bay for up to 6 guests, with a USCG ....
Private Tour
LA: Pro Photo Session On Private Yacht (1 ticket covers 1-6 ppl)
You may bring 1-6 people on this activity. One ticket covers you and your guests, you have the Yacht to yourselves, just your group and the Captain. Enjoy a 1 hr private group fiesta de cumplianos and sea life cruise aboard our 42... More
Private Tour

LA: Pro Photo Session On Private Yacht (1 ticket covers 1-6 ppl)
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California
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Superb1 review5
You may bring 1-6 people on this activity. One ticket covers you and your guests, you have the Yacht....
Private Tour
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

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 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 yacht with a knowledgeable and friendly Captain? This private charterÂ... More
Private Tour

Private Sailing Charter on San Diego Bay
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California
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Superb34 reviews4.9
San Diego Bay is one of the most beautiful bodies of water on the West Coast of the United States. W....
Private Tour
America's Cup Day Sailing Adventure on San Francisco Bay
Welcome aboard for a thrilling 2.5 hour sailing adventure aboard USA 76, an International America’s Cup Class racing yacht that challenged in 2003 for sporting’s oldest active trophy, the America’s Cup. Feel the adrenaline a... More
Private Tour

America's Cup Day Sailing Adventure on San Francisco Bay
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California
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Superb101 reviews4.9
Welcome aboard for a thrilling 2.5 hour sailing adventure aboard USA 76, an International America’....
Private Tour
2.5 Hour Catamaran Sail Adventure
With over 35 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

2.5 Hour Catamaran Sail Adventure
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California
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Superb49 reviews5
With over 35 years of experience sharing our love of sailing with San Diego visitors, we are prepare....
Private Tour
Small-Group San Diego Sailing Trip
Leave the streets 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. Whether you’re looking for an intimate adventure, ... More
Private Tour

Small-Group San Diego Sailing Trip
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California
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Superb49 reviews4.8
Leave the streets behind as you cruise the San Diego Bay and marvel at the cityscape. The vibrant wa....
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

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