Sailing Trips in California
Top 10 Best California Sailing Trips
Found 65 Sailing Trips activities in California. Sort by Popularity.San Francisco Bay Cruise
You haven’t fully experienced San Francisco until you’ve taken a Bay Cruise. This popular 1-hour excursion heads underneath the Golden Gate Bridge, around Alcatraz Island, past Angel Island State Park, and alongside the cit... More
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San Francisco Bay Cruise
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California
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Exellent319 reviews4.4
You haven’t fully experienced San Francisco until you’ve taken a Bay Cruise. This popular 1-hou....
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Deluxe Sunset & Day Sail Small Group
Experience the breathtaking beauty of San Diego Bay at sunset aboard our mono-hull sailboat, perfect for up to six passengers. Glide through calm waters as the sky transforms into a masterpiece of color. Keep an eye out for playfu... More
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Deluxe Sunset & Day Sail Small Group
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California
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Superb259 reviews5
Experience the breathtaking beauty of San Diego Bay at sunset aboard our mono-hull sailboat, perfect....
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Sunset Sail Along the San Diego Skyline
Enjoy an evening sailing under the sunset on a relaxing sailing cruise with a unique perspective on San Diego that you can only get from the water. Â Our San Diego Bay Sunset Sailing Cruises provide an up-close and personal view o... More
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Sunset Sail Along the San Diego Skyline
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California
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Superb613 reviews4.9
Enjoy an evening sailing under the sunset on a relaxing sailing cruise with a unique perspective on ....
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2.5-Hour Small-Group Catamaran Sail with Drinks
Experience the ultimate San Diego sailing adventure with a spacious catamaran cruise, offering your choice of a relaxing daytime sail or a breathtaking sunset sail. Designed for comfort and stability, these modern catamarans featu... More
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2.5-Hour Small-Group Catamaran Sail with Drinks
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California
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Superb245 reviews5
Experience the ultimate San Diego sailing adventure with a spacious catamaran cruise, offering your ....
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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 traditional vessel to take in the sights at the most bewitching time of d... More
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2-Hour Sunset Sail on the San Francisco Bay
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California
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Superb396 reviews4.8
Whether you want to kick off a fabulous date night or wrap up an enjoyable afternoon, this two-hour ....
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Small-Group San Diego Sunset Sailing Excursion
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 sailboat is limited to six (6) guests allowing you a comfortable, semi-private experience (or, pu... More
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Likely to Sell Out Small-Group San Diego Sunset Sailing Excursion
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California
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Superb602 reviews4.9
Set sail from San Diego on this small-group sailing tour on a sunset sail on the open ocean. This th....
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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
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Likely to Sell Out Small-Group San Diego Afternoon Sailing Excursion
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California
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Superb537 reviews5
This three-hour adventure on a a beautiful modern-day sailboat is limited to just 6 people, allowing....
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San Francisco Bay Sailing Cruise
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 vantage point of the water. You’ll coast past the city skyline, the Gold... More
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Likely to Sell Out San Francisco Bay Sailing Cruise
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California
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Superb634 reviews4.9
Experience the beauty of San Francisco during a 1.5-hour catamaran cruise over San Francisco Bay. Sa....
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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
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Likely to Sell Out Private Sailing Charter on San Diego Bay
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California
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Superb43 reviews4.9
San Diego Bay is one of the most beautiful bodies of water on the West Coast of the United States. W....
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Sunset Sailing Cruise in Monterey Bay
Looking to impress your date or just treat yourself to something unforgettable? Our Sunset Cruise is the most popular (and most romantic!) way to experience Monterey Bay. Departing daily, 90 minutes before sunset, this dreamy 1.5-... More
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Likely to Sell Out Sunset Sailing Cruise in Monterey Bay
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California
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Superb36 reviews4.8
Looking to impress your date or just treat yourself to something unforgettable? Our Sunset Cruise is....
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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
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Likely to Sell Out Deluxe Day Sail in San Diego
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California
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Superb65 reviews5
Set sail with San Diego Sailing Excursions and discover what sets us apart from the rest. Our person....
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Monterey Bay Whale Watching
Sea Goddess Whale Watching promises a once-in-a-lifetime whale watching experience. Our whale watching tours depart from Moss Landing, right at the mouth of the Monterey Bay Canyon, one of the largest underwater canyons in the wor... More
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Likely to Sell Out Monterey Bay Whale Watching
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California
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Superb324 reviews4.6
Sea Goddess Whale Watching promises a once-in-a-lifetime whale watching experience. Our whale watchi....
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2.5-Hour Small-Group Catamaran Sailing Adventure with 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
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Likely to Sell Out 2.5-Hour Small-Group Catamaran Sailing Adventure with Drinks
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California
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Superb96 reviews5
With over 38 years of experience sharing our love of sailing with San Diego visitors, we are prepare....
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2 Hour Sailing Cruise on Lake Tahoe
Sail Tahoe Blue is the premier sailing charter in South Lake Tahoe. We offer a unique sailing adventure and include complementary local beer and wine, as well as non-alcoholic beverages on all of our daily cruises. Unlike other t... More
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Likely to Sell Out 2 Hour Sailing Cruise on Lake Tahoe
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California
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Superb888 reviews4.9
Sail Tahoe Blue is the premier sailing charter in South Lake Tahoe. We offer a unique sailing advent....
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Spectacular Sunset Sail on San Diego Bay
A rare sunset sailing adventure aboard our 35-foot sailboat, Luna: small group, local captain sharing hidden stories, hands-on sailing, wildlife encounters, and unforgettable vistas of San Diego Bay. Participate or sit back and en... More
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Likely to Sell Out Spectacular Sunset Sail on San Diego Bay
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California
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Superb22 reviews5
A rare sunset sailing adventure aboard our 35-foot sailboat, Luna: small group, local captain sharin....
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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 beer and wine. This double-masted, teak-decked, bronze-fitted beauty hold... More
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Likely to Sell Out 1.5-Hour San Francisco Bay Sailing Tour
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California
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Superb396 reviews4.8
For a relaxing afternoon on the water, hop aboard the Privateer, a truly traditional sailboat, for a....
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Daytime Sailing Along San Diego's Skyline
Set sail with your Captain aboard our sail yacht and see some of San Diego's finest highlights on thisfamily-friendly sailing experience. We'll set sail from Safeharbor Sunroad Marina on Harbor Island on San Diego Bay, we often s... More
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Likely to Sell Out Daytime Sailing Along San Diego's Skyline
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California
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Superb146 reviews4.9
Set sail with your Captain aboard our sail yacht and see some of San Diego's finest highlights on th....
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2-Hour Private Sailing Experience in San Diego Bay
Our unique sail displays a peace sign because that is exactly what we share with our customers, peace. Peace is not always an easy thing to obtain in today's world. With all the stress life brings we are happy to provide a peacefu... More
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Likely to Sell Out 2-Hour Private Sailing Experience in San Diego Bay
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California
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Superb170 reviews5
Our unique sail displays a peace sign because that is exactly what we share with our customers, peac....
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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
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Likely to Sell Out Experience Oceanside Sailing with Whales and dolphins!
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California
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Superb17 reviews5
We set sail on a 45 foot, teak filled sailing yacht- Named, Song of David. One of the largest and mo....
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San Diego Bay Sail Aboard a Vintage Yacht Beer and Wine Included
Experience a San Diego sailing charter unlike any other aboard Liberty, a classic Friendship sloop replica inspired by a 1904 yacht. Our intimate San Diego sunset sail and afternoon sailing tours on San Diego Bay are limited to ju... More
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Likely to Sell Out San Diego Bay Sail Aboard a Vintage Yacht Beer and Wine Included
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California
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Superb336 reviews4.9
Experience a San Diego sailing charter unlike any other aboard Liberty, a classic Friendship sloop r....
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