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Top 10 Best California Sailing Trips

Found 67 Sailing Trips activities in California. Sort by Popularity.
 
-10% San Francisco Bay Cruise

San Francisco Bay Cruise

(4.4 of 345 reviews)

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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(Saving 10% ) $39.00
 
-10% San Francisco Bay Cruise

San Francisco Bay Cruise

  • California
  • Exellent345 reviews4.4

You haven’t fully experienced San Francisco until you’ve taken a Bay Cruise. This popular 1-hou....

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    Start From $35.10
    (Saving 10% ) $39.00
 
 

2 Hour Sailing Cruise on Lake Tahoe

(4.9 of 896 reviews)

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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Start From $140.00
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-inf% 2 Hour Sailing Cruise on Lake Tahoe Likely to Sell Out

2 Hour Sailing Cruise on Lake Tahoe

  • California
  • Superb896 reviews4.9

Sail Tahoe Blue is the premier sailing charter in South Lake Tahoe. We offer a unique sailing advent....

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    Free Cancellation
    Start From $140.00
    (Saving inf% ) $0.00
 
 

2.5-Hour Small-Group Catamaran Sail with Drinks

(5 of 267 reviews)

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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Start From $119.00
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-inf% 2.5-Hour Small-Group Catamaran Sail with Drinks Likely to Sell Out

2.5-Hour Small-Group Catamaran Sail with Drinks

  • California
  • Superb267 reviews5

Experience the ultimate San Diego sailing adventure with a spacious catamaran cruise, offering your ....

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    Free Cancellation
    Start From $119.00
    (Saving inf% ) $0.00
 
 

Small-Group San Diego Afternoon Sailing Excursion

(5 of 545 reviews)

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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Start From $116.00
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-inf% Small-Group San Diego Afternoon Sailing Excursion Likely to Sell Out

Small-Group San Diego Afternoon Sailing Excursion

  • California
  • Superb545 reviews5

This three-hour adventure on a a beautiful modern-day sailboat is limited to just 6 people, allowing....

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    Start From $116.00
    (Saving inf% ) $0.00
 
 

Deluxe Sunset & Day Sail Small Group

(5 of 281 reviews)

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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Start From $119.00
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-inf% Deluxe Sunset & Day Sail Small Group Likely to Sell Out

Deluxe Sunset & Day Sail Small Group

  • California
  • Superb281 reviews5

Experience the breathtaking beauty of San Diego Bay at sunset aboard our mono-hull sailboat, perfect....

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    Free Cancellation
    Start From $119.00
    (Saving inf% ) $0.00
 
 

2-Hour Sunset Sail on the San Francisco Bay

(4.8 of 404 reviews)

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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Start From $129.00
(Saving inf% ) $0.00
 
-inf% 2-Hour Sunset Sail on the San Francisco Bay Likely to Sell Out

2-Hour Sunset Sail on the San Francisco Bay

  • California
  • Superb404 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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    Free Cancellation
    Start From $129.00
    (Saving inf% ) $0.00
 
 

Sunset Sail Along the San Diego Skyline

(4.9 of 621 reviews)

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.  Our San Diego Bay Sunset Sailing Cruises provide an up-close and personal view o... More

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Start From $109.00
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-inf% Sunset Sail Along the San Diego Skyline Likely to Sell Out

Sunset Sail Along the San Diego Skyline

  • California
  • Superb621 reviews4.9

Enjoy an evening sailing under the sunset on a relaxing sailing cruise with a unique perspective on ....

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    Free Cancellation
    Start From $109.00
    (Saving inf% ) $0.00
 
 

Monterey Bay Whale Watching

(4.6 of 328 reviews)

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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Start From $69.95
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-inf% Monterey Bay Whale Watching Likely to Sell Out

Monterey Bay Whale Watching

  • California
  • Superb328 reviews4.6

Sea Goddess Whale Watching promises a once-in-a-lifetime whale watching experience. Our whale watchi....

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    Start From $69.95
    (Saving inf% ) $0.00
 
 

Sunset Sailing Cruise in Monterey Bay

(4.8 of 42 reviews)

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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Start From $95.00
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-inf% Sunset Sailing Cruise in Monterey Bay Likely to Sell Out

Sunset Sailing Cruise in Monterey Bay

  • California
  • Superb42 reviews4.8

Looking to impress your date or just treat yourself to something unforgettable? Our Sunset Cruise is....

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    Free Cancellation
    Start From $95.00
    (Saving inf% ) $0.00
 
 

San Francisco Bay Sailing Cruise

(4.9 of 638 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 vantage point of the water. You’ll coast past the city skyline, the Gold... More

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Start From $72.00
(Saving inf% ) $0.00
 
-inf% San Francisco Bay Sailing Cruise Likely to Sell Out

San Francisco Bay Sailing Cruise

  • California
  • Superb638 reviews4.9

Experience the beauty of San Francisco during a 1.5-hour catamaran cruise over San Francisco Bay. Sa....

    Special Offer
    Free Cancellation
    Start From $72.00
    (Saving inf% ) $0.00
 
 

Top Rated San Diego Sunset Sail Classic Yacht 6 Guests

(4.9 of 346 reviews)

Skip the crowded tour boats. Liberty carries just six guests and that changes everything. Sail San Diego Bay aboard a classic 41-ft Friendship sloop with Captain Phil, a USCG-licensed captain with 55 years of sailing experience. ... More

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Start From $125.00
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-inf% Top Rated San Diego Sunset Sail Classic Yacht 6 Guests Likely to Sell Out

Top Rated San Diego Sunset Sail Classic Yacht 6 Guests

  • California
  • Superb346 reviews4.9

Skip the crowded tour boats. Liberty carries just six guests and that changes everything. Sail San ....

    Special Offer
    Free Cancellation
    Start From $125.00
    (Saving inf% ) $0.00
 
 

Small-Group San Diego Sunset Sailing Excursion

(4.9 of 614 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 sailboat is limited to six (6) guests allowing you a comfortable, semi-private experience (or, pu... More

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Start From $127.00
(Saving inf% ) $0.00
 
-inf% Small-Group San Diego Sunset Sailing Excursion Likely to Sell Out

Small-Group San Diego Sunset Sailing Excursion

  • California
  • Superb614 reviews4.9

Set sail from San Diego on this small-group sailing tour on a sunset sail on the open ocean. This th....

    Special Offer
    Free Cancellation
    Start From $127.00
    (Saving inf% ) $0.00
 
 

2 hour Catamaran Sailing Cruise on Lake Tahoe

(4.9 of 614 reviews)

Enjoy the stunning views of Lake Tahoe on a two-hour sailing cruise aboard the 50-foot catamaran, "Blue Zephyr". Perfect for couples, families, or groups, this adventure promises a memorable experience on the water. Relax and take... More

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Free Cancellation
Start From $130.00
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-inf% 2 hour Catamaran Sailing Cruise on Lake Tahoe Likely to Sell Out

2 hour Catamaran Sailing Cruise on Lake Tahoe

  • California
  • Superb614 reviews4.9

Enjoy the stunning views of Lake Tahoe on a two-hour sailing cruise aboard the 50-foot catamaran, "B....

    Special Offer
    Free Cancellation
    Start From $130.00
    (Saving inf% ) $0.00
 
 

Spectacular Sunset Sail on San Diego Bay

(5 of 27 reviews)

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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Start From $120.00
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-inf% Spectacular Sunset Sail on San Diego Bay Likely to Sell Out

Spectacular Sunset Sail on San Diego Bay

  • California
  • Superb27 reviews5

A rare sunset sailing adventure aboard our 35-foot sailboat, Luna: small group, local captain sharin....

    Special Offer
    Free Cancellation
    Start From $120.00
    (Saving inf% ) $0.00
 
 

2hr. INTERACTIVE Sailing Experience on San Francisco Bay

(5 of 93 reviews)

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

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Start From $149.00
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-inf% 2hr. INTERACTIVE Sailing Experience on San Francisco Bay Likely to Sell Out

2hr. INTERACTIVE Sailing Experience on San Francisco Bay

  • California
  • Superb93 reviews5

This is an Interactive Sailing Experience on San Francisco Bay with a maximum 6 passengers on a priv....

    Special Offer
    Free Cancellation
    Start From $149.00
    (Saving inf% ) $0.00
 
 

Private Sailing Charter on San Diego Bay

(4.9 of 44 reviews)

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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Private Tour
Start From $475.00
(Saving inf% ) $0.00
 
-inf% Private Sailing Charter on San Diego Bay Likely to Sell Out

Private Sailing Charter on San Diego Bay

  • California
  • Superb44 reviews4.9

San Diego Bay is one of the most beautiful bodies of water on the West Coast of the United States. W....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $475.00
    (Saving inf% ) $0.00
 
 

Daytime Sailing Along San Diego's Skyline

(4.9 of 149 reviews)

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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Private Tour
Start From $99.00
(Saving inf% ) $0.00
 
-inf% Daytime Sailing Along San Diego's Skyline Likely to Sell Out

Daytime Sailing Along San Diego's Skyline

  • California
  • Superb149 reviews4.9

Set sail with your Captain aboard our sail yacht and see some of San Diego's finest highlights on th....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $99.00
    (Saving inf% ) $0.00
 
 

1.5-Hour San Francisco Bay Sailing Tour

(4.8 of 398 reviews)

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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Free Cancellation
Private Tour
Start From $99.00
(Saving inf% ) $0.00
 
-inf% 1.5-Hour San Francisco Bay Sailing Tour Likely to Sell Out

1.5-Hour San Francisco Bay Sailing Tour

  • California
  • Superb398 reviews4.8

For a relaxing afternoon on the water, hop aboard the Privateer, a truly traditional sailboat, for a....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $99.00
    (Saving inf% ) $0.00
 
 

2-Hour Private Sailboat Charter in the San Francisco Bay

(4.9 of 21 reviews)

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

Special Offer
Free Cancellation
Private Tour
Start From $695.00
(Saving inf% ) $0.00
 
-inf% 2-Hour Private Sailboat Charter in the San Francisco Bay Likely to Sell Out

2-Hour Private Sailboat Charter in the San Francisco Bay

  • California
  • Superb21 reviews4.9

Imagine sailing underneath the Golden Gate Bridge on your own private yacht and seeing wildlife. Jus....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $695.00
    (Saving inf% ) $0.00
 
 

2.5-Hour Small-Group Catamaran Sailing Adventure with Drinks

(5 of 97 reviews)

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

Special Offer
Free Cancellation
Private Tour
Start From $119.00
(Saving inf% ) $0.00
 
-inf% 2.5-Hour Small-Group Catamaran Sailing Adventure with Drinks Likely to Sell Out

2.5-Hour Small-Group Catamaran Sailing Adventure with Drinks

  • California
  • Superb97 reviews5

With over 38 years of experience sharing our love of sailing with San Diego visitors, we are prepare....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $119.00
    (Saving inf% ) $0.00
 
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