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Top 10 Best California Sailing Trips

Found 65 Sailing Trips activities in California. Sort by Popularity.
 
-10% San Francisco Bay Cruise

San Francisco Bay Cruise

(4.4 of 319 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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Start From $35.10
(Saving 10% ) $39.00
 
-10% San Francisco Bay Cruise

San Francisco Bay Cruise

  • California
  • Exellent319 reviews4.4

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

    Special Offer
    Free Cancellation
    Start From $35.10
    (Saving 10% ) $39.00
 
 
-inf% Deluxe Sunset & Day Sail Small Group

Deluxe Sunset & Day Sail Small Group

(5 of 259 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
(Saving inf% ) $0.00
 
-inf% Deluxe Sunset & Day Sail Small Group

Deluxe Sunset & Day Sail Small Group

  • California
  • Superb259 reviews5

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

    Special Offer
    Free Cancellation
    Start From $119.00
    (Saving inf% ) $0.00
 
 
-inf% Sunset Sail Along the San Diego Skyline

Sunset Sail Along the San Diego Skyline

(4.9 of 613 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 $115.00
(Saving inf% ) $0.00
 
-inf% Sunset Sail Along the San Diego Skyline

Sunset Sail Along the San Diego Skyline

  • California
  • Superb613 reviews4.9

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

    Special Offer
    Free Cancellation
    Start From $115.00
    (Saving inf% ) $0.00
 
 
-inf% 2.5-Hour Small-Group Catamaran Sail with Drinks

2.5-Hour Small-Group Catamaran Sail with Drinks

(5 of 245 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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Free Cancellation
Start From $119.00
(Saving inf% ) $0.00
 
-inf% 2.5-Hour Small-Group Catamaran Sail with Drinks

2.5-Hour Small-Group Catamaran Sail with Drinks

  • California
  • Superb245 reviews5

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

    Special Offer
    Free Cancellation
    Start From $119.00
    (Saving inf% ) $0.00
 
 
-inf% 2-Hour Sunset Sail on the San Francisco Bay

2-Hour Sunset Sail on the San Francisco Bay

(4.8 of 396 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

2-Hour Sunset Sail on the San Francisco Bay

  • California
  • Superb396 reviews4.8

Whether you want to kick off a fabulous date night or wrap up an enjoyable afternoon, this two-hour ....

    Special Offer
    Free Cancellation
    Start From $129.00
    (Saving inf% ) $0.00
 
 

Small-Group San Diego Sunset Sailing Excursion

(4.9 of 602 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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Free Cancellation
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
  • Superb602 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
 
 

Small-Group San Diego Afternoon Sailing Excursion

(5 of 537 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
(Saving inf% ) $0.00
 
-inf% Small-Group San Diego Afternoon Sailing Excursion Likely to Sell Out

Small-Group San Diego Afternoon Sailing Excursion

  • California
  • Superb537 reviews5

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

    Special Offer
    Free Cancellation
    Start From $116.00
    (Saving inf% ) $0.00
 
 

San Francisco Bay Sailing Cruise

(4.9 of 634 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
  • Superb634 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
 
 

Private Sailing Charter on San Diego Bay

(4.9 of 43 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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Free Cancellation
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
  • Superb43 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
 
 

Sunset Sailing Cruise in Monterey Bay

(4.8 of 36 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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Free Cancellation
Private Tour
Start From $95.00
(Saving inf% ) $0.00
 
-inf% Sunset Sailing Cruise in Monterey Bay Likely to Sell Out

Sunset Sailing Cruise in Monterey Bay

  • California
  • Superb36 reviews4.8

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

    Special Offer
    Free Cancellation
    Private Tour
    Start From $95.00
    (Saving inf% ) $0.00
 
 

Deluxe Day Sail in San Diego

(5 of 65 reviews)

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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Free Cancellation
Private Tour
Start From $119.00
(Saving inf% ) $0.00
 
-inf% Deluxe Day Sail in San Diego Likely to Sell Out

Deluxe Day Sail in San Diego

  • California
  • Superb65 reviews5

Set sail with San Diego Sailing Excursions and discover what sets us apart from the rest. Our person....

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

Monterey Bay Whale Watching

(4.6 of 324 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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Free Cancellation
Private Tour
Start From $69.95
(Saving inf% ) $0.00
 
-inf% Monterey Bay Whale Watching Likely to Sell Out

Monterey Bay Whale Watching

  • California
  • Superb324 reviews4.6

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

    Special Offer
    Free Cancellation
    Private Tour
    Start From $69.95
    (Saving inf% ) $0.00
 
 

2.5-Hour Small-Group Catamaran Sailing Adventure with Drinks

(5 of 96 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
  • Superb96 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
 
 

2 Hour Sailing Cruise on Lake Tahoe

(4.9 of 888 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

Special Offer
Free Cancellation
Private Tour
Start From $140.00
(Saving inf% ) $0.00
 
-inf% 2 Hour Sailing Cruise on Lake Tahoe Likely to Sell Out

2 Hour Sailing Cruise on Lake Tahoe

  • California
  • Superb888 reviews4.9

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

    Special Offer
    Free Cancellation
    Private Tour
    Start From $140.00
    (Saving inf% ) $0.00
 
 

Spectacular Sunset Sail on San Diego Bay

(5 of 22 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

Special Offer
Free Cancellation
Private Tour
Start From $120.00
(Saving inf% ) $0.00
 
-inf% Spectacular Sunset Sail on San Diego Bay Likely to Sell Out

Spectacular Sunset Sail on San Diego Bay

  • California
  • Superb22 reviews5

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

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

1.5-Hour San Francisco Bay Sailing Tour

(4.8 of 396 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
  • Superb396 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
 
 

Daytime Sailing Along San Diego's Skyline

(4.9 of 146 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

Special Offer
Free Cancellation
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
  • Superb146 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
 
 

2-Hour Private Sailing Experience in San Diego Bay

(5 of 170 reviews)

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

Special Offer
Free Cancellation
Private Tour
Start From $675.00
(Saving inf% ) $0.00
 
-inf% 2-Hour Private Sailing Experience in San Diego Bay Likely to Sell Out

2-Hour Private Sailing Experience in San Diego Bay

  • California
  • Superb170 reviews5

Our unique sail displays a peace sign because that is exactly what we share with our customers, peac....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $675.00
    (Saving inf% ) $0.00
 
 

Experience Oceanside Sailing with Whales and dolphins!

(5 of 17 reviews)

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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Free Cancellation
Private Tour
Start From $160.00
(Saving inf% ) $0.00
 
-inf% Experience Oceanside Sailing with Whales and dolphins! Likely to Sell Out

Experience Oceanside Sailing with Whales and dolphins!

  • California
  • Superb17 reviews5

We set sail on a 45 foot, teak filled sailing yacht- Named, Song of David. One of the largest and mo....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $160.00
    (Saving inf% ) $0.00
 
 

San Diego Bay Sail Aboard a Vintage Yacht Beer and Wine Included

(4.9 of 336 reviews)

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

Special Offer
Free Cancellation
Private Tour
Start From $135.00
(Saving inf% ) $0.00
 
-inf% San Diego Bay Sail Aboard a Vintage Yacht Beer and Wine Included Likely to Sell Out

San Diego Bay Sail Aboard a Vintage Yacht Beer and Wine Included

  • California
  • Superb336 reviews4.9

Experience a San Diego sailing charter unlike any other aboard Liberty, a classic Friendship sloop r....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $135.00
    (Saving inf% ) $0.00
 
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