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Top 10 Best California Sailing Trips

Found 63 Sailing Trips activities in California. Sort by Popularity.
 

San Francisco Bay Cruise

(4.4 of 258 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

Free Cancellation
Start From $38.00
 
San Francisco Bay Cruise

San Francisco Bay Cruise

  • California
  • Exellent258 reviews4.4

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

    Free Cancellation
    Start From $38.00
 
 

Small-Group Sunset Sailing Experience on San Diego Bay

(4.9 of 528 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

Free Cancellation
Start From $109.00
 
Small-Group Sunset Sailing Experience on San Diego Bay

Small-Group Sunset Sailing Experience on San Diego Bay

  • California
  • Superb528 reviews4.9

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

    Free Cancellation
    Start From $109.00
 
 

Small-Group San Diego Sunset Sailing Excursion

(4.9 of 542 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

Free Cancellation
Start From $127.00
 
Small-Group San Diego Sunset Sailing Excursion Likely to Sell Out

Small-Group San Diego Sunset Sailing Excursion

  • California
  • Superb542 reviews4.9

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

    Free Cancellation
    Start From $127.00
 
 

Deluxe Sunset Sail in San Diego

(5 of 104 reviews)

Experience the stunning beauty of San Diego Bay at sunset! Our boat charter mono hull is the perfect vessel for a sunset sail, with space for up to 6 passengers. As we sail through the calm waters of the bay, keep your eyes peeled... More

Free Cancellation
Start From $119.00
 
Deluxe Sunset Sail in San Diego Likely to Sell Out

Deluxe Sunset Sail in San Diego

  • California
  • Superb104 reviews5

Experience the stunning beauty of San Diego Bay at sunset! Our boat charter mono hull is the perfect....

    Free Cancellation
    Start From $119.00
 
 

2-Hour Sunset Sail on the San Francisco Bay

(4.8 of 358 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

Free Cancellation
Start From $129.00
 
2-Hour Sunset Sail on the San Francisco Bay Likely to Sell Out

2-Hour Sunset Sail on the San Francisco Bay

  • California
  • Superb358 reviews4.8

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

    Free Cancellation
    Start From $129.00
 
 

Escape from the Rock! Cruise around Alcatraz

(4.2 of 153 reviews)

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

Free Cancellation
Start From $46.00
 
Escape from the Rock! Cruise around Alcatraz Likely to Sell Out

Escape from the Rock! Cruise around Alcatraz

  • California
  • Exellent153 reviews4.2

Embark on a 90-minute cruise along the San Francisco waterfront, under the Golden Gate Bridge and ....

    Free Cancellation
    Start From $46.00
 
 

Small-Group San Diego Afternoon Sailing Excursion

(5 of 478 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

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

Small-Group San Diego Afternoon Sailing Excursion

  • California
  • Superb478 reviews5

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

    Free Cancellation
    Start From $116.00
 
 

2-Hour Interactive Sailing Experience on San Francisco Bay

(5 of 45 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

Free Cancellation
Start From $149.00
 
2-Hour Interactive Sailing Experience on San Francisco Bay Likely to Sell Out

2-Hour Interactive Sailing Experience on San Francisco Bay

  • California
  • Superb45 reviews5

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

    Free Cancellation
    Start From $149.00
 
 

2-Hour Sunset Sail from San Diego

(4.9 of 67 reviews)

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

Free Cancellation
Start From $130.00
 
2-Hour Sunset Sail from San Diego Likely to Sell Out

2-Hour Sunset Sail from San Diego

  • California
  • Superb67 reviews4.9

Leave your worries behind as you cruise the San Diego Bay and marvel at the cityscape. The vibrant w....

    Free Cancellation
    Start From $130.00
 
 

2 Hour Sailing Cruise on Lake Tahoe

(4.9 of 681 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

Free Cancellation
Start From $140.00
 
2 Hour Sailing Cruise on Lake Tahoe Likely to Sell Out

2 Hour Sailing Cruise on Lake Tahoe

  • California
  • Superb681 reviews4.9

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

    Free Cancellation
    Start From $140.00
 
 

1.5-Hour San Francisco Bay Sailing Tour

(4.8 of 374 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

Free Cancellation
Start From $99.00
 
1.5-Hour San Francisco Bay Sailing Tour Likely to Sell Out

1.5-Hour San Francisco Bay Sailing Tour

  • California
  • Superb374 reviews4.8

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

    Free Cancellation
    Start From $99.00
 
 

Enjoy An Unforgettable Sunset Aboard A Classic Sailing Yacht

(4.9 of 276 reviews)

Book an unforgettable tour with Captain Phil and sail in style aboard, Liberty, a stunning replica of a 1904 gaff rigged friendship sloop. She is an elegant sight under sail, featuring; highly finished woodwork, bronze fixtures, a... More

Free Cancellation
Start From $125.00
 
Enjoy An Unforgettable Sunset Aboard A Classic Sailing Yacht Likely to Sell Out

Enjoy An Unforgettable Sunset Aboard A Classic Sailing Yacht

  • California
  • Superb276 reviews4.9

Book an unforgettable tour with Captain Phil and sail in style aboard, Liberty, a stunning replica o....

    Free Cancellation
    Start From $125.00
 
 

2-Hour Sunset Sailing Experience on San Francisco Bay

(5 of 12 reviews)

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

Free Cancellation
Start From $149.00
 
2-Hour Sunset Sailing Experience on San Francisco Bay Likely to Sell Out

2-Hour Sunset Sailing Experience on San Francisco Bay

  • California
  • Superb12 reviews5

This sailing experience is an Interactive sunset sailing adventure on San Francisco Bay! This Sail....

    Free Cancellation
    Start From $149.00
 
 

San Francisco Bay Sailing Cruise

(4.9 of 586 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

Free Cancellation
Start From $69.00
 
San Francisco Bay Sailing Cruise Likely to Sell Out

San Francisco Bay Sailing Cruise

  • California
  • Superb586 reviews4.9

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

    Free Cancellation
    Start From $69.00
 
 

Luxury Sailing Tour of San Diego's Bay and Coastal Waterways

(4.9 of 186 reviews)

This is an engaging and unique, small group tour, of San Diego's beautiful bay and coastal waterways. You'll be on a beautiful Catalina 34' Sailboat enjoying the fresh air and best that San Diego has to offer. On your adventure yo... More

Free Cancellation
Start From $119.00
 
Luxury Sailing Tour of San Diego's Bay and Coastal Waterways Likely to Sell Out

Luxury Sailing Tour of San Diego's Bay and Coastal Waterways

  • California
  • Superb186 reviews4.9

This is an engaging and unique, small group tour, of San Diego's beautiful bay and coastal waterways....

    Free Cancellation
    Start From $119.00
 
 

Private Sailing Tour -2 Hour (Up to 12 Passengers)

(4.9 of 186 reviews)

Christened in 1934, Cloudia is a beautifully restored, rare example of a classic Norwegian double ended ketch. Inspired by the original designs of famed naval architect Colin Archer (1832-1921), from Larvik, Norway, the Cloudia is... More

Free Cancellation
Private Tour
Start From $1,200.00
 
Private Sailing Tour -2 Hour (Up to 12 Passengers) Likely to Sell Out

Private Sailing Tour -2 Hour (Up to 12 Passengers)

  • California
  • Superb186 reviews4.9

Christened in 1934, Cloudia is a beautifully restored, rare example of a classic Norwegian double en....

    Free Cancellation
    Private Tour
    Start From $1,200.00
 
 

2.5 Hour Private Sunset Sailing Tour in San Diego

(5 of 6 reviews)

Sea Monkey Adventures is San Diego’s first family-friendly sailing tour company, dedicated to helping families create unforgettable memories. Our vessel is thoughtfully designed to be warm and inviting, featuring handcrafted yel... More

Special Offer
Free Cancellation
Private Tour
Start From $180.00
(Saving 20% ) $225.00
 
-20% 2.5 Hour Private Sunset Sailing Tour in San Diego Likely to Sell Out

2.5 Hour Private Sunset Sailing Tour in San Diego

  • California
  • Superb6 reviews5

Sea Monkey Adventures is San Diego’s first family-friendly sailing tour company, dedicated to help....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $180.00
    (Saving 20% ) $225.00
 
 

2-Hour Private Sailing Experience in San Diego Bay

(5 of 145 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

Free Cancellation
Private Tour
Start From $585.00
 
2-Hour Private Sailing Experience in San Diego Bay Likely to Sell Out

2-Hour Private Sailing Experience in San Diego Bay

  • California
  • Superb145 reviews5

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

    Free Cancellation
    Private Tour
    Start From $585.00
 
 

Experience Oceanside Sailing with Whales and dolphins!

(5 of 10 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

Free Cancellation
Private Tour
Start From $130.00
 
Experience Oceanside Sailing with Whales and dolphins! Likely to Sell Out

Experience Oceanside Sailing with Whales and dolphins!

  • California
  • Superb10 reviews5

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

    Free Cancellation
    Private Tour
    Start From $130.00
 
 

2.5 Hours of Fun: Catamaran Sunset Sail

(4.9 of 129 reviews)

Catamarans really are more fun to sail with the special bow nets designed for sunbathing, and lounging around watching sea life, and water rush by. The swift and stable ocean design ensures a comfortable, and exhilarating ride wit... More

Free Cancellation
Private Tour
Start From $119.00
 
2.5 Hours of Fun: Catamaran Sunset Sail Likely to Sell Out

2.5 Hours of Fun: Catamaran Sunset Sail

  • California
  • Superb129 reviews4.9

Catamarans really are more fun to sail with the special bow nets designed for sunbathing, and loungi....

    Free Cancellation
    Private Tour
    Start From $119.00
 
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