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Top 10 Best California Sailing Trips

Found 60 Sailing Trips activities in California. Sort by Popularity. - Page 2
 

The Boat People Cruise Private Harbor Cruises

(5 of 27 reviews)

Join us for an hour and a half picnic cruise with a coastal ambiance on the bow of our sailboat. We strive to create an unforgettable evening with contagious laughter and panoramic views of the Newport Bay. Bring your plus one or ... More

Private Tour
Start From $100.00
 
The Boat People Cruise Private Harbor Cruises

The Boat People Cruise Private Harbor Cruises

  • California
  • Superb27 reviews5

Join us for an hour and a half picnic cruise with a coastal ambiance on the bow of our sailboat. We ....

    Private Tour
    Start From $100.00
 
 

San Salvador Spanish Galleon Adventure Day Sail with General Admission

(4.5 of 2 reviews)

Your 4-hour San Salvador Adventure Day Sail is your opportunity to step back into time as you step on board this 16th century Spanish galleon. The San Salvador is a replica of Juan Rodriguez Cabrillo’s ship that arrived at the ... More

Private Tour
Start From $119.00
 
San Salvador Spanish Galleon Adventure Day Sail with General Admission Likely to Sell Out

San Salvador Spanish Galleon Adventure Day Sail with General Admi....

  • California
  • Exellent2 reviews4.5

Your 4-hour San Salvador Adventure Day Sail is your opportunity to step back into time as you step o....

    Private Tour
    Start From $119.00
 
 

2.5 Hour Catamaran Sail Adventure

(5 of 47 reviews)

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

Free Cancellation
Private Tour
Start From $119.00
 
2.5 Hour Catamaran Sail Adventure Likely to Sell Out

2.5 Hour Catamaran Sail Adventure

  • California
  • Superb47 reviews5

With over 35 years of experience sharing our love of sailing with San Diego visitors, we are prepare....

    Free Cancellation
    Private Tour
    Start From $119.00
 
 

Monterey Private 3 - 4 Hour Whale Watching Cruise

(5 of 2 reviews)

Enjoy a 3 - 4 hour sailing cruise on the Monterey Bay. This Marine Mammal and Wildlife Safari is a private guided tour and can accommodate up to 6 people. Whale sightings are NOT guaranteed. However, this tour is designed to give... More

Free Cancellation
Private Tour
Start From $950.00
 
Monterey Private 3 - 4 Hour Whale Watching Cruise Likely to Sell Out

Monterey Private 3 - 4 Hour Whale Watching Cruise

  • California
  • Superb2 reviews5

Enjoy a 3 - 4 hour sailing cruise on the Monterey Bay. This Marine Mammal and Wildlife Safari is a p....

    Free Cancellation
    Private Tour
    Start From $950.00
 
 

4 hours Sailboat Tour for 2 people along the Los Angeles Coastline

(3.7 of 3 reviews)

The coastal line of Los Angeles. You will see Marina Del Rey, head for Santa Monica, sail past Venice Beach, Airport, Malibu beach, go into the open ocean, anchor (if desired) and return back to Marina Del Rey.... More

Free Cancellation
Private Tour
Start From $599.00
 
4 hours Sailboat Tour for 2 people along the Los Angeles Coastline Likely to Sell Out

4 hours Sailboat Tour for 2 people along the Los Angeles Coastlin....

  • California
  • Very Good3 reviews3.7

The coastal line of Los Angeles. You will see Marina Del Rey, head for Santa Monica, sail past Venic....

    Free Cancellation
    Private Tour
    Start From $599.00
 
 

Awesome San Francisco Bay Private Sailing Adventure via Sausalito

(5 of 8 reviews)

Sail under the spectacular Golden Gate Bridge, and view the Marin Headlands, Alcatraz and the SF skyline. This is a Private Trip on a sailing yacht! Get a taste for what an experience living, working and voyaging on a sailboat c... More

Free Cancellation
Private Tour
Start From $165.00
 
Awesome San Francisco Bay Private Sailing Adventure via Sausalito Likely to Sell Out

Awesome San Francisco Bay Private Sailing Adventure via Sausalito

  • California
  • Superb8 reviews5

Sail under the spectacular Golden Gate Bridge, and view the Marin Headlands, Alcatraz and the SF sky....

    Free Cancellation
    Private Tour
    Start From $165.00
 
 

Private Therapy Sailing Adventure

(4.8 of 32 reviews)

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

Free Cancellation
Private Tour
Start From $400.00
 
Private Therapy Sailing Adventure Likely to Sell Out

Private Therapy Sailing Adventure

  • California
  • Superb32 reviews4.8

WHO WE ARE? Old Plank is a boutique luxury sailing charter & aquatic expedition company with gourmet....

    Free Cancellation
    Private Tour
    Start From $400.00
 
 

Private Sailing Charter on San Diego Bay

(4.9 of 34 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

Free Cancellation
Private Tour
Start From $450.00
 
Private Sailing Charter on San Diego Bay Likely to Sell Out

Private Sailing Charter on San Diego Bay

  • California
  • Superb34 reviews4.9

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

    Free Cancellation
    Private Tour
    Start From $450.00
 
 

Afternoon Sail On A Charming Vintage Yacht Beer &. Wine Included

(5 of 66 reviews)

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

Free Cancellation
Private Tour
Start From $115.00
 
 Afternoon Sail On A Charming Vintage Yacht Beer &. Wine Included Likely to Sell Out

Afternoon Sail On A Charming Vintage Yacht Beer &. Wine Included

  • California
  • Superb66 reviews5

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

    Free Cancellation
    Private Tour
    Start From $115.00
 
 

Experience Oceanside Sailing with Whales and dolphins!

(5 of 11 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
  • Superb11 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
 
 

Private Sailing Charter: Up to 24 Passengers

(5 of 1 review)

Our classic sailing yachts are the perfect venue for your group! Treat your family and friends to a spectacular private sail around the San Francisco Bay. While our boats are coast guard licensed for 34 passengers, we are limiting... More

Free Cancellation
Private Tour
Start From $1,207.50
 
Private Sailing Charter: Up to 24 Passengers Likely to Sell Out

Private Sailing Charter: Up to 24 Passengers

  • California
  • Superb1 review5

Our classic sailing yachts are the perfect venue for your group! Treat your family and friends to a ....

    Free Cancellation
    Private Tour
    Start From $1,207.50
 
 

Deluxe Day Sail in San Diego

(5 of 48 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

Free Cancellation
Private Tour
Start From $119.00
 
Deluxe Day Sail in San Diego Likely to Sell Out

Deluxe Day Sail in San Diego

  • California
  • Superb48 reviews5

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

    Free Cancellation
    Private Tour
    Start From $119.00
 
 

San Diego Bay Sailing Tour

(5 of 16 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 group sail is li... More

Free Cancellation
Private Tour
Start From $95.00
 
San Diego Bay Sailing Tour Likely to Sell Out

San Diego Bay Sailing Tour

  • California
  • Superb16 reviews5

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

    Free Cancellation
    Private Tour
    Start From $95.00
 
 

Private 2-Hour Morning Sail

(5 of 6 reviews)

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

Free Cancellation
Private Tour
Start From $695.00
 
Private 2-Hour Morning Sail Likely to Sell Out

Private 2-Hour Morning Sail

  • California
  • 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
    Start From $695.00
 
 

Escape from the Rock! Cruise around Alcatraz

(4.2 of 154 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
Private Tour
Start From $46.00
 
Escape from the Rock! Cruise around Alcatraz Likely to Sell Out

Escape from the Rock! Cruise around Alcatraz

  • California
  • Exellent154 reviews4.2

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

    Free Cancellation
    Private Tour
    Start From $46.00
 
 

Los Angeles: 1 hour group yacht cruise -(1 ticket covers 1-6 ppl)

(5 of 1 review)

You may bring 1-6 people on this activity. One ticket covers you and your guests, Enjoy a 1 hr private group swim trip aboard our 42 ft Bertram-Trojan Motor Yacht. Consider booking multiple blocks for a longer trip.... More

Free Cancellation
Private Tour
Start From $199.00
 
Los Angeles: 1 hour group yacht cruise -(1 ticket covers 1-6 ppl) Likely to Sell Out

Los Angeles: 1 hour group yacht cruise -(1 ticket covers 1-6 ppl)

  • California
  • Superb1 review5

You may bring 1-6 people on this activity. One ticket covers you and your guests, Enjoy a 1 hr priva....

    Free Cancellation
    Private Tour
    Start From $199.00
 
 

Small-Group San Diego Sailing Trip

(4.9 of 48 reviews)

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

Free Cancellation
Private Tour
Start From $130.00
 
Small-Group San Diego Sailing Trip Likely to Sell Out

Small-Group San Diego Sailing Trip

  • California
  • Superb48 reviews4.9

Leave the streets behind as you cruise the San Diego Bay and marvel at the cityscape. The vibrant wa....

    Free Cancellation
    Private Tour
    Start From $130.00
 
 

2-Hour Sunset Sail from San Diego

(4.8 of 71 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
Private Tour
Start From $130.00
 
2-Hour Sunset Sail from San Diego Likely to Sell Out

2-Hour Sunset Sail from San Diego

  • California
  • Superb71 reviews4.8

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

    Free Cancellation
    Private Tour
    Start From $130.00
 
 

San Diego Half-Day Marine Wildlife Tour with Lunch

(4.8 of 27 reviews)

Experience an exciting adventure while sailing along the San Diego coastline. Venture off into the Pacific Ocean and catch a chance to see local marine wildlife in its natural habitat, including sea lions, pelicans, and migrator... More

Free Cancellation
Private Tour
Start From $196.00
 
San Diego Half-Day Marine Wildlife Tour with Lunch Likely to Sell Out

San Diego Half-Day Marine Wildlife Tour with Lunch

  • California
  • Superb27 reviews4.8

Experience an exciting adventure while sailing along the San Diego coastline. Venture off into the P....

    Free Cancellation
    Private Tour
    Start From $196.00
 
 

Golden Gate Bridge Sailing Tour

(4.8 of 50 reviews)

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

Free Cancellation
Private Tour
Start From $129.00
 
Golden Gate Bridge Sailing Tour Likely to Sell Out

Golden Gate Bridge Sailing Tour

  • California
  • Superb50 reviews4.8

Have a once-in-a-lifetime experience by sailing under and around the iconic Golden Gate Bridge. Sail....

    Free Cancellation
    Private Tour
    Start From $129.00
 
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