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Top 10 Best San Diego Sailing Trips

Found 38 Sailing Trips activities in San Diego. Sort by Popularity. - Page 2
 

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
Start From $196.00
 
San Diego Half-Day Marine Wildlife Tour with Lunch

San Diego Half-Day Marine Wildlife Tour with Lunch

  • San Diego
  • Superb27 reviews4.8

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

    Free Cancellation
    Start From $196.00
 
 

San Diego Afternoon Sail

(5 of 7 reviews)

Join Captain Doyle for an unforgettable 2-hour sailing experience aboard our 35-foot sailboat, Luna. Enjoy wide-open views of the city's skyline and waterfront attractions as we sail among tall ships, mega-yachts, and military ves... More

Free Cancellation
Start From $120.00
 
San Diego Afternoon Sail

San Diego Afternoon Sail

  • San Diego
  • Superb7 reviews5

Join Captain Doyle for an unforgettable 2-hour sailing experience aboard our 35-foot sailboat, Luna.....

    Free Cancellation
    Start From $120.00
 
 

Enjoy An Unforgettable afternoon Aboard A Classic Sailing Yacht

(5 of 4 reviews)

Our private afternoon and sunset cruises offer an exclusive adventure for up to six individuals. Immerse your family and friends in the many sights of San Diego Bay, while enjoying the personalized touch of a family-owned venture.... More

Free Cancellation
Private Tour
Start From $625.00
 
Enjoy An Unforgettable afternoon Aboard A Classic Sailing Yacht

Enjoy An Unforgettable afternoon Aboard A Classic Sailing Yacht

  • San Diego
  • Superb4 reviews5

Our private afternoon and sunset cruises offer an exclusive adventure for up to six individuals. Imm....

    Free Cancellation
    Private Tour
    Start From $625.00
 
 

Private Day Sailing Experience in San Diego up to 12 guests

(5 of 67 reviews)

This private day sail, is a excellent if you are looking for a more exciting sail! Day sailing is best to go see our San Diego landmarks along downtown where we will see the US Midway, Sea port Village, the Rady shell and we might... More

Free Cancellation
Private Tour
Start From $80.00
 
Private Day Sailing Experience in San Diego up to 12 guests

Private Day Sailing Experience in San Diego up to 12 guests

  • San Diego
  • Superb67 reviews5

This private day sail, is a excellent if you are looking for a more exciting sail! Day sailing is be....

    Free Cancellation
    Private Tour
    Start From $80.00
 
 

2-Hour Sunset Sail from San Diego

(4.8 of 72 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

  • San Diego
  • Superb72 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
 
 

Deluxe private Sunset & Day Sail

(5 of 1 review)

Set sail on the ultimate San Diego adventure! Departing from 955 Harbor Island Drive, our thrilling voyage takes you through breathtaking waters, past iconic landmarks, and into the heart of coastal paradise. Feel the wind in your... More

Free Cancellation
Private Tour
Start From $714.00
 
Deluxe private Sunset & Day Sail Likely to Sell Out

Deluxe private Sunset & Day Sail

  • San Diego
  • Superb1 review5

Set sail on the ultimate San Diego adventure! Departing from 955 Harbor Island Drive, our thrilling ....

    Free Cancellation
    Private Tour
    Start From $714.00
 
 

Private Sunset Sail for Two

(5 of 6 reviews)

A Romantic Private Sail for Two on the San Diego Bay offers a Beautiful Sunset and Downtown City Skyline.... More

Free Cancellation
Private Tour
Start From $499.00
 
Private Sunset Sail for Two Likely to Sell Out

Private Sunset Sail for Two

  • San Diego
  • Superb6 reviews5

A Romantic Private Sail for Two on the San Diego Bay offers a Beautiful Sunset and Downtown City Sky....

    Free Cancellation
    Private Tour
    Start From $499.00
 
 

San Salvador Spanish Galleon Adventure Day Sail with General Admission

(4.7 of 3 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

Free Cancellation
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....

  • San Diego
  • Superb3 reviews4.7

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

    Free Cancellation
    Private Tour
    Start From $119.00
 
 

Tall Ship Adventure aboard the Schooner Californian with General Admission

(4.2 of 5 reviews)

Californian was built from the ground up in 1984 at Spanish Landing in San Diego Bay. She was launched with great fanfare for the 1984 Summer Olympic Games in Los Angeles. In July 2003, the Governor signed a bill into law designat... More

Free Cancellation
Private Tour
Start From $119.00
 
Tall Ship Adventure aboard the Schooner Californian with General Admission Likely to Sell Out

Tall Ship Adventure aboard the Schooner Californian with General ....

  • San Diego
  • Exellent5 reviews4.2

Californian was built from the ground up in 1984 at Spanish Landing in San Diego Bay. She was launch....

    Free Cancellation
    Private Tour
    Start From $119.00
 
 

Private Sunset Sail for 3-6 People

(4.7 of 12 reviews)

Experience a private group charter with up to six passengers while sailing along the San Diego Bay. If you’re looking for a night of family fun, or to celebrate with your friends look no further. Leave your worries behind as yo... More

Free Cancellation
Private Tour
Start From $776.00
 
Private Sunset Sail for 3-6 People Likely to Sell Out

Private Sunset Sail for 3-6 People

  • San Diego
  • Superb12 reviews4.7

Experience a private group charter with up to six passengers while sailing along the San Diego Bay.....

    Free Cancellation
    Private Tour
    Start From $776.00
 
 

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

(4.7 of 12 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)

  • San Diego
  • Superb12 reviews4.7

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
 
 

Sunset Sailing Tour of San Diego Bay up to 6 Guests

(5 of 1 review)

A Sunset Sailing Charter on San Diego Bay is an awesome way to spend the day sightseeing in beautiful San Diego. Pacifica Sailing Charters offers several different types of sunset sailing charters and boat tours. Our sunset sailin... More

Free Cancellation
Private Tour
Start From $119.00
 
Sunset Sailing Tour of San Diego Bay up to 6 Guests Likely to Sell Out

Sunset Sailing Tour of San Diego Bay up to 6 Guests

  • San Diego
  • Superb1 review5

A Sunset Sailing Charter on San Diego Bay is an awesome way to spend the day sightseeing in beautifu....

    Free Cancellation
    Private Tour
    Start From $119.00
 
 

4 Hour Private Sail for up to 6 people

(4.8 of 12 reviews)

This private excursion allows a party of six passengers to cruise the San Diego Bay and Coast on a customizable charter. Create your own adventure on a vintage sailing yacht for 4 hours with an experienced captain.... More

Free Cancellation
Private Tour
Start From $1,100.00
 
4 Hour Private Sail for up to 6 people Likely to Sell Out

4 Hour Private Sail for up to 6 people

  • San Diego
  • Superb12 reviews4.8

This private excursion allows a party of six passengers to cruise the San Diego Bay and Coast on a c....

    Free Cancellation
    Private Tour
    Start From $1,100.00
 
 

Bachelorette Sailing Party on San Diego Bay up to 6 Guests

(4.8 of 12 reviews)

Nothing beats a Catamaran Bachelorette Party on San Diego bay for up to 6 guests. Enjoy breathtaking views of downtown, the naval base, aircraft carriers, destroyers, and submarines, not to mention an incredible abundance of sea l... More

Free Cancellation
Private Tour
Start From $750.00
 
Bachelorette Sailing Party on San Diego Bay up to 6 Guests Likely to Sell Out

Bachelorette Sailing Party on San Diego Bay up to 6 Guests

  • San Diego
  • Superb12 reviews4.8

Nothing beats a Catamaran Bachelorette Party on San Diego bay for up to 6 guests. Enjoy breathtaking....

    Free Cancellation
    Private Tour
    Start From $750.00
 
 

San Diego Classic Sail Charter Private 3-Hour Experience

(4.8 of 12 reviews)

Enjoy the breathtaking San Diego coastline with our Classic Sail Charter, perfect for up to 6 guests. This 3-hour private sailing adventure offers the ideal blend of relaxation and exploration, with opportunities to see whales and... More

Free Cancellation
Private Tour
Start From $1,345.00
 
San Diego Classic Sail Charter Private 3-Hour Experience Likely to Sell Out

San Diego Classic Sail Charter Private 3-Hour Experience

  • San Diego
  • Superb12 reviews4.8

Enjoy the breathtaking San Diego coastline with our Classic Sail Charter, perfect for up to 6 guests....

    Free Cancellation
    Private Tour
    Start From $1,345.00
 
 

Sailing Charter Sightseeing Cruise on San Diego Bay up to 6 Guests

(3.5 of 2 reviews)

A Sailing Charter on San Diego Bay is an awesome way to spend the day sightseeing in beautiful San Diego. Pacifica Sailing Charters offers several different types of sailing charters and boat tours. Sail San Diego with us. Our sa... More

Free Cancellation
Private Tour
Start From $115.00
 
Sailing Charter Sightseeing Cruise on San Diego Bay up to 6 Guests Likely to Sell Out

Sailing Charter Sightseeing Cruise on San Diego Bay up to 6 Guest....

  • San Diego
  • Good2 reviews3.5

A Sailing Charter on San Diego Bay is an awesome way to spend the day sightseeing in beautiful San D....

    Free Cancellation
    Private Tour
    Start From $115.00
 
 

Nighttime Sailing Trip from San Diego

(3.5 of 2 reviews)

Come aboard a 36-foot (11-meter) yacht for a nightcap on this 2-hour sailing trip from San Diego! Your knowledgeable captain and crew will take you past the Maritime Museum and the majestic city lights of San Diego. Whether you’... More

Free Cancellation
Private Tour
Start From $699.00
 
Nighttime Sailing Trip from San Diego Likely to Sell Out

Nighttime Sailing Trip from San Diego

  • San Diego
  • Good2 reviews3.5

Come aboard a 36-foot (11-meter) yacht for a nightcap on this 2-hour sailing trip from San Diego! Yo....

    Free Cancellation
    Private Tour
    Start From $699.00
 
 

Private Sunset Sail for Two

(5 of 5 reviews)

Experience intimacy while sailing along the San Diego Bay. Leave your worries behind as you cruise along the vibrant waterfront and marvel at the cityscape. Create a memory of a lifetime while sailing past Downtown, Point Loma, an... More

Free Cancellation
Private Tour
Start From $462.00
 
Private Sunset Sail for Two Likely to Sell Out

Private Sunset Sail for Two

  • San Diego
  • Superb5 reviews5

Experience intimacy while sailing along the San Diego Bay. Leave your worries behind as you cruise a....

    Free Cancellation
    Private Tour
    Start From $462.00
 
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