Sailing Trips in San Diego
Top 10 Best San Diego Sailing Trips
Found 35 Sailing Trips activities in San Diego. Sort by Popularity. - Page 2San Diego Half-Day Marine Wildlife Tour with Lunch
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

San Diego Half-Day Marine Wildlife Tour with Lunch
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San Diego
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Superb27 reviews4.8
Experience an exciting adventure while sailing along the San Diego coastline. Venture off into the P....

Private Sunset Sail for Two
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San Diego
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Superb6 reviews5
A Romantic Private Sail for Two on the San Diego Bay offers a Beautiful Sunset and Downtown City Sky....
Family Friendly Private Sailing Experience up to 8 Guests
Join us on San Diego Bay for a memorable sailing aboard a private sailing yacht. Our sail yacht can accommodate up to 6 of your friends and family while we enjoy a peaceful daytime sailing experience. Set sail on San Diego Bay whi... More
Private Tour

Family Friendly Private Sailing Experience up to 8 Guests
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San Diego
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Superb7 reviews5
Join us on San Diego Bay for a memorable sailing aboard a private sailing yacht. Our sail yacht can ....
Private Tour
San Salvador Spanish Galleon Adventure Day Sail with General Admission
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

San Salvador Spanish Galleon Adventure Day Sail with General Admi....
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San Diego
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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
Deluxe private Sunset & Day Sail
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
Private Tour

Deluxe private Sunset & Day Sail
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San Diego
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Superb1 review5
Set sail on the ultimate San Diego adventure! Departing from 955 Harbor Island Drive, our thrilling ....
Private Tour
Sunset Sailing Tour of San Diego Bay up to 6 Guests
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
Private Tour

Sunset Sailing Tour of San Diego Bay up to 6 Guests
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San Diego
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Superb1 review5
A Sunset Sailing Charter on San Diego Bay is an awesome way to spend the day sightseeing in beautifu....
Private Tour
Private Sailing Tour -2 Hour (Up to 12 Passengers)
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
Private Tour

Private Sailing Tour -2 Hour (Up to 12 Passengers)
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San Diego
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Superb1 review5
Christened in 1934, Cloudia is a beautifully restored, rare example of a classic Norwegian double en....
Private Tour
4 Hour Private Sail for up to 6 people
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
Private Tour

4 Hour Private Sail for up to 6 people
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San Diego
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Superb11 reviews5
This private excursion allows a party of six passengers to cruise the San Diego Bay and Coast on a c....
Private Tour
Bachelorette Sailing Party on San Diego Bay up to 12 Guests
Nothing beats a Catamaran Bachelorette Party on San Diego bay for up to 12 guests. Enjoy breathtaking views of downtown, the naval base, aircraft carriers, destroyers, and submarines, not to mention an incredible abundance of sea... More
Private Tour

Bachelorette Sailing Party on San Diego Bay up to 12 Guests
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San Diego
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Superb11 reviews5
Nothing beats a Catamaran Bachelorette Party on San Diego bay for up to 12 guests. Enjoy breathtaki....
Private Tour
Sailing Charter Sightseeing Cruise on San Diego Bay up to 6 Guests
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
Private Tour

Sailing Charter Sightseeing Cruise on San Diego Bay up to 6 Guest....
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San Diego
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Good2 reviews3.5
A Sailing Charter on San Diego Bay is an awesome way to spend the day sightseeing in beautiful San D....
Private Tour
San Diego Private Morning Sail up to 12 guests
This private morning sail is a great way to start the day. Mornings are best to go see San Diego's wildlife because there is little wind and few waves, allowing us to easily cross over to Point Loma. The bay will most likely have ... More
Private Tour

San Diego Private Morning Sail up to 12 guests
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San Diego
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Superb30 reviews5
This private morning sail is a great way to start the day. Mornings are best to go see San Diego's w....
Private Tour
Private Sunset Sail for 3-6 People
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
Private Tour

Private Sunset Sail for 3-6 People
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San Diego
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Superb12 reviews4.7
Experience a private group charter with up to six passengers while sailing along the San Diego Bay.....
Private Tour
Nighttime Sailing Trip from San Diego
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
Private Tour

Nighttime Sailing Trip from San Diego
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San Diego
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Superb12 reviews4.7
Come aboard a 36-foot (11-meter) yacht for a nightcap on this 2-hour sailing trip from San Diego! Yo....
Private Tour
Private Sunset Sail for Two
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
Private Tour

Private Sunset Sail for Two
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San Diego
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Superb5 reviews5
Experience intimacy while sailing along the San Diego Bay. Leave your worries behind as you cruise a....
Private Tour
San Diego Private Whale and Dolphin Watching Sailing Tour
This Whale Watching sailing trip will leave from our marina and we will head towards the end of the channel, out of the bay! We will stop next to the seals on our way out. It will take us 2 hours to get to the end of the channel a... More
Private Tour

San Diego Private Whale and Dolphin Watching Sailing Tour
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San Diego
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Superb5 reviews5
This Whale Watching sailing trip will leave from our marina and we will head towards the end of the ....
Private Tour