Sailing Trips in San Diego
Top 10 Best San Diego Sailing Trips
Found 38 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
-
San Diego
-
Superb27 reviews4.8
Experience an exciting adventure while sailing along the San Diego coastline. Venture off into the P....
San Diego Afternoon Sail
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

San Diego Afternoon Sail
-
San Diego
-
Superb7 reviews5
Join Captain Doyle for an unforgettable 2-hour sailing experience aboard our 35-foot sailboat, Luna.....
Enjoy An Unforgettable afternoon Aboard A Classic Sailing Yacht
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
Private Tour

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....
Private Tour
Private Day Sailing Experience in San Diego up to 12 guests
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
Private Tour

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....
Private Tour
2-Hour Sunset Sail from San Diego
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
Private Tour

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....
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
-
San Diego
-
Superb1 review5
Set sail on the ultimate San Diego adventure! Departing from 955 Harbor Island Drive, our thrilling ....
Private Tour

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....
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....
-
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....
Private Tour
Tall Ship Adventure aboard the Schooner Californian with General Admission
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
Private Tour

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....
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
-
San Diego
-
Superb12 reviews4.7
Experience a private group charter with up to six passengers while sailing along the San Diego Bay.....
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)
-
San Diego
-
Superb12 reviews4.7
Christened in 1934, Cloudia is a beautifully restored, rare example of a classic Norwegian double en....
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
-
San Diego
-
Superb1 review5
A Sunset Sailing Charter on San Diego Bay is an awesome way to spend the day sightseeing in beautifu....
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
-
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....
Private Tour
Bachelorette Sailing Party on San Diego Bay up to 6 Guests
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
Private Tour

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....
Private Tour
San Diego Classic Sail Charter Private 3-Hour Experience
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
Private Tour

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....
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....
-
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....
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
-
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....
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
-
San Diego
-
Superb5 reviews5
Experience intimacy while sailing along the San Diego Bay. Leave your worries behind as you cruise a....
Private Tour