San Diego Sailing Trips - Page 2

32 experiences to discover

Explore the best sailing trips tours and activities in San Diego. Our unbiased ratings help you find the perfect experiences for your trip.

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4.57

San Diego Sailing Tour

From $1200

1 provider live

Sail aboard a classic Norwegian ketch

Captain and crew included

4.56

San Diego Sailing Tour Midday

From $120

1 provider live

Sail with Captain Doyle on Luna

Blankets provided to keep you warm and cozy

4.56

San Diego Yacht Sailing Experience

$109-$125

3 providers combined

Sail past the USS Midway and Coronado Bridge

Soda/Pop

4.55

San Diego Catamaran Sailing Cruise

From $800

1 provider live

Sail through San Diego Bay

Bottled water

4.55

San Diego Bay Sunset Sailing Tour

From $800

1 provider live

Sail through San Diego Bay at sunset

Bottled water

4.54

San Diego Sailing Tour

From $130

2 providers combined

Experience San Diego Bay from a classic yacht

Sailing tour

4.54

San Diego 16th Century Galleon Sail

From $85

2 providers combined

Sail aboard a 16th-century galleon

4-hour boat tour

4.54

San Diego Sailing Charter Sightseeing Cruise

From $800

1 provider live

Sail through scenic San Diego Bay

Bottled water

4.54

San Diego Catamaran Sail with Drinks 2.5 Hr

From $119

1 provider live

Sail on a spacious catamaran

Blankets

4.53

San Diego Sailing Cruise for Two

From $12140

1 provider live

Sail the San Diego Bay on a private yacht

Captain/guide

4.53

San Diego Catamaran Sailing Cruise

From $800

1 provider live

Sail on a private catamaran

Bottled water

4.53

San Diego Sailing Charter

From $475

1 provider live

Sail the stunning San Diego Bay

Bottled water