San Diego Cruises & Sailing Tours - Page 5

72 experiences to discover

Day & Sunset Cruises Dinner Cruises Sailing Trips

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

Sort by:

4.54

San Diego Harbor Cruise

From $45

1 provider live

Cruise through San Diego Bay

Captain and crew assistance

4.54

San Diego Firework Cruise

From $30

1 provider live

Witness vibrant fireworks

Restroom on board

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

4.53

San Diego Catamaran Sailing Cruise

From $800

1 provider live

Sail on a private catamaran

Bottled water

4.53

San Diego Tall Ship Sailing Adventure

From $85

2 providers combined

Sail on a replica Gold Rush era tall ship

Sailing trip

4.52

San Diego Private Sunset Sail

From $669

1 provider live

Sail along San Diego Bay

Experienced skipper for a safe and smooth sailing experience

4.52

San Diego Catamaran Sailing Charter

From $1100

1 provider live

Sail the stunning San Diego Bay

2 ice-filled coolers with bottled water

4.49

San Diego Historic Bay Cruise on 1914 Pilot Boat

From $38

1 provider live

Explore San Diego Bay on a historic 1914 pilot boat

General Admission Ticket for Self-guided tour of Museum

4.48

San Diego Sunset Sail on a Classic Yacht

From $125

1 provider live

Sail on a classic yacht

Beer IPA and Lager, White Wine

4.47

San Diego Bay Brunch Cruise

$100-$141

3 providers combined

Savor a gourmet brunch buffet

2-hour cruise

4.47

San Diego City Dinner Cruise

From $121

1 provider live

Cruise on a luxurious yacht in San Diego Bay

2.5 to 3-hour cruise