San Diego Cruises & Sailing Tours - Page 4

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.

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4.54

San Diego Tiki Jazz Cruise at Night

$49-$64

2 providers combined

Savor serene night breezes on San Diego Bay

2 hour cruise

4.54

San Diego Private Sailing Tour

$599-$1100

3 providers combined

Relax on a private sailing tour of San Diego Bay

Light snacks

4.54

San Diego Harbor Cruise

From $45

1 provider live

Cruise through San Diego Bay

Captain and crew assistance

4.54

San Diego Tall Ship Sailing Adventure

From $85

2 providers combined

Sail on a replica Gold Rush era tall ship

Sailing trip

4.54

San Diego Firework Cruise

From $30

1 provider live

Witness vibrant fireworks

Restroom on board

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 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

4.53

San Diego Catamaran Sailing Charter

From $1100

1 provider live

Sail the stunning San Diego Bay

2 ice-filled coolers with bottled water

4.53

San Diego Pink Boat Cruise

$450-$475

2 providers combined

Cruise on a vibrant pink boat

Stereo system and karaoke microphone

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 Morning Sailing Tour

From $95

2 providers combined

Sail past iconic San Diego landmarks

2-hour sailing experience