San Diego Cruises & Sailing Tours

15 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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4.66

San Diego Yacht Sailing Experience

$109-$115

Sail past iconic San Diego landmarks

Boat trip

4.64

San Diego Jazz Cruise on Laki's Liquid Lounge

$49-$57

Savor serene night breezes on San Diego Bay

1 hour 45-minute cruise

4.63

San Diego Night Glow Pedal Boat Tour

$96-$105

Admire San Diego's skyline illuminated at night

60-minute glow pedal boat ride

4.6

San Diego Sailing Excursion at Sunset

From $119

Sail through San Diego Bay

Yacht captain as a host

4.6

San Diego Harbor Catamaran Cruise 2.5 hr

$55-$61

Discover stunning views of San Diego Bay

2.5-hour cruise on the largest catamaran

4.58

San Diego Private Sailing Tour

$599-$615

Relax on a private sailing tour of San Diego Bay

Light snacks

4.58

San Diego Morning Sailing Tour

From $95

Sail past iconic San Diego landmarks

2-hour morning sailing cruise

4.55

San Diego Buffet Dinner Cruise

$141-$155

Savor a delicious buffet dinner

Unlimited coffee, hot tea, and iced tea

4.55

San Diego 16th Century Galleon Sail

$105-$119

Sail aboard a historic 16th-century galleon

4-hour boat tour

4.53

San Diego Tall Ship Sailing Adventure

$105-$119

Sail on a replica gold rush era tall ship

Sailing trip

4.52

San Diego Bay Sailing Tour

$115-$130

Experience San Diego Bay from the water

Sailing tour

4.51

San Diego Brunch and Dinner Cruises

$128-$131

Savor a buffet brunch or dinner with seasonal dishes

All fees and taxes