San Diego Sailing Trips - Page 3

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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4.52

San Diego Catamaran Sailing Charter

From $1100

1 provider live

Sail the stunning San Diego Bay

2 ice-filled coolers with bottled water

4.52

San Diego Bay Sailing Experience at Sunset

$89-$99

2 providers combined

Sail along San Diego's skyline

White wine

4.48

San Diego Private Sunset Sail

From $669

1 provider live

Sail along San Diego Bay

Experienced skipper for a safe and smooth sailing experience

4.48

San Diego Tall Ship Sailing Adventure

From $85

2 providers combined

Sail on a replica Gold Rush era tall ship

Sailing trip

4.43

San Diego Sunset Sailing Excursion

From $127

1 provider live

Sail into the sunset on a Catalina sailboat

3-hour evening sailing cruise

4.42

San Diego Morning Sailing Tour

From $95

2 providers combined

Sail past iconic San Diego landmarks

2-hour sailing experience

4.42

San Diego Sailing Excursion Afternoon 3 Hr

From $116

1 provider live

Sail the picturesque San Diego Bay

3-hour sailing cruise

4.02

San Diego Sailing Tour of the Bay

From $119

1 provider live

Sail through San Diego's scenic bay

Bottled water