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Top La Jolla Sailing Trips

Spectacular Sunset Sail on San Diego Bay

A rare sunset sailing adventure aboard our 35-foot sailboat, Luna: small group limited to six people, local captain sharing stories, hands-on sailing, and unforgettable vistas...

2 hours • Free Cancellation
5.0 (38)
from
$96
2.5-Hour Small-Group Catamaran Sailing Adventure with Drinks
Likely to Sell Out
Likely to Sell Out

With over 38 years of experience sharing our love of sailing with San Diego visitors, we are prepared to offer you a memorable day on...

2 hours 30 minutes • Free Cancellation
5.0 (112)
from
$119
Private Sunset Sail in San Diego Up to 6 guests

Join Sea Monkey Adventures for a 2-hour sailing tour on San Diego Bay. This small-group sail is perfect for solo travelers, couples, or friends looking...

2 hours • Free Cancellation
5.0 (74)
from
$99
Spectacular Afternoon Sail on San Diego Bay

A unique two-hour sailing Experience aboard our 35-foot sailboat, Luna. Limited to six people. Watch for playful dolphins, sea lions, and pelicans. Get hands-on or...

2 hours • Free Cancellation
5.0 (21)
from
$96
San Diego's first ever Family Sailing Tours
Likely to Sell Out
Likely to Sell Out

We are based in San Diego and we are designed for families. Our whole mission is to bring families closer together. We want to put...

2 hours 30 minutes • Free Cancellation
5.0 (6)
from
$975
San Diego Sailing Sunset and Afternoon Classic Yacht

Skip the crowded tour boats. Liberty carries just six guests and that changes everything. Sail San Diego Bay aboard a classic 41-ft Friendship sloop with...

2 hours 30 minutes • Free Cancellation
5.0 (8)
from
$125

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