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30 results

Best Seller
4.9
(613)
Small-Group San Diego Sunset Sailing Excursion
3 hoursFree Cancellation
from $127
4.9
(620)
Sunset Sail Along the San Diego Skyline
2 hoursFree Cancellation
from $99
5.0
(278)
Deluxe Sunset & Day Sail Small Group
2 hours 30 minutesFree Cancellation
from $119
Likely to Sell Out
4.9
(44)
Private Sailing Charter on San Diego Bay
3 hoursFree Cancellation
from $475
Per group
5.0
(265)
2.5-Hour Small-Group Catamaran Sail with Drinks
2 hours 30 minutesFree Cancellation
from $119
Likely to Sell Out
4.9
(148)
Daytime Sailing Along San Diego's Skyline
2 hoursFree Cancellation
from $99
Likely to Sell Out
Chart your course to excitement with SailLiberty!
4.9
(341)
Top Rated San Diego Sunset Sail Classic Yacht 6 Guests
2 hours 30 minutesFree Cancellation
from $125
Likely to Sell Out
Sip and relax with friends
5.0
(544)
Small-Group San Diego Afternoon Sailing Excursion
3 hoursFree Cancellation
from $116
Likely to Sell Out
5.0
(70)
Deluxe Day Sail in San Diego
2 hours 30 minutesFree Cancellation
from $119
4.5
(3,111)
San Diego Harbor Cruise
2 hoursFree Cancellation
from $37
5.0
(27)
Spectacular Sunset Sail on San Diego Bay
2 hoursFree Cancellation
from $120
Price varies by group size
Likely to Sell Out
Every wave tells a story
5.0
(81)
San Diego Sailing Cruise Small Group 6 Guests Classic Yacht
2 hours 30 minutesFree Cancellation
from $125
Likely to Sell Out
5.0
(96)
2.5-Hour Small-Group Catamaran Sailing Adventure with Drinks
2 hours 30 minutesFree Cancellation
from $119
5.0
(172)
2-Hour Private Sailing Experience in San Diego Bay
2 hoursFree Cancellation
from $675
Per group
Likely to Sell Out
5.0
(3)
Deluxe private Sunset & Day Sail
2 hours 30 minutesFree Cancellation
from $714
Per group
4.8
(4)
San Salvador Spanish Galleon Adventure Day Sail with General Admission
4 hours
from $85
4.9
(28)
2-Hour Morning Sail in San Diego
2 hoursFree Cancellation
from $95
Likely to Sell Out
5.0
(4)
San Diego Private Yacht Charter on a Classic Sailboat
2 hours 30 minutesFree Cancellation
from $675
Per group
San Diego Bay Private Sail | French Yacht | Champagne Included
2 hours 30 minutesFree Cancellation
from $975
Per group
Likely to Sell Out
Tall Ship Adventures include a few surprises! Cover your ears!
4.3
(6)
Tall Ship Adventure aboard the Schooner Californian with General Admission
4 hours
from $85
Likely to Sell Out
Breaching Humpback!
4.8
(2,427)
San Diego Whale Watching Cruise
4 hoursFree Cancellation
from $85
5.0
(1)
San Diego Bay Sail Aboard a French Yacht: Champagne Included
2 hours 30 minutesFree Cancellation
from $239
Sailing Charter San Diego
5.0
(2)
Sailing Charter on san diego bay for up to 6 guests
2 hours
from $199
Per group
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54
Private Sailing Tour -2 Hour (Up to 12 Passengers)
2 hoursFree Cancellation
from $1,200
Per group
12
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San Diego’s bay is popular with sailors, from the Navy to captains of private yachts. Experience sailing yourself with one of several San Diego sailing tours. Choose from classic boats, Catalina-style boats, private or small-group sails, and more to experience the water however you like. Some San Diego sailing tours offer snacks and soft drinks; others offer booze or bring your own. There is also the choice of fully-catered, luxury sails, where you don’t need to lift a finger.

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