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28 results

Best Seller
4.9
(605)
Small-Group San Diego Sunset Sailing Excursion
3 hoursFree Cancellation
from $127
Likely to Sell Out
4.9
(146)
Daytime Sailing Along San Diego's Skyline
2 hoursFree Cancellation
from $99
4.9
(615)
Sunset Sail Along the San Diego Skyline
2 hoursFree Cancellation
from $109
5.0
(96)
2.5-Hour Small-Group Catamaran Sailing Adventure with Drinks
2 hours 30 minutesFree Cancellation
from $119
5.0
(267)
Deluxe Sunset & Day Sail Small Group
2 hours 30 minutesFree Cancellation
from $119
Likely to Sell Out
4.9
(43)
Private Sailing Charter on San Diego Bay
3 hoursFree Cancellation
from $475
Per group
Likely to Sell Out
Chart your course to excitement with SailLiberty!
4.9
(338)
San Diego Small Group Sunset Sail Vintage Yacht Maximum 6 Guests
2 hours 30 minutesFree Cancellation
from $135
5.0
(250)
2.5-Hour Small-Group Catamaran Sail with Drinks
2 hours 30 minutesFree Cancellation
from $119
Likely to Sell Out
5.0
(67)
Deluxe Day Sail in San Diego
2 hours 30 minutesFree Cancellation
from $119
4.9
(27)
2-Hour Morning Sail in San Diego
2 hoursFree Cancellation
from $95
Special Offer
5.0
(1)
San Diego Bay Sail Aboard a French Yacht: Champagne Included
2 hours 30 minutesFree Cancellation
from
$191
$239
Price varies by group size
Likely to Sell Out
Sip and relax with friends
5.0
(540)
Small-Group San Diego Afternoon Sailing Excursion
3 hoursFree Cancellation
from $116
Likely to Sell Out
Liberty is a True Classic
5.0
(80)
Relaxed San Diego Sailing Aboard a Vintage Yacht Small Group 6max
2 hours 30 minutesFree Cancellation
from $135
5.0
(23)
Spectacular Sunset Sail on San Diego Bay
2 hoursFree Cancellation
from $120
Price varies by group size
Likely to Sell Out
Family out on the deck enjoying sailing on a sunny day
5.0
(67)
Private Day Sailing Experience in San Diego up to 12 guests
2 hours 30 minutesFree Cancellation
from $235
Special Offer
San Diego Bay Private Sail | French Yacht | Champagne Included
2 hours 30 minutesFree Cancellation
from
$1,199
$1,499
Per group
5.0
(171)
2-Hour Private Sailing Experience in San Diego Bay
2 hoursFree Cancellation
from $675
Per group
Likely to Sell Out
5.0
(4)
Private San Diego Yacht Sail Up to 6 Guests
2 hours 30 minutesFree 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
4.5
(3,069)
San Diego Harbor Cruise
2 hoursFree Cancellation
from $37
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54
Private Sailing Tour -2 Hour (Up to 12 Passengers)
2 hoursFree Cancellation
from $1,200
Per group
Likely to Sell Out
Family out sailing, visiting the san diego seals. Dad and daughter go out to the front to see the seals closer
5.0
(33)
San Diego Private Morning Sail up to 12 guests
2 hours 30 minutesFree Cancellation
from $495
5.0
(16)
Spectacular Afternoon Sail on San Diego Bay
2 hoursFree Cancellation
from $120
Price varies by group size
Likely to Sell Out
4.8
(2,402)
San Diego Whale Watching Cruise
4 hoursFree Cancellation
from $85
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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