Sailing Cruises in San Diego, CA

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A sailing cruise in San Diego, CA is sure to be a fantastic opportunity to experience the sparkling waters in the area.
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San Diego Sailing Cruises

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Sunset Sail Tour
Go on a 2-hr and 30-minute cruise on a sailboat from San Diego and travel two miles out to see the beautiful San Diego skyline and visit historical landmarks like Coronado Island and the Star of India flagship when you go on a Classic Sailboat Sunset Sail.
Available 34 days between Sep 19, 2018 & Nov 3, 2018 View Schedule
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The San Diego Bay is a tour by boat. There are many beautiful water sites to see. This is a once in a lifetime experience. The tour provides snacks and drinks. The tour is a small group and lasts for three hours.
Available 129 days between Now & May 31, 2019 View Schedule
Friends on a Friendship Sloop
The best sailing cruise in San Diego, California, is The Classic Sailboat Afternoon Harbor Tour, on this tour snacks and beverages are included, you will get to see the Maritime Museum, the Coronado Bridge, the USS Carl Vinson and more.
Available 18 days between Sep 22, 2018 & Dec 30, 2018 View Schedule
Sail into a Sunset
Take a boat ride on your Endless Summer Sailing cruse from Harbor Island in San Diego with a driver and guide. You will see the San Diego Harbor and some wildlife on this three hour boat cruise. This cruise includes bottled water, soda, beer, wine, cheese, crackers, chocolates and snacks.
Available 256 days between Now & May 31, 2019 View Schedule
See the sights from a 1914 replica Friendship sloop
I found a great private sailing opportunity here in San Diego, California and I jumped all over the chance to learn about sailing and to take in the beautiful waters, the unique coastal sights, and dolphin watch too.
Available 64 days between Oct 6, 2018 & May 12, 2019 View Schedule
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I love this day I am doing my first sailing cruise where we left the dock and sailed out to the Pacific Ocean and it is so freeing to be out here looking for whales and other ocean life.
Available 134 days between Now & Mar 31, 2019 View Schedule
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The San Diego Small-Group Sail will give you an interesting experience like no other where you'll be able to sale across the beautiful ocean waters with a group of people and experience the joys of sailing in the beautiful weather.
Available 123 days between Sep 19, 2018 & May 31, 2019 View Schedule
Below Deck
There are sailing cruises available in which you will get a chance to tour and see how it feels to sail in San Diego while taking pictures and sipping wine with a relaxing atmosphere that you will enjoy with your spouse.
Available 105 days between Now & Dec 31, 2018 View Schedule
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