The Ultimate Breakout Session
If you do one fun activity during your San Diego convention, do this!
Seriously, treat yourself to some time away from fluorescent lights and recycled air. Choose one of our popular ticketed sails, or grab your convention besties and unwind out on the bay with a private sail.
“If you’re at the convention and have a few hours to kill, do this. It’s a quick Uber from the center and worth every penny to see the city from the bay."
- Michael T
Popular Sailing Experiences
Multiple times to fit your schedule. Conveniently located near the Convention Center. Plus, everything is included: beer, soda, snacks. Just bring your SPF.
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Midday Sails
The wind is up, the boat’s moving, and the water’s looking real good. This is San Diego sailing at its peak.
Starting at $115
Most Popular
Sunset Sails
End your day right: on the water with your favorite people, drink in hand, under San Diego’s famous cotton-candy skies.
Starting at $126
Easy, Calm & Quick!
Morning Sails
Calm waters, mild wind, just two hours. Perfect if you’re short on time. And you just might spot some wildlife!
Starting at $94
Great for Events!
Large Group Sails
Bring all your favorite people aboard Maile—a stunning 50 ft. private sailing yacht that'll make your event a highlight of the year.
Special Private Sail!
4th of July Sail
Open water, drinks in hand, and your favorite people – this is how you do the 4th right!
Starting at $1007
Planning a corporate event?
Whether it’s a team outing, client event, or a well-earned break from the convention floor, we make it easy to plan and even easier to impress. Leisure sails, team building regattas, groups up to 100+; we handle the details so you look like a rockstar.
Best Way to Pivot from Work to Play
Our Location
We're conveniently located less than 20 minutes from the Convention Center, so getting here is a breeze.
2720 Shelter Island Drive, San Diego, California 92106
Sailing San Diego Bay Since 1988.
People come to San Diego – whether for a visit or for a lifetime – because they're looking for something special. That laid-back, unpretentious, SoCal lifestyle. When you sail with us, that's exactly what you'll find.
Cal & the Sail San Diego Team