What Makes SV Liberty Unforgettable

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Historic Mastery

Step aboard a lovingly crafted replica of a 1904 Friendship sloop—exquisitely detailed and restored for unforgettable voyages on San Diego Bay

Small Crew, Big Experience

With a cap of six guests per trip, you sail in comfort and intimacy—no crowds, no distractions.

Hosted by the Captain & Owner

Captain Phillip guides every journey. His passion, local insight, and warmth makes each sail a story you’ll cherish.

Local Beverages Included

Enjoy hand-selected craft beers and California wines as you relax in the ocean breeze.

Sailboat Yacht in San Diego Bay

A Boat Steeped in History

Sail Aboard The Classic Yacht "Liberty"

Book an unforgettable tour with us and sail in style aboard a stunning replica of a 1904 Friendship sloop, creating memories that will last a lifetime. Let the wind, waves, and tides guide you on a unique and breathtaking journey. Our classic yacht, Liberty, is a stunning sight under sail, featuring intricate rigging, bronze fixtures, and highly crafted woodwork that showcase the exceptional craftsmanship of a bygone era.

Take Our Guests’ Word For It

Your San Diego Sailboat Charter Experts

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San Diego Sailing Adventures is a family-owned microbusiness that was established in 2015, when we began hosting tours on our classic Friendship sloop. After purchasing our vintage sailing yacht in 2014, we spent 1.5 years rebuilding it, and have been sailing ever since. We take great pride in providing our guests with unforgettable sailing experiences through the calm and picturesque waters of San Diego, thanks to our small tour groups, unique sailboat, and experienced captain. Join us for an exceptional adventure that you’ll cherish for years to come.

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Read What Captain Phil Has To Say

San Diego Sailing Adventures

We’re Happy To Answer Your Questions!