Sail San Diego Bay Aboard The Liberty

Book Your Memorable Sailing Experience Now

San Diego Sailing Adventures offers you the opportunity to sail aboard a 1904-styled Friendship sloop, which is sure to prove an unforgettable experience. Our focus is to provide small, intimate groups the chance to explore the beautiful San Diego harbor while using traditional sailing techniques aboard a traditional vessel unlike any other. We are the only classic small-group charter sailboat in the area, so check out our different San Diego Bay tours below and book a sail today.

Why Sail With Liberty?
A Unique Sailing Boat
Small Tour Groups
Sailboat Yacht in San Diego Bay

A Boat Steeped in History

Sail Aboard The Classic Yacht "Liberty"

Book a tour with us and sail in style aboard a replica of a 1904 Friendship sloop, which will leave you with memories that will last a lifetime. Let the wind, waves, and tides guide you on a one-of-a-kind experience. Liberty is a classic yacht that is a breathtaking sight under sail and features intricate rigging, bronze fixtures, and rich, highly crafted woodwork that reveals the magnificent craftsmanship of a time gone by.

Take Our Guests’ Word For It

Team Building on Liberty

If you’re looking for team-building activities in San Diego then look no further than San Diego Sailing Adventures. Turn your staff into a crew and strengthen inter-team connections with a fun and adventurous activity with us today! We offer two types of team-building activities aboard our classic sailing yacht Liberty, check out your options here.

Your San Diego Sailboat Charter Experts


San Diego Sailing Adventures is a family-owned microbusiness that began life in 2015 when we started hosting tours aboard our classic Friendship sloop. We bought the vintage sailing yacht in 2014 and after a 1.5-year rebuild, we have been sailing ever since. We believe our guests will love our sailing experiences around the calm and scenic waters of San Diego thanks to our small-tour groups, unique sailboat, and experienced captain.

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We’re Happy To Answer Your Questions!