Phenomenal – Captain Phil is a master captain who provides a beautiful, safe, memorable, sailing experience in a unique, exquisitely maintained vintage sloop.
Sail San Diego Bay Aboard The Liberty
Book Your Memorable Sailing Experience Now
Embark on a remarkable adventure with San Diego Sailing Adventures and experience the thrill of sailing aboard our unique 1904-styled Friendship sloop. We specialize in providing intimate group tours that allow you to discover the stunning beauty of San Diego harbor while using traditional sailing techniques on a one-of-a-kind vessel. As the only classic small-group charter sailboat in the area, our focus is on providing an experience that you won’t find anywhere else. Browse our range of San Diego Bay tours below and book your sail today.
Sunset Cruise
Afternoon Sail
Private Charter
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
This was my first trip to San Diego and first time sailing. Hands down this was the best part of the trip! The views and boat were beautiful to see, the drinks/snacks were delicious, and a baby whale even paid us a visit too. Read more…
Amazing tour! We had a blast and couldn’t have asked for a better captain! Phil loves what he does and it shows! We learned so much about the area as well! Absolutely beautiful 🙂
My boyfriend and I had such an amazing time on this sail!! Captain Phillip is hilarious, his boat is beautiful, and the other couples we were with fun to talk to – we had such a great time chatting and laughing, even went out for drinks with one of the couples afterwards!
The weather was amazing and the quiet sail was just the environment for conversation and two years of catch up. The sights were so lovely seen from the bay. Can’t recommend this highly enough.
We had an amazing time during the Classic Sunset Sail. Was not expecting the length of the trip to be so long and enjoyed every minute of it. The conversations with everyone was refreshing and the views of the sunset were awesome!
Your San Diego Sailboat Charter Experts
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.
Read What Captain Phil Has To Say
