Private sail on San Diego Bay with snacks and drinks for up to six
2 1/2 hours
Up to 6 people
Drinks, snacks, restroom
Reserve a classic yacht for a private sail on San Diego Bay with your group of up to six. Enjoy a relaxed on-the-water tour with an experienced captain.
A liability waiver signature is required for all passengers. Children are welcome and pets are not allowed. Gratuity for the captain and parking are not included.
This booking is for the whole experience, which fits up to 6 guests.
Cancel up to 24 hours before departure at no charge. Cancel within 24 hours or no-show and you pay the full amount. Weather cancellations are decided by the captain; if canceled due to weather and you cannot reschedule to your satisfaction, you will not be charged.
Arrive 15 minutes before departure so you can leave the dock on time.
Parking is not included and costs approximately $12. Gratuity for the captain is not included.
Wear rubber-sole shoes (no high heels or black soles). Bring a jacket, sunscreen, a hat, and a camera.
955 Harbor Island Drive, San Diego, CA
Captain Phil is the real draw here, and it shows in nearly every review. Guests consistently rave about his warmth, humor, and deep knowledge of San Diego Bay, its naval history, and the boat itself. The vessel is a beautifully restored replica of a 1905 sloop, and Phil did much of the restoration work himself, which adds a genuinely interesting layer to the experience. The sunset cruise format lends itself to small, intimate groups, which most guests seem to appreciate. Snacks and complimentary drinks are included, and Phil has even been known to store luggage for guests catching flights. Wildlife sightings like dolphins and sea lions come up more than once, which is a nice bonus. Across the board, reviews reflect a relaxed, personal atmosphere that feels a world away from the typical tourist boat tour.
Went sailing with Captain Phil on this little classic yacht LIBERTY. Rigged so he can do everything by himself, this vessel performs well in light wind while Phil and the other passengers enjoy every minute on the water. If you even THINK you might want to go sailing on San Diego Bay, book this ride!
Dav!d Berg
July 2, 2026
Went sailing with Captain Phil on this little classic yacht LIBERTY. Rigged so he can do everything by himself, this vessel performs well in light wind while Phil and the other passengers enjoy every minute on the water. If you even THINK you might want to go sailing on San Diego Bay, book this ride!
Dav!d Berg
July 2, 2026
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