A classic-yacht sunset sail with drinks and San Diego Bay views
2.5 Hours
Up to 6 people
Craft beer, wine, snacks
Sail San Diego Bay aboard Liberty, a replica 1904 gaff-rigged Friendship sloop. Take in waterfront landmarks as daylight fades and learn about the bay from an experienced captain.
Cancel up to 24 hours before departure at no charge. Cancellations within 24 hours of departure or no-shows are responsible for the full charter or cruise amount. Weather cancellations are determined by the captain; if the trip cannot be rescheduled, you will not be charged.
Product ID: YYBAD6
Our Harbor Island location at Sunroad Resort Marina is within a 5-minute walk to three waterside restaurants; C-Level (bistro), Island Prime (steaks and seafood), and Coasterra (modern Mexican). Tom Ham's Lighthouse seafood restaurant is at the other end of Harbor Island (1 mile, 20 mins on foot). The Boathouse Restaurant (surf n' turf) at Harbor Island West Marina is a bit closer with marina-side views.
You may cancel your reservation up to 24 hours prior to departure at no charge. If you cancel within the last 24 hours or fail to show up at boarding, you will be responsible for the full amount. Weather-related cancellations will be determined by the captain. If your cruise is canceled due to weather and we cannot reschedule to your satisfaction, you will not be charged.
Yes, you may bring snacks and/or beverages, though red wine is not allowed as it can stain the vessel.
Safe Harbor Sunroad Marina, 953 Harbor Island Drive, San Diego, CA 92101, Gate #1, Docks A-D
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.
My wife and I spent a wonderful evening on the water with Captain Philip, and were lucky enough to watch the full moon rising over downtown shortly after sunset. Sailing on the Liberty was a beautiful experience. Highly recommended. Thanks!
Robert K. Brown
August 30, 2026
My wife and I spent a wonderful evening on the water with Captain Philip, and were lucky enough to watch the full moon rising over downtown shortly after sunset. Sailing on the Liberty was a beautiful experience. Highly recommended. Thanks!
Robert K. Brown
August 30, 2026
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