Cruise San Diego Bay, swim in Glorietta Bay, and explore your preferred route
4 hrs
Up to 12 people
Captain, drinks, snacks
Set your own course on a private sail through San Diego Bay. Cruise past waterfront landmarks, anchor in Glorietta Bay for a swim, and enjoy time on the water with your group.
Receive a full refund when you cancel at least 48 hours before your booking. Sailings operate rain or shine; rescheduling is available if weather is unpleasant.
Product ID: CFZPSH
No. Bareboat charters do not automatically include a captain. You can choose a USCG-licensed captain familiar with the program.
Bring warm layers, a hat, sunscreen, and removable shoes. Go barefoot for stability, or bring non-slip socks or clean boat shoes.
Bring your own food and soft drinks. Light alcohol is allowed in moderation; hard liquor and red wine are not allowed.
Sailing San Diego Bay with this crew is a genuinely special experience, and the reviews make that pretty clear. Captains Paul, Beau, and Gus all earn high praise for being knowledgeable, welcoming, and great at pointing out landmarks along the way without turning it into a lecture. The boat itself is consistently described as clean, roomy, and comfortable, with thoughtful extras like snacks, drinks, and blankets already on board. Groups tend to keep things on the smaller side, around six people, which seems to be the sweet spot for feeling like a private outing rather than a crowded tour. Routes typically take in iconic spots like the Coronado Bridge, the Midway, and the Unconditional Surrender statue, offering a perspective of the city that you simply can't get from shore. Communication ahead of the trip is solid too, with clear instructions on parking and where to meet, which takes the stress out of arrival. Whether it's a sunset sail, an anniversary, or just a fun Friday afternoon with friends, this seems like one of those San Diego experiences that consistently delivers. With a near-perfect rating across hundreds of reviews, it's hard to find a reason not to book.
We couldn’t have asked for a better experience and would absolutely recommend this company to anyone looking for a beautiful, relaxing, and unforgettable sail. And a huge thank you to Captain Gus for taking us out on sail!😊
Alondra
August 27, 2026
We couldn’t have asked for a better experience and would absolutely recommend this company to anyone looking for a beautiful, relaxing, and unforgettable sail. And a huge thank you to Captain Gus for taking us out on sail!😊
Alondra
August 27, 2026
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