Sail San Francisco Bay your way, with time to take the helm or relax aboard
3 or 4 hours
Up to 20 people
Private yacht, captain, sailing
Sail San Francisco Bay on a private yacht with a captain, taking part in sailing or simply enjoying the ride. Routes are flexible and shaped by winds, currents, and the sights you want to explore.
Cancel 7+ days before: 15% service fee; within 1 week: 50% cancellation fee; within 24 hours: 100% fee only if the slot cannot be rebooked. Full refund if the operator cancels due to weather.
Dress in layers: long pants, long sleeves, plus a sweater and a windbreaker at a minimum. Wear rubber-soled shoes like sneakers. Do not wear cowboy boots, sandals, or heels.
Bring your own simple foods (finger foods recommended). You can bring a moderate amount of beer and white wine. Do not bring red wine or hard alcohol.
You will get the designated captain’s name and contact information a couple days before your trip.
310 Harbor Drive, Sausalito, CA 94965
Captain Kirk and his rotating crew of experienced sailors have built something genuinely special on the San Francisco Bay. Reviews consistently highlight how personalized and flexible the experience feels, whether it's a sailing lesson shaped around what you actually want to learn, a family outing where an 86-year-old gets to sit on the bow beaming, or a corporate team event that people are still talking about afterward. The crew names pop up repeatedly in glowing terms, with Rowan, Efe, Ruby, and others praised for being knowledgeable, warm, and genuinely fun to be around. A notable portion of their work involves ash scattering and memorial services, and the care they bring to those trips is remarkable. Families describe feeling unhurried, respected, and supported through something incredibly difficult, with the Golden Gate Bridge as a backdrop that somehow makes the moment feel right. Wildlife sightings, dolphins, seals, whales, and sea lions, show up across many reviews as a happy bonus for all kinds of trips. One mechanical issue mentioned in a review was handled so well it actually reinforced confidence in the crew rather than undermining it.
Amazing!!! Professional and personable, I highly recommend Captain Kirk San Francisco Sailing!!!
Terri Mendoza
June 29, 2026
Amazing!!! Professional and personable, I highly recommend Captain Kirk San Francisco Sailing!!!
Terri Mendoza
June 29, 2026
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