11. Sunset sailing experience on San Francisco Bay
5.0· 25 reviews· 2 hoursTwo-hour interactive sailing from Sausalito, passing under the Golden Gate Bridge with stunning views of the city.
“Will was an excellent captain, providing a wealth of information and history during a wonderful day in the bay. I felt very secure and well taken care of. I even assisted with raising and lowering the sails. Sailing under the Golden Gate Bridge created a lasting memory.”— dougeN9100SP
22. Sailing on San Francisco Bay aboard the brigantine Matthew Turner
5.0· 2 reviewsTwo hours of sailing on the largest boat in the bay—views of the Golden Gate, Alcatraz, and local wildlife like seals and porpoises.
“I had a fantastic experience on the Matthew Turner as we sailed to Santa Cruz. Our first night began with a sail in the bay, where the crew introduced us to the boat. After a serene night anchored near Tiburon, we enjoyed a delightful meal. The following morning, we ventured out the Golden Gate and made our way to Half Moon Bay. The crew quickly resolved an anchoring issue, leading to another enjoyable evening in the harbor. On the next leg, our crew expertly trimmed the sails, allowing us to glide swiftly toward Capitola, where we spotted whales and numerous sea birds. Throughout our journey, the crew involved us in seamanship, teaching us to raise the sails, steer the boat, and understand the various systems onboard. My highlight was learning to use a sextant for sun sightings. On our final day, we sailed around Monterey Bay and concluded our adventure with a dinghy ride to Santa Cruz. This was an unforgettable voyage.”— Awesome-Sphere
33. Private sailing adventure on San Francisco Bay with views of landmarks
4.9· 9 reviews· 2 hoursTwo hours on a private sailing yacht — sail under the Golden Gate Bridge and take in views of Alcatraz, the city skyline, and Marin Headlands.
“Evan, our captain, was both friendly and knowledgeable, giving us the flexibility to customize our adventure by focusing on what interested us most. We set out at 5:30 PM in early March, and we were grateful to have bundled up for the cooler weather.”— Mike_W
44. Dinner or brunch on a vintage yacht in Sausalito
3.0· 2 reviews· 3 hoursBook an elegant 3-cabin yacht for a private dining experience on the bay, with options to customize your menu or bring your own.
“The listing is misleading; they do not provide the dining experience or menu with local chefs as advertised. I booked the boat for $500 for the evening, but it was only available before 2 pm, and we could only bring our own drinks, not food. The level of false advertising is unacceptable.”— Robert M
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