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    May on the Bay Charters

    5.0 (10 reviews)
    Closed 9:00 am - 6:30 pm

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    On the boat w capt ryan!
    Elizabeth R.

    TL;dr Ryan made our special day perfect. Context- I surprised the love of my life with a proposal and had a private cruise with Ryan scheduled afterward. I let Ryan know the deal. He got champagne and snacks for us and was the first person we celebrated our engagement with. Not only is he an amazing business owner and captain but he's also a great guy. You'll leave the boat with a lifelong friend. I'm so happy I chose May on the Bay for our big day and LOVE the fact that Ryan is forever a part of our story. Thanks again man. I can never properly thank you for making our day perfect.

    Sausalito sunset
    Liz O.

    What a spectacular experience! Ryan was a wonderful host and is a very experienced sailor. We had a great evening on the boat with wine, cheese and live music coming from jazz night on the shore in Sausalito. The boat is spacious enough for 6+ comfortably and the ride was smooth. Highly recommend his service - I will definitely be taking friends and family out with him when they visit.

    Hello Karl

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    3 years ago

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    5 years ago

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    7 years ago

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    8 years ago

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    8 years ago

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    6 years ago

    Highly recommend! Beautiful boat and knowledgeable captain, all around amazing experience and we look forward to going out again.

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    9 years ago

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    Ask the Community - May on the Bay Charters

    Review Highlights - May on the Bay Charters

    Ryan was great about sharing his knowledge of sailing and made it feel like something I could actually pursue.

    Mentioned in 8 reviews

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    SF Bay Adventures

    SF Bay Adventures

    4.7
    (97 reviews)
    0.1 km

    We enjoyed our second sail on The Schooner Freda B out of Sausalito tonight. It was a perfectly…read morewonderful sunset sail on SF Bay. Previously, we took the Freda B on the Wildlife Morning Sail in 2024, which was also fantastic. What makes the Freda B special is the crew. The vessel itself is gorgeous--even the "head" is great! From the moment you board and are greeted by the crew, you know you're in good hands. The safety instructions are thorough, and the crew immediately puts you at ease before setting off. Whether you have a clear night or a little fog (like tonight), the skies are beautiful, the Golden Gate Bridge is magical, and San Francisco twinkles in the distance. The crew meets your every need with kindness, excellent service, and genuine interest in you as a passenger. They're also an interesting bunch--just ask them about themselves! Hot (chocolate!) and cold beverages are available for purchase, including adult beverages. For out of towners...Wear and bring layers. Jacket + sweater/fleece, long pants, beanie hat, gloves if you have them. Blankets available onboard. This is SF Bay 12 months a year - always chilly and the sail is worth every layer of clothing. We celebrated my birthday tonight, and it was perfect. Thank you!

    The Freda B and its crew took our dream of a wedding on a sailboat and made it into a reality. The…read morecaptain was prepared, thoughtful, and ready to help us with all of our needs. The crew was all smiles, good cheer, and skillful work. They carefully crafted an amazing experience, allowing us to get married with the Golden Gate Bridge and the bay as our backdrop. We could not have asked for a more magical wedding.

    Photos
    Guests Capturing Photos of the Gorgeous Sunset Aboard Schooner Freda B
    Guests Capturing Photos of the Gorgeous Sunset Aboard Schooner Freda B
    View Aboard the Deck of Schooner Freda B on a Saturday Night Sunset Sail
    View Aboard the Deck of Schooner Freda B on a Saturday Night Sunset Sail
    Captain Paul on the Helm in front of the Golden Gate Bridge

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    Captain Paul on the Helm in front of the Golden Gate Bridge
    Captain Kirk's San Francisco Sailing

    Captain Kirk's San Francisco Sailing

    5.0
    (679 reviews)
    1.5 km
    Family-owned & operated
    Kid friendly

    Captain Kirk's helped me with the ash burial of my mother, which I had faced with trepidation. Sue…read morein the front office was hardworking and kind. The captain of the boat, Rowan, made a difficult experience better. He used his phone and speaker to play the music she had wanted for her funeral. She had also wished to be in the Pacific and have peonies be part of her ceremony. He chose a cove near the Golden Gate Bridge, where the waters of San Francisco Bay mix with those of the Pacific. The currents would take her out to the Pacific, where she hoped to be, recalling her young womanhood in Santa Monica. I didn't want to scatter her ashes--having to lose one more thing of hers, and I also wanted to avoid the risk of the ashes blowing back on us--so I bought a biodegradable container. Rowan offered to set it in the water for me, along with the peonies. I watched it until it sank. Rowan circled the boat long enough to allow me to see it until I was comfortable with leaving. Thank you.

    Outstanding experience!!! I would give 100 stars if I could. We used them for scattering my dad's…read moreashes (he was a big time sailor) and they were phenomenal. Our captain, Mark and first mate, Ruby, checked in as we sailed out to see if we wanted to try to go under the Golden Gate Bridge as the weather started a bit rough. But we did and it was magical! Everyone (many who never sailed before) and those who had loved the entire experience! We plan on going back for a fun adventure soon! Thanks so much!!!

    Photos
    Captain Kirk's San Francisco Sailing
    Captain Kirk's San Francisco Sailing
    Our sailing boat

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    Our sailing boat

    May on the Bay Charters - sailing - Updated June 2026

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