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    Great sailboat rentals near Boston, Massachusetts.

    Average of 59 reviews in this area.
    5 listings

    Top Destinations Nearby

    GetMyBoat customer reviews for Sailing in Boston.

    1. Philip
      Philip
      I offer sailing charters on Cal 36 Sailboat. We sail around the islands of the Gold Coast of Boston’s north shore. I will come to Boston ,if I am available on your charter date.

      Captain Allen is an amazing captain great with kids and adults alike. Loved sailing with him and his stories were incredible. He taught me much about sailing the ship I feel I can almost sail myself with a small crew. Also fell in love with his 1967 sailboat I need one in my life! I could do this every day and I just might do that. He made our send off of out Father one of the best days we could have ever asked for. It really was the perfect day! Hope to see u soon onour next adventure. First m8 Phil out! 🤙☮️♥️

    2. OM
      Olivia
      I offer sailing charters on Cal 36 Sailboat. We sail around the islands of the Gold Coast of Boston’s north shore. I will come to Boston ,if I am available on your charter date.

      Sailing with Captain Al was a wonderful experience. The entire Marblehead area was so beautiful to see from the water and Captain Al was a very informative guide. The sailboat, Emma Rose, was so picturesque, it really felt like we were in a movie. This is certainly an experience we will remember for a lifetime.

    3. Peter
      Peter
      I offer sailing charters on Cal 36 Sailboat. We sail around the islands of the Gold Coast of Boston’s north shore. I will come to Boston ,if I am available on your charter date.

      This was a great charter, sailing around the islands about Marblehead and having great conversation about the area, sailing, and life in general. The charter started on time and the weather turned out to be great. Winds were off and on but we had some great heeling action. Totally recommend Captain Allan for a special afternoon charter!

    4. CA
      Ciara
      I offer sailing charters on Cal 36 Sailboat. We sail around the islands of the Gold Coast of Boston’s north shore. I will come to Boston ,if I am available on your charter date.

      A must do experience with Captain Allan. He was the best host we could have asked for and went above and beyond for us! This was a memorable and well worth it experience in MA - 10/10 would recommend

    5. Sreenivasan
      Sreenivasan
      Private Charters on Classic 80' Schooner yacht in Salem, Massachusetts

      Excellent sail boat and amazing crew. We had an unforgettable experience. The When & If… is a beauty! Thank you Capt. Seth & team of pirates :)..

    6. PS
      Phanaphat
      I offer sailing charters on Cal 36 Sailboat. We sail around the islands of the Gold Coast of Boston’s north shore. I will come to Boston ,if I am available on your charter date.

      Allan was super nice and friendly and he let me drive the sailboat!! Thanks for give us the best experience!!!!❤️

    Boating Guide - Boston Sailing

    Step onboard a sailboat for an unforgettable experience in Boston, Massachusetts.

    Get ready for a fun adventure when you hit the open water onboard a sailboat in Boston, Massachusetts. Rent or charter a sailboat with or without a captain and experience the joy of exploring the water by wind power. From hourly, half-day, full-day or multi-day sailing excursions, you are sure to create memories that will last a lifetime. Boston, Massachusetts is a wonderful sailboat rental destination.

    Using GetMyBoat to rent your next sailboat.

    Experiencing the water has never been easier thanks to GetMyBoat. GetMyBoat allows you to quickly search, compare prices, submit rental inquiries, and pay for your rental or charter from the convenience of your phone or computer. We offer a secure platform for renters to facilitate a seamless rental transaction. For boat owners, we connect millions of renters to their boat and provide the security and safe checks on each rental transaction.

    Search for the perfect experience now and book your dream day out on the water.

    GetMyBoat has 5 listings for Sailing experiences in Boston with 59 reviews.

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