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Great sailboat rentals near Boston, Massachusetts.

Average of 7 reviews in this area.
6 listings

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 customer reviews for Sailing in Boston.

  1. LD
    Lisa
    City Tour in Boston

    Peter was an excellent captain and made my husband's 60th birthday sail fantastic! Peter helped me organize food and drinks for the trip and customized our day based on what my husband wanted. Highly recommend this boating experience!!

  2. JC
    Joel
    City Tour in Boston

    For something a little more different than the norm, definitely spend a little more for a wonderful memory with loved ones. Beautiful scenery, amazing crew and most definitely worth every penny.

  3. CB
    Chase
    City Tour in Boston

    Do it - unreal views and great experience

  4. VN
    Vanessa
    City Tour in Boston

    Amazing experience. Recommend highly!