Find the best boat rentals near Gloucester, Massachusetts.

Average of 22 reviews in this area.
1 - 18 of 20 listings
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Find top rated boat rentals in Gloucester, Massachusetts.

Gloucester, Massachusetts is a great place to rent a boat. You can rent or charter a small motorboat, sailboat, houseboat, or even a yacht. Take in the beautiful scenery and spend quality time with your friends and family while having the perfect day on the water. From birthday celebrations and bachelor or bachelorette parties to family vacations, Gloucester, Massachusetts is the perfect boat rental destination.

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GetMyBoat customer reviews for boat rentals in Gloucester.

  1. JF
    Jim
    Sailing Charters On 36ft "Emma Rose" Sailboat In Winthrop, Massachusetts Listed Marblehead but traveling to Boston, you will be able to Book from both Locations

    Captain Allan was amazing! We had so much fun on the ship (which was very impressive). He taught us how to sail and gave us privacy to enjoy the ocean. Amazing experience.

  2. DV
    Davide
    Sailing Charters On 36ft "Emma Rose" Sailboat In Winthrop, Massachusetts Listed Marblehead but traveling to Boston, you will be able to Book from both Locations

    The best sailing I've ever had. Captain Allan is super friendly and knowledgeable, he showed us around the harbor and shared many stories. Wanna go back already!

  3. CP
    Cristal
    Charter 50ft "Frayed Knot" Cruising Monohull In Manchester-by-the-Sea, Massachusetts

    This was the highlight of our entire trip. Claude and his wife are extremely knowledgeable and amazing hosts. We got to see amazing structures and islands and even learned some interesting facts. We got to swim and enjoy the beautiful waters. Claude even let some of us drive the boat (with supervision of course.) To top it all off we even got some complimentary goodies including some coozys and pens! Their hospitality was so incredible that it felt like we all knew each other for a long time. I will absolutely be booking the Frayed Knot next time we make this trip. Thank you again Claude and Judy!

  4. JB
    Jeanne
    Enjoy Fishing In Gloucester, Massachusetts With Captain Dana

    Captain Dana was AMAZING! It was our first time fishing for everyone in our party of 5. He was a great instructot and gave us a most memorable day! Would recommend him to all my friends and family.

  5. NS
    Nancy
    Enjoy Fishing In Gloucester, Massachusetts With Captain Dana

    We had a blast! Family outing for Father’s Day exceeded our expectations. Grandma’s first trip on the ocean, better than ever imagined. First fish ever caught, our son is now hooked on fishing! Thank you Captain Dana! We will back very soon 😎

  6. KW
    Katrina
    Enjoy Fishing In Gloucester, Massachusetts With Captain Dana

    Captain Dana is THE BEST! We had an incredible fishing trip with him, and my 9 year old son is in absolute awe of the fish we caught. Captain Dana is incredibly informative, patient, and fun. The boat was the perfect size for our group of 6.