Drag the slider to set a maximum price.
Up to $10,000+
Group size
United StatesMassachusetts

Awesome cruising monohull rentals in Massachusetts, United States.

Average of 21 reviews in this area.
11 listings

Rent a cruising monohull boat for a fun day exploring on the water in Massachusetts.

Massachusetts is a great place to rent or charter a cruising monohull. Sailing on a cruising monohull is always a good time - the boats have a sleek design and a single hull, making it easy to cruise through the waves. Whether you're sailing for leisure or looking for some friendly competition, cruising monohulls are the perfect choice. Choose from a range of sizes depending on the size of your group and desired event. A captain and crew can help you sort out the perfect itinerary for your boat day in Massachusetts.

Using GetMyBoat to rent your next cruising monohull.

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 Cruising Monohull in Massachusetts.

  1. AG
    Angelique
    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

    We had such a wonderful time aboard the Emma Rose with Captain Allan! We took my father for his birthday, in May and had such a wonderful time! We were able to pack a picnic, and were able to get really hands on with the sailing, and learned so much! The trip was so relaxing and refreshing! My dad still talks about how wonderful that day was, and how much he learned! Captain Allan is great with communication before hand as well, and answered all our questions promptly! We had an amazing sail around the north shore and are looking forward to planning our next sail with Captain Allan! We would highly recommend!

  2. AK
    Alex
    42' Sailboat "J/42 Affinity" Cruising Monohull Sailing Charter in Newport, Rhode Island

    Tony is the special person that would make your journey totally unforgettable. Especially, if you have your kids with you. He is a great teacher and mentor for any ages! This is one of the memorable experiences you want to have in your life at least once to make it worthy!

  3. JH
    Jeanne
    42' Sailboat "J/42 Affinity" Cruising Monohull Sailing Charter in Newport, Rhode Island

    Great two days on the boat with Anthony! He's a terrifically experienced captain and an interesting, fun, nice guy. A really patient teacher too, as we hoped to learn a bit more about sailing. Super accommodating, wanted to do whatever we wanted and was really invested in making sure we had a good time. Would definitely recommend to a friend.

  4. JM
    Jamie
    Experience Newport RI with us! - Charter "Hope San" Sailing Yacht

    I can’t stress enough how amazing this was! First off Patrick and his wife were the best hosts/captains. They told us a lot about the area while we were sailing and they made sure we were comfortable the entire trip. The boat is beautiful! Also it being Labor Day Weekend it was nice to just have the boat to ourselves away from the crowds! We got to watch the sunset on the boat and it’s probaly one of the best sunsets we’ve ever seen. I would recommend this experience to anyone!

  5. MB
    Matthew
    42' Sailboat "J/42 Affinity" Cruising Monohull Sailing Charter in Newport, Rhode Island

    Captain Tony was completely accommodating from my initial inquiry right through to waiting for us to return to collect my daughters hat she accidentally left behind. A fabulous day, we will definitely refer our friends and return ourselves!

  6. 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!!