Winthrop, Massachusetts Boat Rentals & Yacht Charters

Winthrop Reviews

1. BH

   Betsy

   Luxury Charter on Peningo - 50' World Class Sailing Racer/Cruiser in Boston

   Oh what a night! We had a fantastic time on our sailing trip with Jake and his crew. They picked us up right on time, we had a perfect sale, and they even gave us some extra time at the end. The views of Boston were perfection, the sale was smooth and we felt very well taken care of by the entire crew the whole time! It really could not have been any more perfect. We highly recommend!

2. NL

   Nicole

   Boston Harbor Cruise with Grady-White 272 Sailfish Yacht

   Chuck is awesome! We rented with him for my birthday and had an amazing time. His communication is awesome! The boat is super clean and spacious. The bathroom on board was an amazing plus. 10/10 experience

3. ke

   katlyn

   Luxury Cruise on Holiday Mansion 39 Barracuda in Chelsea

   We had such a great experience! They were incredibly accommodating, friendly, and easy to communicate with from start to finish. They made everything simple and made sure we had a fantastic time on the water. The whole trip was fun, relaxing, and well organized. We would absolutely book with them again and highly recommend them to anyone looking for a great boat day!

4. mb

   marlena

   Sea Ray 310 (33ft) - Boston Harbor & Surrounding Islands

   ⭐⭐⭐⭐⭐ We had an absolutely amazing experience with Captain Morgan! From the very first communication to the end of our trip, everything was handled professionally and smoothly. Captain Morgan was friendly, welcoming, knowledgeable, and made us feel comfortable and safe throughout the entire charter. He was flexible, accommodating, and truly went above and beyond to make sure our group had the best possible time on the water. The boat was beautiful, well-maintained, and exactly as described. Every detail was taken care of, allowing us to relax, celebrate, and enjoy the day without any worries. Our trip was the highlight of our celebration, and the memories we made will stay with us for years to come. If you’re looking for a boat charter with exceptional service and a captain who genuinely cares about his guests, I highly recommend Captain Morgan. Thank you for an unforgettable experience!

5. KS

   Kim

   Boston Harbor Cruise with Grady-White 272 Sailfish Yacht

   If I could give the experience 10 stars I would. Chuck was outstanding to work with and made our experience very memorable. We look forward to using him again next time we are in Boston.

6. JG

   Jeremy

   Boston Harbor Cruise with Grady-White 272 Sailfish Yacht

   We had a wonderful afternoon touring the outer harbor islands, enjoying the lighthouses, spotting seals, and even pulling up lobster traps. Chuck is very friendly and his boat is comfortable and well-equipped. Looking forward to arranging a fishing trip with him in the future.