Great sailboat rentals near Boston, Massachusetts.

Sailing Reviews in Boston

1. 

   Jen

   Cal 36 Sailboat Rental in Marblehead, Massachusetts

   My sister and I had a wonderful time with Captain Allan and we had perfect weather all day. He was very knowledgable about the local area and a very skilled captain, making us feel comfortable throughout the whole experience. We played music and had such a great time talking with him. Would absolutely recommend and definitely use Captain Allan again.

2. CM

   Charneyee

   Sail Gloucester Harbor and Beyond on a Private 36ft Sailing Catamaran!!

   One word! Amazing. Hospitality, equipment. Boat, just beautiful. Me and my family enjoyed every moment. Thank you Capt. Lu 20/10

3. 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!

4. VL

   Vincent

   Sail with us aboard our 64’ sailing yacht Artemis. Gloucester MA. Meal included!

   I booked a trip for my niece and nephew to scatter their mom's (my sister's) ashes. They were very pleased with the service, and it was a perfect day. Communication was fantastic, and the crew was very receptive to their needs. Don't hesitate to book with them!

5. 

   William

   Sail with us aboard our 64’ sailing yacht Artemis. Gloucester MA. Meal included!

   2nd sail w/ Rick & Deb. They are warm and entertaining hosts and their boat is a beauty. Wonderful sail last night and we were lucky to catch some wind and get up to 8 knots. A delicious charcuterie board was included. Highly recommend sailing the Artemis with Rick & Deb.

6. 

   David

   Sail with us aboard our 64’ sailing yacht Artemis. Gloucester MA. Meal included!

   Rick and Deb create an unmatched experience. Once someone experiences 64’ and multiple sails propelling one through the water…. The comforts, viewing and lounging locations onboard…and the company/conversation with the captain/first mate (Rick and Deb). Anyone will consider this one of the greatest values and investments in experience they have made in a long time. Highly recommend.