Chilmark, Massachusetts Boat Rentals

Chilmark Reviews

1. AN

   Alexis

   Martha’s Vineyard Private Sailing onboard 42ft Pearson Sailboat

   My husband and I booked this excursion with Mason and Lynn for the 4th of July weekend, and it was the best part of the entire weekend! Mason and Lynn were incredibly hospitable and caring, communicative, and thoughtful. Mason suggested taking the day to go to Cuttyhunk and it was worth it. We had the best lobster rolls of our lives and walked around the town. It was a magical day. The boat was beautiful and Mason and Lynn went out of their way to make sure we had a great day. Highly highly recommend!

2. ST

   Samantha

   Custom Sailing Charter - Newport/ Block Island

   We really enjoyed our sail with Candace, Stephanie and Matt - and we can't forget Eddie Spaghetti the daschaund! They told us a lot about the history of the area and made sure we were comfortable and well-taken care of on this sail. Many thanks to Stephanie too for the wonderful photos on the trip.

3. TI

   Tony

   Sunset Sail Buzzards Bay in a Classic Sloop!

   I recently had the pleasure of sailing with Captain Freddie on his boat for a surprise two-hour cruise with my girlfriend, and it was an unforgettable experience. From the moment we stepped aboard, we were treated to breathtaking views of Buzzard's Bay and a sense of tranquility that only the open water can offer. The scenic beauty of the surroundings was truly stunning, and we found ourselves captivated by the serene atmosphere that only a sailboat can provide. Freddie was an absolute delight and contributed significantly to the enjoyment of our trip. His friendly and attentive personality put us at ease, and his passion for sailing was evident throughout the journey. He told us all about his restoration of his boat and made sure we were comfortable and well taken care of. We knew nothing about sailing, and he explained all about how the sails work, answered my endless questions, and his expertise and seamanship were evident. We felt completely safe under his guidance. The overall experience was nothing short of magical. From the sunshine and fresh air to laughing and relaxing on the deck while Freddie told us all about the area and his tales of trips to Martha's Vineyard and beyond. I scored some serious romance points with my lady by booking this trip. I would 100% sail with Captain Freddie again without hesitation.

4. 

   Barbara

   28ft Whitewater Center Console Rental in Mashpee, Massachusetts

   We were very impressed with Capt Mike! His communication was impeccable! Incredibly responsive! His boat was very clean! He was very kind and understanding. He took us on a lovely tour out of Mashpee! We couldn't have asked for a better experience. Would HIGHLY recommend hiring Capt Mike for your charter. Seriously an amazing afternoon.

5. jg

   janet

   Come onboard the 45ft Tiara Sovran Motor Yacht

   christian was easy to communicate with and super responsive to a list of questions and weather concerns. he was patient and professional. couldn't have asked for a better day on the water. on time. gorgeous boat. superb crew. so thrilled to be their first GMB clients. went to vineyard for lunch, anchored, swam and cruised. HIGHLY recommend! we will be back for sure.

6. PO

   Patricia

   8 Person Center Console Rental in Osterville Massachusetts

   Bill was the best captain. He was attentive and wanted to make sure everyone was happy and doing what they wanted. We had a mixed age group but they all enjoyed it. Seeing MV from the water and relaxing on the beach in Chappy was a highlight! We definitely recommend Bill!