Explore the quaint waterfronts of beautiful Martha’s Vineyard aboard a spacious catboat with only your private group of up to six.
Leave all your worries on land as one of our USCG-certified captains takes you on a scenic adventure under sail. We specialize in small private groups of up to six, so there is plenty of room to lounge in complete comfort. Our catboats are 30 feet long and a private restroom is onboard. Drinking water is included and guests are more than welcome to bring their own snacks and beverages. Please don’t hesitate to reach out to us if you have additional questions.
Frequently asked question: Can we take more than six people on a charter?
Answer; No. six people is our maximum capacity allowed by the United States Coast Guard, even though there is enough room for many more. Thanks for understanding.
Lovely Sunset Sail - Our family took a sunset sail with Captain Kurt on Catboat Charters. It was a lovely evening on the water. The sailboat is beautiful and we were treated very well.... read more A great way to end a week vacation.
Awesome! - It was a chilly, cloudy night but the crew and the natural beauty of Katama Harbor made the night very special! We have had a place in Edgartown for years,... read more but this provided perspectives of the landscape we have never experienced!
Invigorating and relaxing - We were greeted warmly by captain Priscilla and co-captain Max. They were accommodating, and shared information about the sights were were passing during our excursion. This was smooth sailing,... read more relaxing, and we enjoyed being able to access the music via the Bluetooth speaker aboard. Thanks for an awesome evening enjoying the beautiful sunset.
Tranquil sail on a classic sailboat!! - We sailed with catboat charters for the second time! It was another unique and extraordinary experience. Captain Kurt is social and competent. We sailed in Edgarton &... read more into katana bay! It was idyllic! Relaxing experience & your private charter for a reasonable price.
Amazing experience on Martha's Vineyard - If you want a unique experience on Martha's Vineyard, I highly recommend sailing with Catboat Charters. Captain and Priscilla are wonderful. It will be an experience you won't forget! 5 stars!
Classic, Beautiful and Relaxing! - This was the highlight of our trip. I would put this at the top of my list! Bring snacks and drinks to make it a fun little adventure.
Thank you Kurt! - I bought a trip for my daughter and her husband to celebrate her birthday. They reported with photos an smiles that the sail was amazing. The boat itself is a... read more treasure and Kurt is a super nice and skilled sailor. Thank you for providing a very special birthday experience.
Great Sail on the Famous Boat - Catboat Charters is such a quintessential MV experience! Captains Kurt and Priscilla are both full of knowledge about the area and are happy to share or to simply let you... read more enjoy the peacefulness of sailing. You will see the boat with it's signature US Flag sail in art galleries and clothing stores (Vineyard Vines) throughout Edgartown. This relaxing sail did not disappoint - highly recommend!
Unforgettable - We kept seeing paintings and photos of this unique, historic boat all over the Vineyard. So we were extra happy to be able to go out on Tigress. It's... read more a wonderful, solid catboat with tons of character. We had a lovely sail and really enjoyed talking to Kurt and Priscilla. Highly recommend this for any group and any occasion!
Perfect - We had such a wonderful time sailing with Captain Kurt and Priscilla of Catboat Charters. The boat is so beautiful in a classic timeless way. They were so friendly, knowledgeable... read more and relaxed. Seeing Edgartown from the water is such a special experience. This is a must do while visiting the Vineyard!
A Must Do for Special Occasions - An amazing time on a beautiful boat with Captain Kurt and his great first mate. A true Island gem. This was my second time going out with Kurt... read more and he continues to impress.
Can’t go wrong with a sunset sail! - This is my most favorite thing to do on the island. Captain Kurt always makes this a beautiful experience. I have taken family and friends on this experience year after... read more year and it’s always a hit!
Amazing - We had the most relaxing and enjoyable sail with Captain Kurt and Lori! I had been waiting a while for this glorious day! The weather was perfect as well as... read more our sail.Highly recommend sailing on the Tigress with Captain Kurt. After your sail stop into the Old Sculpin Gallery and check out some of Captain Kurt’s paintings.
A gem of a vineyard experience - A beautiful sunset cruise around Edgartown Harbor with a wonderful captain and first mate- we will definitely bring our family for next years’ adventure- this is truly a gem of... read more an activity to get the full vineyard experience.