Explore the quaint waterfronts of beautiful Martha’s Vineyard & Nantucket 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.
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!
Bucket list came true! - Truly an amazing experience! The captains were very accommodating and communicative with weather conditions. The views from Edgartown Harbor were stunning. Highly recommend!
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.
My friends and I had a great time on the Tigress. The weather was beautiful, the ocean was calm and Captain Priscilla and First Mate Maren were wonderful. They... read more were informative and catered to our every need. It was truly an amazing and memorable experience.
Freaking Amazing - The sailing team led by two women was simply amazing . They were professional, attentive, kind and focused ! We enjoyed every moment and will definitely are this is a yearly stop.
Experience of a Lifetime - While choosing a charter in Newport, Rhode Island is not an easy task, as there are many wonderful boats and crews to choose from, the truth is you will likely... read more never find another charter experience quite like that of Captain Kurt’s Catboat Charter. The boat’s design and craftsmanship speaks for itself, but it is difficult to truly describe the experience of seeing Kurt raise up the main sail for the first time.
Boasting the iconic red, white, and blue flag that this country was built on, you will not find a single head unturned while coasting through the harbor, and beyond. There is something particularly special about seeing the wind wave the main sail, with all its patriotic beauty, in the same harbor that many argue started it all.
My friends and I were fortunate enough to be with Captain Kurt and Priscilla for their first charter in Newport, and we will cherish the opportunity for many years to come. Look no further if you are ready for the experience of a lifetime.
Lookout Newport, there’s a new charter in town.
The Best Sailing Experience! - It has been several years since we've been on the Tigress - and yet again, it did not disappoint. The most beautiful and iconic sail in MV along with a... read more wonderful crew made for a lovely evening on the water. We had a blast not with our family but also the captain and first mate. We highly recommend Catboat Charters!
Beautiful sunset sail with family - What a beautiful night on the water! Captain Priscilla and mate Max were wonderful hosts and very knowledgeable guides to the Edgartown waters. We loved this sunset sail!
A Must-Do Sailing Delight - My wife and I took a 2-hour private cruise of Katama Bay with Captain Priscilla and First Mate Max and had a thoroughly enjoyable experience. It was a beautiful day... read more and sail, with Priscilla and Max pointing out interesting highlights of the area and local residents along the way. Would definitely recommend.
We planned the charter for Memorial Day weekend we went out for sunset brought wine and a cheese board and it was amazing! Kurt and his crew were great and... read more I would 100% recommended to anyone!