Welcome To
Catboat Charters

Sailing should be relaxing.

Explore the quaint waterfronts of Martha’s Vineyard and Newport, Rhode Island aboard a spacious and comfortable catboat with only your private group of up to six.

About Catboat Charters

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.

Take a two-hour sail aboard Tigress in Edgartown on
Martha’s Vineyard.

Take a two-hour sail aboard Dolphin in Newport, RI!

Gift an Experience. A relaxing sail aboard a classic catboat is a perfect gift for any occasion.

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Private Sail

What Our Clients Say

  • star ratingGorgeous, relaxing sail with a fabulous sunset as an added bonus. Thank you Kurt for a wonderful sail.

    August 30, 2022

    star ratingVery relaxing! - So much fun. Capital Kurt did a fantastic job - it was our anniversary, and it was such a relaxing haunt around MV.

    August 24, 2022

    star ratingAnniversary Sail - My wife and I had a beautiful sail for our anniversary and Captain Kurt and his first mate were a delight. We will definitely be back for another sail... read more

    August 23, 2022

    star ratingSpecial Birthday Celebration 🎉 - On August 1 we celebrated our daughter’s 40 birthday! We sailed with Captain Kurt and First Mate Priscilla.

    Words cannot capture all that we felt as... read more

    August 6, 2022
  • star ratingFun day at the sea sailing - Booking the sailing trip was very easy, they are very accommodating and friendly. We highly recommend this activity if you are looking for a fun day at the sea. The... read more

    July 30, 2022

    star ratingBook Now - I would highly recommend a Cat Boat with Kurt. He was extremely professional and knowledgeable and he let my father-in-law chat his year-old and pepper him with questions that entire... read more

    July 3, 2022

    star ratingThis experience was perfect for a day trip to Martha's Vineyard! We had a great time sailing around MV and the boat was beautiful. The pick-up location was very easy... read more

    June 22, 2022

    star ratingMarthas Vineyard Must Do - We had such a lovely time sailing around MV and Chappy! The 1927 catboat was exactly what we wanted for relaxing day! Great Crew! Definitely recommend!!

    June 20, 2022
  • star ratingSpectacular sailing - Spectacular sailing experience. The Catboat and harbor cruise are beautiful. Captain Kurt and Priscilla top notch sailors and provide a wonderful experience

    June 18, 2022

    star ratingVery Nice - Great time with Captain Kurt and skilled First Mate Priscilla. First class. Very nice folks. Pickup location at Edgartown yacht club is very convenient.

    June 11, 2022

    star ratingRelaxing and beautiful - Captain Kurt and Priscilla were so welcoming and kind! Lovely cruise around the Edgartown area. Beautiful boat

    June 2, 2022

    star ratingNot to be missed!! - We loved our sunset sail with Captain Kurt on the Tigress! A 1927 sailboat refinished and lovingly maintained- it makes for the perfect vehicle to enjoy Katama Bay and... read more

    September 21, 2021
Catboat Charters
Based on 19 reviews
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Robert CrawfordRobert Crawford
00:07 02 Oct 22
Great sunset sailing experience with the catboat team.Boat is beautiful and the crew were both friendly, knowledgeable and happy to answer questions plus on hand with everything needed for a comfortable trip.Would definitely recommend to anyone - a unique experience
Nathaniel MooreNathaniel Moore
07:19 01 Oct 18
Absolutely amazing. The boat is beautiful, Kurt is welcoming, knowledgable and fun, and the views are gorgeous. Drinks and snacks provided. Highly recommended for a fun mini-adventure out from Edgartown.
Martin JohanssonMartin Johansson
23:36 25 Jul 18
Great experience today at Catboat Charters. Weather definitely cooperated and we spent a couple of hours cruising around Edgartown harbor and Chappaquiddick. Highly recommend it. A great way to see the vineyard from the deck of a one-of-a-kind sailboat.
21:22 04 Sep 17
I highly recommend a sail aboard Catboat Charter's Tigress while on Martha's Vineyard, as it was the highlight of my recent trip there. The boat itself is classic and beautifully restored. The US Flag sail is particularly impressive, because it was personally painted by Captain Kurt himself. The two hour sail on the breathtaking waters surrounding Edgartown and Chappy was just wonderful. Thank you Capt. Kurt and first mate Lindsay for the impressive array of refreshments and a most memorable afternoon!
Paula MarcouxPaula Marcoux
20:02 30 Aug 17
Summer 2017 - During a recent visit to Martha’s Vineyard, we had a relaxing afternoon sail with friends aboard the Catboat Charters beautifully restored wooden catboat, “Tigress”.Captain Kurt expertly manned the sails while his first mate, Lindsay, served us wine and refreshments. They were both professional and excellent hosts, answering our questions about the island and making sure we thoroughly enjoyed our afternoon on the “Tigress”.The best part of the day, it’s hard to say…. the spectacular scenery, the calmness of sailing, and a sunny day were intoxicating. It was great to have the opportunity to view the Vineyard from such a beautiful, historic sailboat, too. Not to mention, the kind hospitality of Capt. Kurt and his first mate, Lindsay was unbeatable.We look forward to our next visit to the Vineyard and another sail on the “Tigress”. Thanks for everything, Capt. Kurt, and Lindsay.

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