Welcome to
Catboat Charters

Sailing should be relaxing.

Explore the quaint waterfronts of beautiful Martha’s Vineyard & Nantucket aboard a spacious 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.

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.

Take a two-hour sail aboard Dolphin in Edgartown.

New Location for 2024: NANTUCKET ISLAND!

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What Our Clients Say

  • star ratingTranquil 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

    avatar thumb Nicole F
    July 6, 2024

    star ratingAmazing 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!

    avatar thumb JC C
    June 29, 2024

    star ratingClassic, 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.

    avatar thumb M2763NDlindseyb
    June 17, 2024

    star ratingThank 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

    avatar thumb Ann O
    June 5, 2024
  • star ratingGreat 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

    avatar thumb asquarcia
    October 12, 2023

    star ratingUnforgettable  - 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

    avatar thumb Mary O
    October 9, 2023

    star ratingPerfect  - 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

    avatar thumb Gretchen W
    October 9, 2023

    star ratingFantastic sail! Pricilla and Laurie are lovely! Both very skilled and knowledgeable! The boat is extremely comfortable clean and well equipped.

    avatar thumb jennifercK4283WB
    September 26, 2023
  • star ratingBucket 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!

    avatar thumb laurengemelli20
    September 19, 2023

    star ratingA 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

    avatar thumb David S
    September 6, 2023

    star ratingCan’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

    avatar thumb dekleine2
    August 30, 2023

    star ratingAmazing - 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

    avatar thumb nancyhN7226PV
    August 25, 2023
  • star ratingA 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

    avatar thumb karenmB4007VQ
    August 23, 2023

    star ratingMy 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

    avatar thumb Resort764370
    August 16, 2023

    star ratingFreaking 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.

    avatar thumb LillyBelle1908
    August 15, 2023

    star ratingExperience 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

    avatar thumb carsonford
    August 2, 2023
Catboat Charters
Based on 26 reviews
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Marie DelapenaMarie Delapena
01:36 09 Jul 24
Great service. Highly recommend.
Carol DanielCarol Daniel
21:03 08 Jun 24
We had a fabulous 2 hour cruise with Catboat Charters on a Wednesday evening in early June. The couple was knowledgeable about sailing and would point out interesting sites. The boat was clean, had a bathroom, and made for some great pictures! Captain Kurt provided ice, cups and plates for our personal beverages and food. He was personable and available by cell phone. I would highly recommend booking a cruise with Catboat Charters in Edgartown.
Samantha DePueSamantha DePue
21:01 08 Jun 24
This was a perfect experience. The boat is beautiful and feels luxurious, but the best part, was seeing the Edgartown harbor and surrounding areas by water. Captain Kirk and Priscilla were the perfect hosts. They had ice, cups, seltzers etc for us when we arrived. They know lots about the area and answered all our questions. They even let us DJ the Bluetooth speaker throughout our ride. Definitely recommend for all!!
Marie HuntMarie Hunt
21:43 24 Aug 23
This beautifully restored Catboat caught our eye in the Edgartown Harbor years ago. We inquired about who owned it, and heard about a young entrepreneur using his sailing expertise to launch an incredible brand. We have been sailing with him from the beginning! As island residents, this is our “go to island experience” when guests arrive. Captain Kurt is a gracious host who lets you share in his world of catboat sailing and makes you feel like a part of the family. As his brand has grown immensely, he is humbled by those who followed him from the beginning. Catboat Charters will always be our favorite on Martha’s Vineyard!
Karen HarrisonKaren Harrison
15:46 18 Aug 23
We had a fantastic afternoon sail with Catboat Charters sailing in Edgartown Harbor and Katama Bay. It was really interesting to see the Chappaquiddick coastline and the magnificent waterfront estates. Captain Kurt and first mate, Max, were very easygoing and knowledgable. The Catboat is very stable and gentle to sail- even in windy conditions. Overall a wonderful experience! I would highly recommend this very special charter!
Nicole DoughertyNicole Dougherty
20:47 29 Jul 23
Catboat Charters is in Newport!!! My friends and I took a mid-day cruise yesterday around the Narragansett Bay captained by Kurt and Priscilla. To say the day was enjoyable is an understatement. Beautiful boat, even better people. Living your New England summer starts here!
Laurie LaVigneLaurie LaVigne
02:32 11 Jul 23
Valerie HartValerie Hart
12:54 23 Oct 22
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
Gwen ThomasGwen Thomas
07:38 18 Jul 22
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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