Welcome to
Catboat Charters

Sailing should be relaxing.

Explore the quaint waterfronts of beautiful Martha’s Vineyard 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 private sail aboard Dolphin in Edgartown.

Click here to check rates and availability for

Martha's Vineyard

Sail aboard a Martha's Vineyard Original.

“Dolphin” was built in 1893 in Edgartown.

Experience the most comfortable and spacious private charter for up to six guests.

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

Our USCG-certified captains will ensure a calm and safe sailing experience for you and your guests.

gift an experience...

Press &
Testimonials

Rates &
Information

Reserve Your
Private Sail

What Our Clients Say

Relaxing Sail - beautiful sunset - A very relaxing sail with Captain Kurt and Priscilla, on their beautiful 29' sailboat. Went for a girls weekend and decided last minute to go for a sunset sail -... read more

Doreen J
October 11, 2024

Spectacular sail! - What an amazing experience! The boat itself is beautiful . especially the American flag sail! Captain Kurt and Priscilla were great hosts and gave a wonderful cruise through Edgartown Harbor.... read more

Ronda C
September 19, 2024

Easy sail down harbor - Winds were coming from the east so Capt Kurt and Priscilla guided us south for a nice leisurely sail mixing boat and local talk along the way. Great... read more people; fun time.

Joe K
September 18, 2024

Greatest wedding boat ride! - Captain Kirk and Priscilla were AMAZING to charter my husband and I on their perfect boat for our first look and vows! Every aspect of the experience was perfect!

Brenna M
September 12, 2024
Best way to experience Edgartown Harbor - Having sailed to the Vineyard from Mystic, CT over the course of 20 years, on 4 different boats, my husband and I were thrilled to experience Edgartown Harbor on... read more

barb4732019
September 5, 2024

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.

Tonya C
August 22, 2024

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

642rajivr
August 11, 2024

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

TrixieJackson
July 15, 2024
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

Nicole F
July 6, 2024

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!

JC C
June 29, 2024

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.

M2763NDlindseyb
June 17, 2024

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

Ann O
June 5, 2024
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

asquarcia
October 12, 2023

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

Mary O
October 9, 2023

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

Gretchen W
October 9, 2023

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

jennifercK4283WB
September 26, 2023

Catboat Charters

5.0

Based on 26 reviews

review us on

Marie Delapena

01:36 09 Jul 24

Great service. Highly recommend.

Carol 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 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 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 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 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 LaVigne

02:32 11 Jul 23

Valerie Hart

12:54 23 Oct 22

Robert 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 Thomas

07:38 18 Jul 22

Nathaniel 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 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.

LAUREN TOCIK

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 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.