We had a wonderful harbor cruise and tour with Captain Dave. The boat provided a smooth ride, the…read morecaptain was friendly and informative, and the crew was very pleasant. Captain Dave even gave way for our 2 young granddaughters to take the helm.

Gus is great!! We had the best time on a bachelorette trip to Martha's Vineyard. Highly recommend!read more

Amazing service! Captain Ed is truly a great guy! Made the day so enjoyable and relaxing. We have…read morebeen coming to MV for many years and have never seen the island like this! We will definitely be booking next summer for sure

From the owner: Book your own private charter on Martha's Vineyard's only Powerboat Day Sail. Our 20th season !…read more Relaxing sun and fun cruising for 1-6 people. Clothing Optional Itineraries to Gay Head available

Captain Jo was great this past weekend with our bachelorette party! He is highly experienced and…read morefriendly. Took many pictures for us and had waters and nice comfy furniture! We had so much fun.

Captain JoJo couldn't have provided better service for our sunset cruise. He worked hard to ensure…read morethe cruise fit exactly what we were looking for. We could play our own music, drink our own drinks and eat our own food all while he educated us in the ways of the water and the history of MV. Would recommend for any type of event/party. Jumping into the water in Lake Tashmoo was my highlight!

Had a good time on a private sailing tour around the vineyard with Capitan Wendy! This is one of…read morethe options (we sailed with four different companies) on the island and this was the first! She's fantastic and friendly and kid-friendly as well! I would recommend a sail with her if you're on the island!

Really disappointed. The sailing part was wonderful but we had purchased a JAWS adventure. we were…read moresupposed to see different locations where the filming had happened. We never left the harbor! They didn't have any facts or plans to make this a JAWS cruise. we paid a lot of money for my husband's birthday. And when I wrote them- they never wrote back. Don't do the JAWS cruise.

Justin was our guide, it was windy and little rainy with some chop in the ocean. And this was by…read morefar the best fly fishing trip I had ever experienced. He was amazing at identifying the spots with fish, getting us in perfect position and helping us get the fish landed. Big waves and rain didn't deter him at all. He was all about having a full day of catching big fish. This is a great company with people who truly care about the experience. I will definitley go again!

I've seen the owner repeatedly driving recklessly down Chappaquiddick road with no regard for…read morebikers and pedestrians. I have also seen her pulling into the ferry parking lot the wrong way to get a parking spot which his just rude and when she obviously knows better. Anyone with so little regard for the community will never get my business.

Absolutely enthralling experience for our 3.5 year old this summer. Worth every penny (and then…read moresome)!

Fabulous trip, so much fun. The crew does a great job keeping the kids engaged the whole time.read more

We had a GREAT time sailing on Ishmael when we were on the Vineyard. The boat is an old, true…read morewooden schooner built in 1929, so it's beautiful and has a lot of character. Captain Fred was so much fun (kind of a character himself!) and he's really knowledgable and indulged all my questions, telling me about how the boat works and teaching us a lot. We sailed from Vineyard Haven around Oak Bluffs and then moored near State Beach so we could all jump off the boat and go swimming. We had lunch on the boat and then sailed back. I highly recommend Ishmael for anyone who wants a unique, and genuine experience. Since the boat is privately owned, there is nothing commercial about it and you get a real sense of sailing the way the locals do it. And if there's good wind, there is nothing like skimming through the waves, feeling the spray of the ocean, as you take in the beautiful view.

From the owner: Intimate sailing experience on a vintage schooner built in 1929. Amazing perspectives of the island…read moreand adjacent water that can't be seen from the road!

John was an amazing guide. He took us to some spectacular beaches on Chappy Island. Really…read moreknowledgeable, giving us some great advice on what to look for in order to get on the fish. A really excellent day, we'll be contacting John again when we get back to Martha's Vineyard - Highly recommended.

Exceptional Vineyard experience! We caught 2 sharks + 2 bluefish with Captain John out on Chappy…read more Very professional + communicative...easy booking process on the website. John met us at the Chappy ferry + drove us out to a secret beach location. He brought all the supplies + bait...the whole beach was captivated watching him reel in the sharks -- we will definitely book again! Highly recommend!