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.

I went on a fantastic full day private sailing charter from Mattapoisett. We got to sail across the…read morebay to Woods Hole, Hadley Harbor and Eel Pond. Georgeous day, beautiful well equiped boat and very professional captains that know the area very well. I will definitly be making this an annual occasion and might even be back to take lessons.

From the owner: Our Passion Charter Company offers custom sailing charters out of a variety of different ports…read moredepending on the time of year and the location of our 42 foot sailing vessel 'Our Passion'. During the summer and early fall we offer charters in the waters of Buzzards Bay and Vineyard Sound. Come late fall we will begin to take 'Our Passion' south, stopping in various ports of call to offer charters in areas such as Annapolis Maryland, Norfolk Virginia, Charleston South Carolina, and West Palm Beach Florida. Please contact us to inquire about our location and availability for charter.

Awesome sunset sail! Great attention to detail and very knowledgeable and fun guides. Thank you!read more

From the owner: Custom itinerary sailboat charters designed for your group's interests , skill level, and…read morepreferences. Contact us to discuss your ideal day on a beautiful 42 foot fully equipped sailboat.

Well organized and great time sailing one these two black dog tall ships. They do tours to keep the…read moreboat in shape. The Capitan is no nonsense and makes the able bodied guests work which is fantastic experience for kids learning to sail! This mama was able to sit back and relax while the boys learned the ropes (literally!) we would do this sail again!

We loved our sunset cruise and listening to the history of the Black Dog franchise. The son of the…read morefounder owner of the Black Dog Tavern explained the reason for the establishment of the tavern and the tall ship sailing programs. All proceeds for sailing go to maintaining the tall ship and staffing. I loved it. The crew made it fun they were nice and down to earth. Plus the group was small so it offered a level of intimacy that if fully sold out we wouldn't have experienced. We brought our dinner and drinks, enjoyed to views and sailed on a beautiful tall ship. It was the perfect ending to our Vineyard weekend.

A great adventure with Erik and Paul, both of whom are knowledgeable, interesting, and helpful…read more With a pre-teen child, we wanted a somewhat lower-key morning trip on a pond, and it was exactly what we hoped for. Our guides were happy to chat when we wanted to, and just as willing to let us be a little separate from the group when that's what we wanted. But they always kept an eye on everyone. While my wife has kayaked before, I hadn't, but this has made me eager to come back to them. They are thinking of more kinds of trips to offer--can't wait to see what they come up. Thanks Eric & Paul for creating a great part of our MV vacation.

Six months after my kayak experience, I discovered the Groupon coupon that I used wasn't processed…read morebecause I didn't supply the correct page and I owed more money. That in itself wouldn't be so terrible but I found out because they called my PARENTS instead of me to collect this money. I find that wildly invasive especially since I'm happy to pay any money I owe as long as I'm told I owe it! While the tour was great I found this incredibly upsetting because not only was my privacy invaded but my original credit card information I supplied them has clearly been lost. Too bad because the tour was great. I'd be cautious using this company-if you do, don't supply them with your credit card information because they mismanaged that information. Be careful using groupons or they might call your parents!

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

great experience! thanks for all your thoughtful planning. we really appreciated your efforts…read more super nice crew. they made us feel very comfortable

Wonderful experience! Sequoia is a warm and welcoming…read morehost/captain. His sailboat, Tandemeer, is clean and spacious. We loved sleeping on the water.

What a great way to get out on the water and feel the wind and smell the sea. The boat is big and…read morecomfortable, the captain and crew are welcoming and friendly and the experience is like being on a sailing cruise.

My husband and I had the best time with Julia and Ryan on their Oyster Farm Tour. Captain + Oyster…read morefarmer Ryan custom built the coolest boat to tour around Katama Harbor. The BYO private tour took us to their oyster farms and taught us about sustainable oyster farming. We learned so much and then got to enjoy the fruits of their labor - fresh oysters literally plucked and shucked before our eyes, Julia's take on Oysters Rockefeller- topped with crunchy bbq chips - and fresh seared scallops made on the boat. Truly the best (and most delicious) experience on MV! We had a blast eating, drinking and boating around. 10/10 experience that everyone should take advantage of!

I've visited Martha's Vineyard on several occasions and this past trip was my favorite, thanks to…read morethe Signature Oyster Farm tour. My girlfriends did it over the summer and decided to treat our group this past weekend because it was so fantastic. It was so interesting and the oysters were incredible. If you are ever in MV, do yourself a favor to book this your. It was an absolute blast and will be one of the most memorable times.

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!