The family had a great time on the fishing trip. The crew was extremely knowledgable and helpful to…read moreeveryone on board, especially the kids. Don't hesitate to choose the Skipper for your fishing adventure. Remember to bring cash to tip the first mate, who helps you pull fish off the line.

Great experience!!!!! My sons caught more fish than I could count!!!! We took nine fish home and…read moreate well! The captain and first mate were patient and extremely helpful!!!!! I strongly recommend them!!!!

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.

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!

This was a great trip! I was having a celebration for a big birthday and booked The Magic Carpet…read more It WAS magic. My entire immediate family and a couple of friends joined me on our trip. It's a beautiful boat! Lee and Todd were great hosts! Everyone agreed that it was the perfect way to celebrate.

RUDE! RUDE! RUDE! We made a reservation for a sunset cruise and unfortunately, it was cancelled…read morebecause of too much wind. Always thought sailing was about wind, but what do I know. When we inquired about rescheduling "The Boss" said we were the only ones inquiring about a certain night. That being said, we said great, what about one of your private cruises you advertise? She then had the audacity in her words to say "I don't think you can afford that type of cruise." Really? Do you know anything about us and to insinuate that we can't afford it? How about this: F You. I would expect an outfit like this to want the business. Oh well, hope you're so busy that you can turn business down, or with that attitude, you'll go the way of the previous sailing outfits on the Vineyard: Sunk.

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.

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!

Wollaston Beach sucks. Hardly anybody goes there. It smells from pollution. If you wanna go for a…read morewalk, do it during the winter months and may the wind be at your back. I imagine high tide would be better than the smell of low tide on a hot summer night. Bring a flashlight, there are used condoms to avoid stepping on. Shame on the City of Boston for the stinky pollution of Boston harbor.

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!

Captain Fred delivers!! We asked Capt. Fred's opinion on when to go out to have the best chance of…read morecatching bluefish, and he explained the importance of traversing the rip current at high tide when the game fish are swarming to feed on bait fish. We went out at 3:30 p.m. to be out off Great Point by 4:00 p.m. when the rip current would be most active. We started trolling and getting strikes one after another. By 5:30 p.m. we had landed 10 bluefish, the largest being 10.5 pounds. Capt. Fred knew exactly where to go and how to maneuver on the rip to attract the fish. You can't do better than Capt. Fred!

We've had a great time here both fishing for bluefish and bottom fishing on 2 different occasions…read more They tailor the experience to your group and are very family friendly. Our 4 year old and 7 year old both had a great time and caught a bunch of fish.