JUDY WAS THE BEST!! We didn't make a reservation or anything, just showed up 15 minutes before…read moredeparture. We left to grab some drinks, and when we came back to board, they had already left (not their fault, we hadn't even bought tickets yet). It was very spur of the moment but Judy called the launch to have us BROUGHT to the main boat. They jumped through hoops for us and were SO accommodating. Can't thank Judy and Capt Bob enough. Great workers and an even nicer experience on the boat!! Amber was very kind and helpful as well:)

I never leave Yelp reviews but felt I needed to clear the air here! All the reviews below are…read moreridiculous and obviously posted by people who don't appreciate a good sail. This adventure was clearly (as advertised online and explained via telephone by Stacey when booking) as a 2 hour sail. No where did it say it was a booze cruise with drinks, snacks and music or a historical sight seeing tour with detailed narration. The people below clearly don't understand how to do research (which took me less than 5 mins)!!! It was a lovely sail on a beautiful catamaran! The captain and first mate were fun, informative and clearly very passionate about sailing! We sat on the very front to the side of the catamaran and got SOAKED which was so fun! If you like adventure and some nice salt water, sit here and bring a change of clothes to leave on the lower deck. There are plenty of lovely seat where you will not get wet, just ask the captain and first mate where to sit if you're not sure! All in, we were very pleased with our sail and would (and will) 100% use Mad Max adventures again! Thank you!!!!

This adventure was so much fun for our family. Our kids are ages 7 and 5. They loved it. Very…read morejoyful.

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

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.

This place is incredible. The perfect group of people running this place, most have been there for…read moreseveral seasons. I rented one of their 15 Ft sail boats here and took it out with my Girlfriend and we went right out and sailed the entire lagoon over the course of about 1.5 hours. The boat was in good shape and handled in the water well. The sail was in great shape too. The prices are very affordable and it took literally no time to get out on the water, they rig for you and send you off. The sailboats would fit 4 adults comfortably and the views in the lagoon are fantastic. Highly recommend this if you are in MV for any amount of time. I noticed they have good kayaks and other adventure options as well. 5 stars, thanks Winds Up !

Jeff is the man. We rent kayaks every year from Winds Up. We got in a late today and Jeff helped…read moreus out getting everything we needed. And reserving online was super easy.

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

James was a great tour guide. I don't know how he keeps all that history in his head. Educational,…read morea comfortable ride, and a complete view of the island. We made a couple of stops which were very enjoyable. We would have liked a bit of time in Edgartown also but enjoyed the drive through so now we know we want to go back. Very convenient picking up the tour from the ferry.

Craig was great today. We wanted to see and hear personal stories as well as some history, and we…read morereceived that and more. He regaled us with 38 years of experiences as we made our way to and from the cliffs of Aquinnah (Go. It's beautiful and reminds us of the majesty of nature.) We asked all our questions, got every question answered and laughed and sang with Craig on the way back. The last time I was here, I did the African American history group tour, and it was pretty good. This tour was better because it was a private tour. I would recommend Craig's private tour for anyone.