absolutely great sail - captain wendy and cathy were great…read more I highly recommend them ed

We sailed for 2 hours with Captain Wendy on July 1, 2026. She and her first mate were fabulous…read more Friendly, very attentive, professional, skilled sailors, and so easy to spend time with. We had charcuterie and fabulous weather, which enhanced the experience. A highlight of our stay on the island.

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.

Amazing option for affordable sailing on ACK. Our kids had a blast renting SUPs & kayaks on Jetty…read morebeach. So glad NCS exists! Thanks for a great experience!

40 years ago coop set me up for the best day fishing on the vineyard. I bought my first reel and…read morerod and bait to catch the big one. he told me about his catch off of aquinnah near the nomans. I was ready and landed nothing . and today I landed this https://onthewater.com/big-striped-bass-earn-honors-in-the-massachusetts-commissioners-cup Thanks for the memories Coop Jerry

Great team, fair prices!! Coop is one of the OG fisherman of all time. Great selection too.read more

Captain Brian and his mate Kyle provided a great experience for our Boy Scout troop when we came to…read moreNantucket. Every scout (and there was 11) was able to hook a fish, and they knew exactly what places to check to make sure everyone had a chance to hook a fish. They were safe, friendly, and wanted to make sure the scouts had a great experience. All of that occurred and would highly recommend to anyone looking to have a deep sea fishing experience while out at Nantucket.

If you want to experience true fishing on Nantucket book a trip with Captain Brian on the Absolute…read more You will not be disappointed. Captain Brain and his crew are extremely knowledgeable and professional. First timers to experienced anglers will enjoy being on this boat! They never disappoint! We have always come home with plenty fish! Get your grill ready! You will rebook this trip again and again! It is what summer on Nantucket is all about.

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.

We had so much fun with captain Fred!! Had a group of 6 so we had the boat to ourselves and had a…read moreblast. Caught a few bluefish but wanted to do bottom fishing because porgy = great fish tacos and Fred knew all the spots. Would definitely go with Herbert T Sportfishing again, our whole group had a great time and Fred really knows a lot about the island so we learned some fun facts too. Definitely a great option on the island!

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.

Be prepared for lots of rocks and seashells! Definitely bring a beach chair…read more Plenty of lifeguards on duty. Water is shallow for the most part so you can go out pretty far. Also, note the BLUE flag means white shark was spotted. They have yoga on the beach in the mornings and the 7:30a polar bear swim.

I absolutely love this beach, there's something special about those quiet mornings when the wind…read morewhips across your face and that ice-cold water jolts you awake, sending a shock through your whole body. Although it's been a few years since my last visit, The Inkwell remains close to my heart, a place that calls to me with deep sentiment and powerful history. What drew me to The Inkwell wasn't just its beauty. It was the feeling of stepping into a space where African Americans have gathered for generations--a sanctuary where families and friends could unwind freely and simply belong. The Inkwell got its name because it was the only beach area where African Americans were allowed during segregation. Today, that name carries deep emotional and historical meaning for our community. The Inkwell isn't a massive beach, but it's just large enough to be whatever you need it to be--whether it's lounging in a beach chair with a good book or hosting a beach party with friends. It's a place where families who bought homes generations ago return year after year. Many still spend their summers here, and some live here year-round. It's always been a space to feel at ease, to be yourself, and to be surrounded by a true sense of community. This place taught me what it really means to relax and have fun. Just shorts and a T-shirt, no need to dress up. I came to appreciate how freeing it is to feel accepted without judgment based on appearance. Long walks on the beach and early morning yoga were the highlights of my day. Oh Yeah, if you enjoy exploring nature trails like me, bike riding is another low cost activity that you'd appreciate. Whenever we visited Martha's Vineyard, we'd always stay in Oak Bluffs for a full week, close enough to the water that it felt like the beach was part of our backyard. From there, we explored the island: the fishing village of Menemsha, the harbor town of Vineyard Haven, downtown area Circuit Ave., and of course, the nightlife. I loved it all, the ocean, the sand, the sun warming your skin, the rocks beneath your feet, the boat rides, the fresh seafood (oh my goodness, the lobster!). And the people-watching? Top-tier--especially if you're not local. You'll see such a mix of families, longtime locals and visitors from all over the place. A perfect blend of laid back and POSITIVE VIBES. The world may have changed, but places like The Inkwell still matter, for so many reasons. Pro Tips for Visiting:    *   Getting There: Drive into Woods Hole and take the ferry--it's part of the charm. If you're flying in, rent a car if you can. You'll thank me later. It makes seeing the island much easier and less exhausting.    *   Plan Early: Book your trip months in advance if possible. A week goes by fast! Whether you plan to Netflix and chill the entire time or do a little sightseeing, having flexibility makes all the difference.    *   Recs for Downtown: I'd recommend Nancy's Restaurant, The Oyster Bar, Martha's Vineyard Chowder Company, and Linda Jean's Restaurant. If you like Asian cuisine, Bangkok Cuisine is a fav. Don't miss the clothing and souvenir shops - you'll love browsing around.    *   Arts & Culture: Visit the Cousen Rose Gallery and the Martha's Vineyard Museum for a taste of island culture and history.    *   Must-See Sunset: Head to Menemsha for one of the most breathtaking sunsets you'll ever see. While you're there, stop by Menemsha Fish Market for some of the freshest lobster and seafood around. So to all my fellow beach lovers: go and enjoy yourself, no matter your background. The Inkwell is a place to make memories that last a lifetime. It's warm, welcoming, and filled with soul. I promise--if you love the water, sand, and sunshine, The Inkwell will love you right back in the most unforgettable way. Muah!