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    Ack Sail

    5.0 (6 reviews)
    Closed 7:30 am - 8:00 pm

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    Boat charters

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    Vin hard at work
    Rosemary T.

    Pack up your friends, bring some food and drinks and enjoy a wonderful time on the water. We had a beautiful night for a wonderful boat ride. This was something I had never done and can't wait to do it again! Thank you Vin and Laura.

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    Ask the Community - Ack Sail

    Nantucket Island Tours

    Nantucket Island Tours

    (19 reviews)

    Very disapointing. To start they are very disorganized. You have to go to the office to 'check…read morein'. Why they don't just have you check in with the bus driver like literally every other bus tour I've been on, I don't know, but that's there policy, and so be it. Anyway, I go to the office and there is literally nobody there. As I'm waiting another person from the same tour I'm going to be on comes in. We both end up waiting another 5 minutes before someone shows up. We are then walked to the bus, 5 minutes later than are scheduled start time (although we did go about 20 minutes past are scheduled end time, which almost made someone be late for the ferry). Delaraose was out tour guide. And don't get me wrong, she's nice and full of energy, Ibut just didn't like her style. It was along the lines of "There are 3 cemeteries in Nantucket and 1 Elementary school...." and then a couple minutes asking questions about what she just said and expecting everyone to shout back the answer, over and over. It just got annoying after a couple times. The rest of the group seemed into it though. So mileage may vary. The overall point remains though that the company as a whole is disoragnized and not worth it.

    We took the Island Tour with bus driver Della Rose. She made the ride entertaining and full of…read morehistorical information. It was a very windy day but she had us singing and "Under the Boardwalk" and it was really fun! The bus was comfortable and clean. Easy to book in person by the Hy-Line and a 2 min walk to bus. Highly recommend.

    Hy-Line Cruises - View from the stern, leaving Nantucket

    Hy-Line Cruises

    (33 reviews)

    Despite its rating on Yelp, we had a great experience with Hy-Line…read more We were able to buy our tickets ahead and reserve parking online. Parking was easy, there was a quick shuttle to the boat. Loading luggage was even easier - they do it for you about ~20min in advance and you collect it when you exit on the other side. The ship was on time, fast, not too choppy - I really feel like we couldn't ask for more. We ended up swapping our return to an earlier time and they were able to accommodate and print out new tickets. Recommended as transportation to Nantucket from the cape!

    Located in the Nantucket pier, it sells tickets on the high-speed ferry to the mainland (Hyannis)…read moreand also directly to Martha's Vineyard (Oak Bluffs). We were taking the midday ferry to Oak Bluffs ($42 per person), but got there a bit early, so hung around in the Air Conditioned benches until the ferry was ready to board. The boat was pretty empty, so I had the opportunity to stand outside at the stern while the ferry was going at top speed, and it was real enjoyable experience (the air conditioning fans are right there, so you feel the warm air from that on your left, the passing breeze on the right, and a bit of sea spray). The boat can really go, and will take you to Martha's Vineyard in about an hour (cuts the time in half vs taking the normal ferry). It has two levels of passenger seating, with snack bar with alcohol and washrooms in the lower level.

    Chatham Boat Tours

    Chatham Boat Tours

    (7 reviews)

    Loved everything about this tour. Capt. Tom and Helaine are wonderful and welcoming hosts. They let…read moreyou design your cruise based on your interests. We went out for 2.5 hours and had lovely encounters with seals, pulled a lobster pot, and learned a lot about the Cape. Highly Recommend!

    If I could give Tom and Helaine ten stars, it still wouldn't be enough. A group of friends and I…read moretook a Bachelorette Weekend Trip to the Cape in September of 2017, all six of us agreed that this was our FAVORITE part. We researched several charters in the area and theirs was the most reasonably priced-and I am not convinced anyone could have given us a better experience. Being from the south, we weren't sure what to expect, and we were blown away by the afternoon we spent with Tom and Helaine. The day before our charter, they actually cancelled it because the weather wasn't going to be great. When we woke up the next day, the forecast had changed so we called to ask if they would consider taking us out after all-they were so excited to hear from us and emphatically agreed! As we entered the Nantucket sound, Captain Tom spotted some seals and brought us in for a closer look. As we idled, the seals swam and played feet away from us!!! Amazing! When the bride-to-be got cold, Helaine zipped her up in one of Captain Tom's heavy duty jackets-this is just one example of the continued kindness and hospitality they showed us on the charter. When we reached the traps, Captain Tom and Helaine patiently taught us what to do, and we hooked and pulled the traps from the water all on our own! We left with eight (huge) lobsters and an experience we will never forget. Going out on a charter with Chatham Boat Tours was so much more than a touristy experience. I felt like Tom and Helaine invited us into their lives, and enjoyed sharing the experience with us as much as we enjoyed them. They treat their customers like family, they catered to us specifically, and Helaine even sent us off with two sticks of butter, cups to melt it in, lobster crackers, and some freshly baked potatoes! So sweet, above and beyond! I encourage anyone considering taking a lobster charter in the area to give these amazing people your business. (I can't stress enough how wonderful Tom and Helaine are!!!) Their friendliness and eagerness to make sure we had the best time possible was what made this so special for us. You will not leave disappointed! Thank you Tom and Helaine for everything!!

    Island Boat Rental

    Island Boat Rental

    (15 reviews)

    While we did not get to go out due to a Small Craft Advisory, I'll say that we had no difficulty…read morewith the refund. This reduces the risk that weather imposes.

    My family and I rented a very nice 19 foot boat from this business a few days ago and spent an…read moreabsolutely fantastic afternoon on the water exploring the harbor and the beaches nearby. It was a really special family afternoon and we could not have done it without this rental agency. Honestly before this summer I did not know that you could even rent a motor boat on Nantucket. Fortunately I walked by the stand and got the idea. The service was awesome. You sign up online and pick the boat you want. When we showed up they had upgraded me to a bigger better boat. Then after the first hour of the trip it was clear the engine wasn't working perfectly (but it was OK) and so I actually had the cell phone of Brandon, the guy who helped us at the dock, and he literally came out and swapped out another bigger and better boat for us! Talk about customer service! The boats are solid and sturdy but nothing fancy. Honestly people rent them every day so there's no way you could possibly get a fancy brand spanking new boat through a rental agency. But they are solid and they work and it's just a fantastic way to explore Nantucket Harbor and the surrounding beaches. Truly an amazing day and again the customer service by Brandon was absolutely 10 out of 10. He could not of been a more helpful guy.

    Ack Sail - boatcharters - Updated May 2026

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