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    Endeavor Sailing

    4.1 (12 reviews)

    Services - Endeavor Sailing

    Boat charters

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    11 months ago

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    8 years ago

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    13 years ago

    The crew and the experience was cool, but was quoted a price of $480 and later charged $650 for a private charter

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    Review Highlights - Endeavor Sailing

    Might not be for you if you're expecting a very informative ride about the island.

    Mentioned in 4 reviews

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    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.

    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.

    Endeavor Sailing - boating - Updated May 2026

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