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    Endeavor Sailing

    4.1 (12 reviews)

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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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    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.

    Steamship Authority

    Steamship Authority

    (38 reviews)

    Paid for two of us for trip from Hyannis to Nantucket. Trip was cancelled due to mechanical issues…read more Ok that can happen, I get it. But the handling of it was bad. When we first arrived we were greeted by a salty sailor type guy who grumbled "it's not running today. Hasn't been running all day..." then rattled off a confusing list of options as if it was our problem, and "go to the ticket booth". We went to the ticket booth where the guy - who clearly hates tourists - rattled off options, each one with an attitude like it was just our problem and we had to know the area and options and if we didn't we were just stupid. "well you could take the freighter... well you could try that other boat over there... well..." We asked, "any idea when it could be back running again"? "nope." 2 stars because they gave us a free ride back. But even that wasn't clear. Return boat was canceled. Went to ticket building before the return trip... got another ticket person who was very unclear. "We can't give refunds here." (WTH, this is a large ticket building, not just a booth and they can't rectify there?!). Now we knew about the freighter and passenger "slow boats" (2 hours instead of 1) and were lower cost so we were just looking for the difference refunded. "can't do that here". then "just hop on, and it will be free back, then go to the ticket counter and talk to them". Of course when we got back nothing was open. So we got online the next morning. Managed to get a full refund so the return ride was free. Turned out ok. Slow boats took 2 hours off our day but whole trip ended up costing 1/4 of what it would have it the boat was working.

    We took the fast steamship ferry from Hyannis to Nantucket and then back. We had a change of plans…read moreand had to come back early. Which was a headache with the ticketing agent but we got our tickets exchanged and were able to come back early. One thing that was disappointing was the cost of a can of beer that ranged from $10.50 to $20. That's ridiculous.

    Endeavor Sailing - boating - Updated August 2026

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