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Review Highlights
Awesome - great fun!

We heard from a number of visitors that the Endeavor Sailing excursion was among the most fun... read more

Reviewed 1 week ago
Mohamed E
Leesburg, Virginia
via mobile
Very Pleasant Morning Sail

We booked a sailing excursion with four adults and two little ones (2.5 yo and 5 mo). The booking... read more

Reviewed August 23, 2017
Saint Louis, Missouri
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Traveler Overview
  • Excellent95%
  • Very good3%
  • Average0%
  • Poor1%
  • Terrible1%
Travelers talk about
“captain jim”(19 reviews)
“his son”(3 reviews)
“great fun”(2 reviews)
The Endeavor has been offering sailing excursions in Nantucket Sound for 30 years. Voted by Yankee Magazine as "Best in New England", the Endeavor operates from May-October. Per person fares start at $45.00. Private charters are available for an...more
Slip #1015, Straight Wharf, Nantucket, MA 02554
Reviews (53)
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1 - 10 of 53 reviews
Reviewed 1 week ago via mobile

We heard from a number of visitors that the Endeavor Sailing excursion was among the most fun activities on Nantucket. We were not disappointed; Captain Jim was super knowledgeable and provided some great commentary about Nantucket and sailing. One of the few reasonably priced excursions...More

Thank Mohamed E
Reviewed August 23, 2017

We booked a sailing excursion with four adults and two little ones (2.5 yo and 5 mo). The booking process was efficient and easy with this family business. This is a Nantucket 'must do'! Captain Jim and his son, James, provided a very enjoyable trip...More

3  Thank M B
Reviewed August 8, 2017 via mobile

Great price and knowledgeable crew. Very personal experience and the kids loved helping raise the mast.

Thank AnnapMDHiker
Reviewed July 18, 2017

My husband and I just spent a full week on Nantucket, our first visit ever. We definitely wanted to get on the water, and make it easy for ourselves. We did not want a "booze cruise" experience with 100 folks on board. The Endeavor was...More

5  Thank mgoblue1990
Reviewed July 10, 2017 via mobile

This is a great way to spend part of your day on Nantucket! Captain Jim and his son James are so kind and knowledgeable, and the experience of sailing alongside Nantucket is one for the memories!

1  Thank QuickWhitTravel
Reviewed June 25, 2017 via mobile

We had a wonderful cruise on the Endeavor. Captain Jim makes the trip so comfortable. His son James catered to everyone, opening wine bottles, getting jackets/purses/food below where we had stored. Everyone in our group of 8 had a 10/10 experience. A must do while...More

1  Thank atlantamamatres
Reviewed October 2, 2016 via mobile

We had a wonderful time with Captain Jim on his beautiful boat. We were celebrating a friends birthday with a pre-dinner cocktail sail. We were able to bring lots of wine, cheese and laughs, and Captain Jim and his assistant tolerated our frequent photo taking...More

Thank _TejasRT_
Reviewed September 4, 2016 via mobile

Captain Jim was outstanding for our 7th grade class trip. He explained the basics of sailing, some geography of the island and the ocean and history of the area. Great interactions with the kids. Really well done.

1  Thank Rick D
Reviewed August 29, 2016

We booked Endeavor Sailing for a bachelorette group and I must admit, had some hesitations of the size of the boat since we were 13 girls! To our surprise, the boat felt as big as any other we've ever been on. Since we were floating...More

1  Thank heather b
Reviewed August 15, 2016

We were very much looking forward to a sail with this company. However, our flights were changed due to circumstances beyond our control and we would no longer be on the island in time for the sail. Unfortunately, due to the company's cancellation policy, we...More

8  Thank Explorer0912
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