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Endeavor Sailing Excursions

Slip #1015, Straight Wharf, Nantucket, MA 02554
+1 508-228-5585
Review Highlights
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 23 August 2017
Saint Louis, Missouri
Great Trip with Kids

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

Reviewed 9 August 2017
via mobile
Read all 52 reviews
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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 outing with family and friends or as an activity for corporate meetings. Reservations are suggested.
  • Excellent95%
  • Very good3%
  • Average0%
  • Poor1%
  • Terrible1%
Travellers talk about
“captain jim” (18 reviews)
“great sunset” (4 reviews)
Slip #1015, Straight Wharf, Nantucket, MA 02554
+1 508-228-5585
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Reviews (52)
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1 - 10 of 52 reviews

Reviewed 23 August 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

Thank M B
Reviewed 9 August 2017 via mobile

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

Thank AnnapMDHiker
Reviewed 18 July 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

2  Thank mgoblue1990
Reviewed 11 July 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 25 June 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

Thank atlantamamatres
Reviewed 2 October 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 4 September 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 29 August 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 15 August 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

7  Thank Explorer0912
Reviewed 6 June 2016

We all loved this excursion. Captain Jim was knowledgeable and entertaining. The kids got to help raise the sails and steer the boat. 1-½ hours was the right length of time for our kids. It was great.

3  Thank Linda B
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