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Endeavor Sailing Excursions

Slip #1015, Straight Wharf, Nantucket, MA 02554
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Ranked #3 of 25 Activities in Nantucket
Type: Tours, Adventure
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Attraction details
Owner description: 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 $35.00. Private charters are available for an outing with family and friends or as an activity for corporate meetings. Reservations are suggested.

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29 reviews from our community

Visitor rating
Date | Rating
  • English first
  • Any
English first
Buffalo, New York
Top Contributor
434 reviews 434 reviews
223 attraction reviews
198 helpful votes 198 helpful votes
5 of 5 stars Reviewed October 26, 2014

Who could go to Nantuckett and not take a sail? This is a wonderful evening cruise. Have taken it 3-4 times and love it. The crew is great.

Was this review helpful? Yes
Lancaster, Pennsylvania, United States
4 reviews 4 reviews
3 attraction reviews
5 helpful votes 5 helpful votes
5 of 5 stars Reviewed October 24, 2014

Sixteen (16) years ago, my husband chartered this boat to ask me to marry him. It was amazing! Now...for our 15th anniversary we are going back out on the boat. This boat (and the island) is amazing!

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Houston, Texas
17 reviews 17 reviews
5 attraction reviews
32 helpful votes 32 helpful votes
5 of 5 stars Reviewed October 23, 2014

Captain Jim and crew did an excellent job and God provided us the best weather. It was so relaxing and enjoyable with great views of Nantucket. They allow you to bring your own food and drinks. Out of all the things we did on the island, this was by far the best and priced the most reasonable. Captain Jim loves... More

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Hingham, Massachusetts, United States
3 reviews 3 reviews
5 of 5 stars Reviewed October 2, 2014

We booked a private cruise for a party of eight. It was a highlight of a long weekend on Nantucket. Capt. Jim provided lots of information about Nantucket and the sights we were seeing. We had a leisurely cruise as part of a birthday celebration. I highly recommend this great way to experience Nantucket.

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Kansas City, Missouri
Senior Contributor
23 reviews 23 reviews
6 attraction reviews
4 helpful votes 4 helpful votes
5 of 5 stars Reviewed September 24, 2014

We have been 2 years in a row, and the kids enjoy it more each time. Adults can sit up in seperate area and enjoy the sailing as well.

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Nantucket, Massachusetts
5 reviews 5 reviews
3 attraction reviews
3 helpful votes 3 helpful votes
5 of 5 stars Reviewed July 2, 2014

There was nothing I disliked. My sister and I had a wonderful, smooth sailing trip on this beautiful boat with about 9 other people. Captain shared many interesting historical and local tidbits; Wesley, his assistant, was very courteous and helpful. 4:00 was a perfect time of day for this cruise. The fee was very reasonable.

Was this review helpful? Yes 3
Chicago, Illinois
5 reviews 5 reviews
7 helpful votes 7 helpful votes
5 of 5 stars Reviewed June 11, 2014

We went on the endeavor for a sunset sail the first night we got on Nantucket. It was wonderful! the crew were so friendly and knowledgeable about not only sailing, but also about the island and the history it has to offer. the sunset was amazing and it was a great way to start off our stay on Nantucket. we... More

Was this review helpful? Yes 5
Townsend, DE
Top Contributor
101 reviews 101 reviews
35 attraction reviews
36 helpful votes 36 helpful votes
4 of 5 stars Reviewed September 28, 2013

We sailed up and down the harbor (avoiding the winds)>Captain Jim filled us in on what we were seeing onshore and on the water. He was willing to have passengers assist the mate with the sails. Amazing boat which Jim built himself over 30 years ago. The sunset was beautiful.

Was this review helpful? Yes 1
Las Vegas
Senior Contributor
24 reviews 24 reviews
5 attraction reviews
40 helpful votes 40 helpful votes
5 of 5 stars Reviewed September 16, 2013

My husband and I took the sunset cruise on a beautiful, clear evening and had a great time! The crew is fantastic - very friendly and knowledgable about the area - and the boat was quite comfortable. It was the perfect way to experience the sunset and I would highly recommend this cruse. We will definitely do this again next... More

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Senior Reviewer
10 reviews 10 reviews
7 helpful votes 7 helpful votes
1 of 5 stars Reviewed September 13, 2013

We recently visited Nantucket and "sailed" aboard the Endeavor. The entire time on the boat was 1 1/2 hours at a cost of $40 per person. We motored out into the ocean and the sails were up for a total of 20 minutes. There was plenty of wind, but we never "sailed". We bobbed out in the water and then... More

Was this review helpful? Yes 1
endeavorsailing, Owner at Endeavor Sailing Excursions, responded to this review

Captain Jim has been offering excursions aboard the Endeavor for 31 years. One of the reasons for his success is that he makes the safety and the comfort of his guests a priority. Occasionally, which was the case the day you sailed, the wind comes up very strong out of the northeast and the waves start to build out in... More

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