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Address: Slip #1015, Straight Wharf, Nantucket, MA 02554
Phone Number: +1 508-228-5585
Website
Description:

The Endeavor has been offering sailing excursions in Nantucket Sound for 30...

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.

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TripAdvisor Reviewer Highlights

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excellent for a group!

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... read more

5 of 5 starsReviewed 2 days ago
heather b
,
New York City, New York
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45 Reviews from our TripAdvisor Community

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Showing 45: English reviews
New York City, New York
Level Contributor
3 reviews
common_n_attraction_reviews_1bd8 1 helpful vote
5 of 5 stars Reviewed 2 days ago NEW

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 at sea watching the sunset, it wasn't a big deal to be on the bow... More 

Helpful?
Thank heather b
Saint Louis, Missouri
1 review
1 of 5 stars Reviewed 2 weeks ago

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 are unable to get our money back. We were not reserved for a private sail,... More 

Helpful?
Thank Explorer0912
Naperville, Illinois
Level Contributor
13 reviews
common_n_attraction_reviews_1bd8 4 helpful votes
5 of 5 stars Reviewed June 5, 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.

Helpful?
2 Thank Linda B
Louisville, Kentucky
Level Contributor
34 reviews
4 attraction reviews
common_n_attraction_reviews_1bd8 26 helpful votes
5 of 5 stars Reviewed May 23, 2016

From start to finish this company was top notch. Sue was more than helpful and patient throughout the booking process. She helped me decide on which cruise and time would best fit our large family. Capt. Jim was great. He knows his island, is humble and made for pleasant company during our sail. He answered our elementary questions in great... More 

Helpful?
2 Thank Shaktitourist
Richmond, Virginia
Level Contributor
10 reviews
5 attraction reviews
common_n_attraction_reviews_1bd8 1 helpful vote
5 of 5 stars Reviewed September 23, 2015

Glorious sunny sail on Vintage Schooner with friendly and informative Captain at the helm. Guests were encouraged to help with the sails. Wonderful 2 hours on Nantucket Bay while learning of its history. Occasional sightings of whales or seals were mentioned, but none observed on the day we went. Sunset on the water must be even more amazing. Maybe next... More 

Helpful?
Thank MyWildIrishRose
Richmond, Virginia
Level Contributor
10 reviews
5 attraction reviews
common_n_attraction_reviews_1bd8 1 helpful vote
5 of 5 stars Reviewed September 23, 2015

Beautiful way to see Nantucket shoreline from the sea, much as Whalers would have done 150 years ago. Guests are encouraged to work the sails and "lower the boom". May see a few seals or whales too, but not guaranteed. Just a great way to spend a couple of hours on a sunny day. They offer sunset sails and romantic... More 

Helpful?
Thank MyWildIrishRose
New York City, New York
Level Contributor
4 reviews
3 attraction reviews
common_n_attraction_reviews_1bd8 2 helpful votes
5 of 5 stars Reviewed September 9, 2015

Captain Jim was a great host. He was very generous in his replies to our "land lubber" questions and his explanations of the sport of sailing. We sailed just before sunset and throughout the cruise watched the sun slowly drop beyond the horizon - it was a memory making experience.. Brought wine and cheese etc. Met really nice shipmates and... More 

Helpful?
1 Thank djedushka
San Francisco, California
Level Contributor
3 reviews
3 attraction reviews
common_n_attraction_reviews_1bd8 1 helpful vote
5 of 5 stars Reviewed August 25, 2015

We were a family of 5 (3 kids-10, 14, 17) and not only was the sail beautiful but the captain is a great guy to have a conversation with and knows so much about the island. We brought snacks and drinks, had a ball. On the sail with us were other families and single who were on a trip together,... More 

Helpful?
1 Thank Hazel94111
Boston, MA
Level Contributor
151 reviews
49 attraction reviews
common_n_attraction_reviews_1bd8 62 helpful votes
5 of 5 stars Reviewed August 18, 2015

Beautiful sunset sail on the Endeavor, wonderful way to spend our last night on Nantucket. Captain was both very hospitable and knowledgeable and the sun did not disappoint. The boat is not super big so it was not crowded. There were all adults on our sail but this would be a nice family outing as well.

Helpful?
Thank kendrick
West Palm Beach, Florida
1 review
5 of 5 stars Reviewed August 4, 2015 via mobile

We had a beautiful private excursion with Jim and James today. They are both very professional, charming and entertaining. We really enjoyed our trip! Jim (the father) was wonderful about sharing interesting facts about the island and history in general.

Helpful?
Thank Sandybeach220

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Typical questions asked:
  • Will you pick up and drop off at my hotel?
  • I have a family of 7. Can your tour accommodate all of us together?
  • How should I dress for this tour?