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Schooner Eastwind

20 Commercial St., Boothbay Harbor, ME 04538
207-633-6598
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Certificate of Excellence 2014
Type: Tours
Owner description: Sail the waters of delightful Boothbay Harbor on our 65-foot schooner. See lighthouses, the outer islands, and sea wildlife on a two hour cruise. The... more » Owner description: Sail the waters of delightful Boothbay Harbor on our 65-foot schooner. See lighthouses, the outer islands, and sea wildlife on a two hour cruise. The Smith family has 30 years of boat building and sea adventures to share with you. « less
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156 reviews from our community

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Date | Rating
  • English first
  • German first
  • Any
English first
Bethlehem, Georgia
Senior Contributor
27 reviews 27 reviews
9 attraction reviews
22 helpful votes 22 helpful votes
5 of 5 stars Reviewed September 14, 2014 NEW

I never realized this should be on my bucket list but it should have been! I had never been on any boat with a sail so this was a first and what a first it was! Doris and Herb gave us an absolutely wonderful tour of the area around Boothbay and told many stories about their sailing journeys. The scenery... More

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Berea, Ohio
2 reviews
1 helpful vote 1 helpful vote
5 of 5 stars Reviewed September 9, 2014

I went back to Eastwind Schooner and was as pleased as the first time. It is a thrilling and beautiful way to see Boothbay.

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maryland
Contributor
12 reviews 12 reviews
6 attraction reviews
6 helpful votes 6 helpful votes
5 of 5 stars Reviewed September 6, 2014

Gorgeous sailboat. The builders, Herb and Doris Smith used to do the tours themselves and share stories of their round-the-world trips. Now they are retired, but crew was very nice and the trip can't be beat on a pretty day. We've gone out several times. Always a pleasure.

Was this review helpful? Yes 1
Fredericksburg, Virginia
2 reviews
3 helpful votes 3 helpful votes
3 of 5 stars Reviewed September 5, 2014

We have sailed on the Eastwind 6 times in the past, but this past June there was an entirely different crew. They were very friendly and gregarious, but in a strong wind they had some major difficulties with the sails. It kind of tainted what is usually a FANTASTIC, MAGICAL 2 hour tour on the Eastwind. We'll try again next... More

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Boston, Massachusetts
Senior Reviewer
6 reviews 6 reviews
3 helpful votes 3 helpful votes
5 of 5 stars Reviewed September 3, 2014

The Schooner Eastwind is a beautiful sailboat and the crew are awesome. We took a smooth 2-hour sail around the Boothbay harbor and toured the lighthouse and islands. We highly recommend this sailing adventure!

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North Andover, Massachusetts
Reviewer
5 reviews 5 reviews
3 helpful votes 3 helpful votes
5 of 5 stars Reviewed September 2, 2014

Our two hour sail on the schooner Eastwind was the highlight of our vacation in Boothbay Harbor. The boat, built by Herb and Doris Smith, our captain and mate for the sail, is gorgeous. They are fascinating hosts with tales of adventure from sailing around the world. The tour of the harbor and islands with many lighthouses, fascinating history, sightings... More

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Coolidge, Ga
Contributor
16 reviews 16 reviews
4 attraction reviews
3 helpful votes 3 helpful votes
5 of 5 stars Reviewed September 2, 2014

Me and Angie really enjoyed the trip on the Eastwind, it was a first for both of us. the Crew was really knowledgeable about the vessel and how it works.

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Shrewsbury, Massachusetts
Reviewer
3 reviews 3 reviews
5 of 5 stars Reviewed September 1, 2014

We were fortunate to book a sail on the Eastwind schooner in boothbay harbor, maine. On the day we booked we were in luck as the owners of Eastwind herb and Doris smith were at the helm. Bill and Doris have sailed not only one but two circumnavigations and have built their boats. It was a lot of fun talking... More

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Chatham, New York
Reviewer
5 reviews 5 reviews
5 of 5 stars Reviewed September 1, 2014

This was our third sail on the Schooner Eastwind and we have enjoyed every sail. We took the 3 pm sail and the wind was brisk. Captain Sean warned us in advance that there would be heeling and the sail was glorious! Captain Sean was a fount of fascinating facts - the physics of sailing, the history of the islands,... More

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1 review
5 of 5 stars Reviewed August 29, 2014 via mobile

Schooner Eastwind with Shawn and Jerry was top knots. It was a gorgeous day to sail around Boothbay Harbor. The sights were spectacular and the experience was extremely relaxing. Shawn and Jerry displayed impeccable knowledge about the area. The highlights for our family included assisting with hoisting the sails. We would definitely recommend this experience for anyone who enjoys being... More

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