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Schooner Eastwind

Certificate of Excellence
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Address: 20 Commercial St, Boothbay Harbor, ME 04538-1821
Phone Number:
+1 207-633-6598
09:00 - 18:00
Closed now
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Sun - Sat 09:00 - 18:00

Sail the waters of delightful Boothbay Harbor on our 65-foot schooner. See...

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.

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TripAdvisor Reviewer Highlights

Read all 260 reviews
Visitor rating
  • 238
  • 12
    Very good
  • 5
  • 0
  • 3

We chose a 3:00 sail and it was a really nice ride. There wasn't much wind so I don't think we got the full sailing experience but it was still fun. The captain told us some... read more

Reviewed 6 September 2016
Kathleen J
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260 Reviews from our TripAdvisor Community

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Showing 258: English reviews
Level Contributor
19 reviews
7 attraction reviews
common_n_attraction_reviews_1bd8 1 helpful vote
Reviewed 6 September 2016

We chose a 3:00 sail and it was a really nice ride. There wasn't much wind so I don't think we got the full sailing experience but it was still fun. The captain told us some things about the islands we were passing by which was nice.

Thank Kathleen J
Middleburg, Florida
Level Contributor
3 reviews
Reviewed 5 September 2016

Our trip was outstanding, beginning with purchasing our tickets. I am so sorry I do not remember the name of the awesome woman at ticket booth. Very friendly and helpful and a twin. :-). We were in the first hour of our trip when we sailed by 3 girls in kayaks and one waved and looked in distress. Captain Brad... More 

Thank thomasking42
Level Contributor
4 reviews
common_n_attraction_reviews_1bd8 1 helpful vote
Reviewed 5 September 2016

Love the sail with Captain John and first mate Jerry. Perfect sunset cruise is the way to see marine life and capture Maine's scenic coastline. We saw magnificent views of lighthouses and historic Boothbay Harbor with it's iconic church. And were lucky to view seals and dolphins along side the vessel. This is a must do on your Maine vacation.

Thank LUCK4ME2
New York City, New York
Level Contributor
43 reviews
14 attraction reviews
common_n_attraction_reviews_1bd8 17 helpful votes
Reviewed 4 September 2016

We were told that 3 o'clock sailings offer the best opportunity to actually sail. The Schooner Eastwind with Captain John as the skipper did not disappoint. Located conveniently at Boothbay Harbor, we had a wonderful afternoon of sailing with a capable, informative , and friendly crew. The 2 hour sail exceeded our expectations and all at a reasonable price.

Thank franee0409
Level Contributor
129 reviews
23 attraction reviews
common_n_attraction_reviews_1bd8 35 helpful votes
Reviewed 3 September 2016 via mobile

There were four of us on the trip and we all enjoyed the 2.5 hour cruise. The ONLY item we did not like was the attitude of the captain, who didn't really seem like he wanted to be there. While not mean, he seemed to just be there to do a job.

Thank Coyote-Travelerz
Level Contributor
16 reviews
4 attraction reviews
common_n_attraction_reviews_1bd8 9 helpful votes
Reviewed 2 September 2016

The Schooner Eastwind cruise of Boothbay Harbor and surrounding area was a great way to spend a couple hours on the gorgeous mid-coast of Maine. Captain John and his crew were very knowledgeable about the local landmarks, lighthouses, islands, and history. They let people help with raising the sails and even let my husband take the wheel for awhile. I... More 

Thank frandan57
Freeport, Maine
1 review
Reviewed 30 August 2016

Captain John and his crew Jerry were friendly, personable, and highly competent. Members of our party got to help hoist the sails, which was fun. John and Jerry pointed out the sights and various points of interest to us. They had extra gear on hand should we become cold, etc. We thoroughly enjoyed and highly recommend this relaxing sunset cruise!... More 

Thank jschwanda
Level Contributor
8 reviews
5 attraction reviews
Reviewed 28 August 2016

Great ride, great price, great crew. John and Carter were very friendly and knowledgeable. A fine 2 hour trip if you want to get out on the water and relax for a couple hours.

Thank Anthony A
New Rochelle, New York
Level Contributor
4 reviews
common_n_attraction_reviews_1bd8 2 helpful votes
Reviewed 27 August 2016 via mobile

The captain and Joe were a terrific team! The sailing was awesome! And they made it interactive for my daughter when she was able to raise the mast. If she had wanted to, she could have helped drive the boat too.

Thank Maria K
Level Contributor
269 reviews
46 attraction reviews
common_n_attraction_reviews_1bd8 63 helpful votes
Reviewed 26 August 2016

We took the evening excursion from 6-8pm. Seating was a little tight, and it was tough to stay in my spot when the boat heeled over, but my wife and I thoroughly enjoyed the time on the boat blur Captain, John, was very capable and entertaining. His First Mate, Isaiah, was a fine, hardworking young man. I highly recommend this... More 

Thank Robert M

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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?