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Schooner Eastwind
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Traveller Overview
  • Excellent93%
  • Very good4%
  • Average1%
  • Poor1%
  • Terrible1%
Travellers talk about
“captain john”(11 reviews)
“hour sail”(22 reviews)
“sunset cruise”(16 reviews)
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.
20 Commercial St, Boothbay Harbor, ME 04538-1821
+1 207-633-6598
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Reviews (362)
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All reviews captain john hour sail sunset cruise beautiful ship sailing experience great sail great stories two hours relaxing trip sun was shining ticket booth fantastic trip friendly crew wonderful afternoon perfect weather great job points of interest
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1 - 10 of 358 reviews
Reviewed 8 October 2018

My husband and I had a great sail around Booth Bay with Tom and Ariel! Great way to see the harbor. My husband volunteered to help raise the sails so that was fun to watch! Would definitely recommend!

Date of experience: October 2018
1  Thank Amber W
Reviewed 4 October 2018 via mobile

We had a blast on this excursion. There was only 8 people on the boat so it was almost a private tour excursion. It was a cool, brisk day but the sun was shining. Captain Tom did an excellent job and Patrick gave us very...More

Date of experience: October 2018
Thank kathyg49
Reviewed 2 October 2018

Staff is friendly and you get a good view of the harbor out on the water. Not sure what more you can really ask for on a Schooner ride. ***Advisory** For those who want to bring a lunch or drink some wine, the schooner ride...More

Date of experience: September 2018
Thank jcarps
Reviewed 1 October 2018 via mobile

This was our second trip to Maine. Like last time, we wanted to get out on the water. We booked a sail on Eastwind and had a terrific time. The Captain and First Mate couldn’t have been more informative and accommodating. The views of the...More

Date of experience: September 2018
Thank HoustonRufus
Reviewed 25 September 2018

Wonderful schooner cruise for our family. The captain and his first mate were great! They were very patient with our kids and let them help coil the ropes and hoist the sail. Amazing experience! We will never forget it. :)

Date of experience: June 2018
Thank Cricket B
Reviewed 19 September 2018

This was the best part of my recent visit to Boothbay! The crew are wonderful and want to make sure everyone has an amazing time on board. You are allowed to bring your own drinks which was fun (great to enjoy a glass of wine...More

Date of experience: September 2018
1  Thank Camper726130
Reviewed 11 September 2018

Although it was a pretty cold day for early September we had great wind for a Schooner cruise! So glad this trip was recommended by our Innkeepers. Definitely worth the price. Tom and Ariel were a great captain & mate team -entertaining and knowledgeable. I...More

Date of experience: September 2018
Thank Seaside795944
Reviewed 5 September 2018 via mobile

Tom and Ariel were great hosts and crew. I got to help putting up the sails. Lovely sail out into the harbor. Free bottles of water on board.

Date of experience: September 2018
Thank TomH755
Reviewed 2 September 2018 via mobile

My husband and I have wanted to go on a schooner cruise for several years but timing never seemed to work when we were visiting Maine. We finally booked a 6pm cruise on the Eastwind while visiting Boothbay this summer and it was fabulous. It...More

Date of experience: July 2018
Thank Anne T
Reviewed 30 August 2018 via mobile

What an enjoyable trip on the Eastwind. Great local knowledge, entertaining and easily worth the time and money. Part of the charm of this cruise is that is a local family operation. Spending time on the schooner was just what we needed, giving us a...More

Date of experience: August 2018
Thank kenw29419
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Questions & Answers
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30 July 2018|
AnswerShow all 3 answers
Response from 681margareta | Reviewed this property |
Yes, there is a bathroom onboard, but they prefer you don’t use it unless it’s an emergency.
8 September 2017|
AnswerShow all 3 answers
Response from eastwindbb | Property representative |
Hello and thank you for visiting us. We are open this year through Monday, October 9. This time of year our sailing schedule changes so it's best to check in with the ticketing booth for each day's trips. We hope to see... More
2 May 2017|
Response from eastwindbb | Property representative |
Thank you for contacting us regarding sailing on Schooner Eastwind. Yes, reservations are necessary especially during the time you are here. Windjammer Week begins on June 26 with many activities going on in the town... More