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Schooner Eastwind
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Traveller Overview
  • Excellent93%
  • Very good4%
  • Average1%
  • Poor1%
  • Terrible1%
Travellers talk about
“captain john”(7 reviews)
“hour sail”(20 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
Reviews (357)
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All reviewscaptain johnhour sailsailing experiencegreat sailingbeautiful shipsunset cruisetwo hoursticket boothfriendly crewfantastic tripwonderful afternoongreat jobperfect weathersaw sealshighly recommend this tripburnt islandlobster
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1 - 10 of 353 reviews
Reviewed yesterday

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

Thank Camper726130
Reviewed 1 week ago

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

Thank Seaside795944
Reviewed 2 weeks ago 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.

Thank Tom H
Reviewed 2 weeks ago 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

Thank Anne T
Reviewed 3 weeks ago 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

Thank kenw29419
Reviewed 3 weeks ago

My wife and I ventured to Boothbay Harbor for a day trip. We booked at 2 hour cruise on Schooner Eastwind, and couldn't have been happier with the choice. The Captain and 1st Mate were welcoming, informative, and professional and made the trip extremely enjoyable....More

Thank greg804
Reviewed 3 weeks ago

We got lucky with a picture-perfect August day – bright and sunny with a good offshore breeze (very little “fetch” – a sailing term for the distance traveled by wind and waves over open water - one of many things we learned from Captain John...More

Thank SouthernGalInMaine
Reviewed 3 weeks ago

This was the second year in a row that we sailed on the Eastwind and we enjoyed every minute of it. Breathtaking views! Passengers are welcome to bring their own food/drink which we will plan to do next year when we sail again.

Thank jeanbeckner
Reviewed 4 weeks ago

Great experience for any one who wants to feel the wind and the water on a very interesting 65 foot schooner.

Thank fredusa2018
Reviewed 4 weeks ago

My family and I were looking to sail for part of a day during their trip to Central Maine. I called Eastwind on Monday and booked for Thursday. Cindy was super nice and helpful, especially with all of my questions being that it was my...More

Thank Heteromyid
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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