Schooner Eastwind Sunset Sail to see the Maine Coastline
Recommended by 92% of travelers
Maine, USA
- 2 hours (approx.)
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Overview
What's Included
- BYOB drinks and snacks (non-alcoholic)
- Restroom on board
- Gratuities
- Alcoholic BeveragesSelection of beer, wine and liquor drinks available for purchase
Meeting and Pickup
Meeting point
- 20 Commercial St, Boothbay Harbor, ME 04538, USA
In Boothbay Harbor, please look for the sign that says "Schooner Eastwind."
End point
This activity ends back at the meeting point.Ticket Redemption Point
20 Commercial St, Boothbay Harbor, ME 04538, USA
Itinerary
1
Boothbay Harbor Region
2 hours • Admission Ticket Free
Additional Info
- Confirmation will be received at time of booking
- Not wheelchair accessible
- Near public transportation
- Infants must sit on laps
- Most travelers can participate
- This tour/activity will have a maximum of 28 travelers
Supplied by
Cancellation Policy
You can cancel up to 24 hours in advance of the experience for a full refund.
Traveler Photos





Featured review
10 out of 10 experience! The captain and his mates were helpful and friendly. The schooner was clean, beautiful and well maintained. We went along the coastline and enjoyed some beautiful weather and views. They had refreshments (at a cost) and a restroom on board.
Reviews
4.7
based on 77 reviews
Sort by: Most insightful
Captain Matt and Brian made this trip enjoyable. Beautiful evening on the water and blankets to keep us warm.
Response from Host, Sep 2026
Matt and Brian will be happy to hear you enjoyed their trip! Thank you for the wonderful review.
Sunset sail was relaxing. A little overcast and breeze was a perfect change from the warm day. The crew was friendly and accommodating. Highly recommend!
Response from Host, Jul 2026
Thank you so much for your kind review! ⛵😊 While we’re sorry the clouds covered the sunset, we’re delighted to hear you still had an enjoyable sail. Joe and Cristina will be thrilled to know their friendly and engaging service helped make your experience memorable. We truly appreciate your recommendation and hope to welcome you aboard again soon for another beautiful day on the water!
Captain Josh and Halle were amazing. The trip was informative about how a.sailboat works. They were super friendly
Response from Host, Jul 2026
Thank you for the wonderful review! ⛵😊 We're so glad you enjoyed your sail with Captain Josh and Halle. It's great to hear you found the experience both informative and fun, and that their friendliness made your trip even more memorable. We appreciate you sailing with us and hope to welcome you back aboard again soon!
Loved everything 😉 helpful staf
really nice experience
nice drinks on the ship nice views bording on the ship was smooth
Response from Host, Sep 2025
So glad you loved everything 😉 We’ll raise a glass to smooth boarding, tasty drinks, and great views! Our crew will be thrilled to hear your kind words—thank you for sailing with us, and we hope to welcome you aboard again soon.
Wonderful, peaceful, and fun experience. It was so nice to get out on the water at sunset in a quiet way. The crew was great, the weather was perfect and the sunset was stunning.
Response from Host, Sep 2025
Thank you for sharing your experience! We’re thrilled to hear you had such a wonderful, peaceful, and fun time on the water. It sounds like everything aligned perfectly—great crew, beautiful weather, and a stunning sunset. We’d love to welcome you back for another memorable sail!
Very fun! They had a cash bar and an added bonus was that they had blankets on board in case you got cold. Would definitely recommend!
Response from Host, Sep 2025
We’re so glad you had a fun time aboard! The cash bar and cozy blankets are little touches we love to offer to make the sail even more comfortable. Thank you for the recommendation—we’d be happy to welcome you back anytime!
Sara and Marrison were excellent. It was the perfect weather, and the view of the sunset was serene.
Response from Host, Sep 2025
So glad you had perfect sailing weather and a sunset worth remembering! Sara and Marrison will be delighted to know they helped make the evening serene and special.
10 out of 10 experience! The captain and his mates were helpful and friendly. The schooner was clean, beautiful and well maintained. We went along the coastline and enjoyed some beautiful weather and views. They had refreshments (at a cost) and a restroom on board.
Response from Host, Jul 2025
Thank you so much for the glowing review! We're thrilled to hear it was a 10 out of 10 experience for you. Our crew takes great pride in keeping the schooner in top shape and making guests feel welcome and comfortable. We're glad you enjoyed the stunning coastline, good weather, and all the little touches onboard. Hope to see you on the water again soon!
Friendly, professional sailing. Lovely scenery in Boothbay Harbor. Luke and Christine did a great job!
Response from Host, Jun 2025
Thank you so much for sailing with us and for your kind words! We're thrilled you enjoyed the beautiful scenery of Boothbay Harbor and had a great experience with Luke and Christine — they’ll be so happy to hear your praise. We hope to welcome you aboard again soon for another memorable trip! ⛵✨
Be aware! Our experience was cancelled due to weather which is completely understandable. What is UNACCEPTABLE is that we were not notified in ANY way so we drove 4 hours for NOTHING. The attendant MJ, was just plain nasty. We arrived 15 minutes early and she spoke to us like we were idiots for not knowing it was cancelled. When I asked why we weren't notified she said, "I have 27 people to call". It was 10 minutes before departure time. We left disappointed.
Response from Host, Jun 2025
Thank you for bringing this to our attention. We're truly sorry for the frustration and inconvenience caused. While weather-related cancellations are sometimes unavoidable, the lack of communication you experienced is absolutely not the standard we strive for, and we understand how upsetting it must have been to make such a long trip only to be turned away. However, I should note that we do not make these decision 4 hours in advance as the weather in Maine changes often. You should have received a text and phone call at least an hour in advance. I guess in this case that did not happen.
Your interaction with our staff member, MJ, is also very concerning. Everyone deserves to be treated with courtesy and respect, especially in disappointing circumstances. We are addressing this internally and will ensure appropriate follow-up.
We take your feedback seriously and are reviewing our notification process to prevent similar situations in the future. Again thank you for your feedback and please except our apologies.
This was one of our favorite experiences from the trip.
We took the first sail of the season and while it was still cloudy, it was a great experience! Josh and Luke made the trip fun and interactive for the small group on the boat.
We saw a lighthouse, the smaller islands, and seals. It was so quiet and peaceful out on the water.
Response from Host, Jun 2025
Thank you so much for joining us on our first sail of the season — and for your kind words! ⛵️ Even with the clouds, we’re so glad to hear it was a memorable experience. Josh and Luke will be thrilled to know they helped make the trip fun and interactive for your group. We hope to welcome you aboard again soon under sunnier skies!
Weather and sunset was gorgeous. The only thing that I wish they would add to the cruise is narrating your whereabouts a little bit. Throughout the cruise, you could hear people saying now where do you think that is over there?
Capt Kate was great. Eager to fix any issue as they occurred with the head. First mate Meghan took drink ordered and hoisted the sails.
Our cruise was canceled with no notice or reason. We waited for almost four hours, expecting a wonderful experience. What a disappointment.
The cruise was wonderful and our Captain Sean was awesome. Also I have to give Simon, one of the crew, a big thumbs up He was amazing
Exceptional experience. We will be sailing with crew again! We would be interested in a longer sail, as well. The skilled and attentive crew made us feel safe.
Response from Host, Jul 2023
Thank you very much for the wonderful review! We are thrilled to hear that your group had a fantastic time. It means a lot to us when guests choose to celebrate their special day with us. Our dedicated staff puts in tremendous effort to ensure a top-notch experience, and reviews like yours serve as a validation of their hard work and dedication. We are truly grateful for your feedback.
Member Pricing
From
$56.95
per personWas $59.95(-5%)
up to 24 hours before the experience starts (local time)
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Schooner Eastwind Sunset Sail to see the Maine Coastline
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