Boothbay Harbor Schooner: Maine Coastline Sailing

Experience Boothbay Harbor’s best sunset sail. Explore Maine’s coastline, lighthouses, and wildlife aboard the Schooner Eastwind. Book your unforgettable two-hour voyage today.

Duration: 2 hours
Cancellation: 24 hours
Highlights
  • Boothbay Harbor Region - Our docks are centrally located in the historic waterfront of Boothbay Harbor. Just steps away, you’ll find excellent inns, shops, restaurants, and various water activities. We collaborate with and support our waterfront community and are eager to guide you to all the wonderful experiences nearby.
What's Included
  • BYOB drinks and snacks (non-alcoholic)
  • On-board restrooms
What's Not Included
  • Gratuities
  • Alcoholic beverages
Additional Information

Sail away from it all on your two-hour voyage aboard Boothbay Harbor’s schooner to relax and see the Maine coastline. Lighthouses, fishing lobstermen, wildlife, and remote islands accessible only by boat dot the seascape.
Our goal is for you to experience the best two-hour classic sailing trip in the world. We have been working on this experience in…

Location
20 Commercial St
Commercial Street
In Boothbay Harbor, please look for the sign that says "Schooner Eastwind."
Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

Customer Ratings
4.7
(61 Ratings)
5 stars
4 stars
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1 star
Mfbmbb
Oct 10, 2025
MB4 (NC) & mb (NY) Boothbay trip '25. - Sarah and Christina were great, highly recommend. Sarah and Christina were great, highly recommend. Sarah and Christina were great, highly recommend.
Review provided by Tripadvisor
B867pxlindag
Oct 6, 2025
Schooner Eastwind Sunset Sail - The Schooner Eastwind Sunset Sail was wonderful. A two hour sailing experience with a sunset near the end? Who could ask for more. Captain Katie and Marisen both handles the schooner with ease and grace. We lucked out with the weather this late in the season, but definitely dress in layers, it can get cold out there. They did have plenty of blankets for those that were chilly. Sunset was beautiful, my husband and I enjoyed it very much.
Review provided by Tripadvisor
Shuck90
Oct 6, 2025
Amazing Sunset Cruise - Sarah and Marrison were AMAZING. They told us a lot about the boat and the various islands. We were able to help hoist the sails which really helped us appreciate the incredibly hard work it is to run a boat like that. Highly recommend for anyone wanting a relaxing, sunset cruise.
Review provided by Tripadvisor
Adventure617719
Oct 3, 2025
Perfect way to experience Maine!! - Magical trip. Don't miss it!! Beautiful vessel, only 27 people, very comfortable. Drinks available on board and option to pack a picnic.
Review provided by Tripadvisor
Kate
Oct 2, 2025
Sunset Cruise - It was a beautiful evening! Josh and Molly were great hosts. I liked that this was not a narrated tour but more of casual sail. They supplied blankets and beverages, which was an unexpected but welcomed treat.
Review provided by Tripadvisor
Dirk_f
Sep 28, 2025
Wonderful - Loved everything 😉 helpful staf really nice experience nice drinks on the ship nice views bording on the ship was smooth
Review provided by Viator
Maureen_h
Sep 23, 2025
Wonderful, peaceful, and... - 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.
Review provided by Viator
Lollyandy1
Sep 21, 2025
Relaxing and beautiful - Captain was very knowledgeable and made the trip interesting. Very relaxing and beautiful! Great way to see the coast and islands.
Review provided by Tripadvisor
Fearless713520
Sep 12, 2025
Perfect way to spend a beautiful evening! Awesome! - We had a wonderful time! The ship was beautiful and the crew was so friendly and knowledgeable. We shared a perfect evening! We had brought delicious lobster sandwiches, which we had purchased from a small, but wonderful lobster bar just minutes away from the boarding location. Drinks onboard were very reasonably priced and the entire experience was peaceful, fun and very special! Couldn't have asked for a more beautiful sunset or a more enjoyable evening! Thank you! We plan on going back next summer when our son comes to visit.
Review provided by Tripadvisor
Katherine_s
Sep 11, 2025
Very fun! They had a cash... - 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!
Review provided by Viator
From $60
up to 12 guests
1 - Adult
Cancellation: Free cancellation up to 24 hours before the start of your experience (local time).