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
  • Selection of beer, wine and liquor drinks available for purchase
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
4.5
(33 Ratings)
5 stars
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1 star
Dougpk7094zc
Oct 13, 2024
Sunset Sailboat Trip - As part of a 25th wedding anniversary trip to Maine, the sunset trip was an awesome highlight. The crew was pleasant and answered a ton of questions about the area, the lobster industry and sailing. The ship was clean and felt safe.
Review provided by Tripadvisor
A3946utwilliamr
Sep 18, 2024
Beautiful, peaceful sunset sail - The captain and mate were super friendly. They asked for volunteers to hoist the sails which was fun. The trip is two hours. You see three lighthouses and several islands. It is beautiful and peaceful. I highly recommend this trip for couples. They say BYOB but they sell reasonably priced alcoholic and nonalcoholic beverages.
Review provided by Tripadvisor
772kataw
Aug 16, 2024
Perfect night on Boothbay Harbor - What a great experience. The water was calm, and the night was amazing. My husband and I enjoyed it immensely. The crew was terrific, Captain Katie was very funny. We saw seals, porpoises, osprey and several other birds. There were about 30 people on the boat and it didn't feel crowded, it was a perfect night in Boothbay Harbor. One thing I especially liked was the very reasonable price of drinks on the boat. Thank you for a great time!
Review provided by Tripadvisor
Newme4lif3
Aug 4, 2024
A must go! - Absolutely amazing!! Beautiful boat and fun crew!! Great for a 1st time on a sailboat. I will surely be back again. Be sure to bring your binoculars too!!
Review provided by Tripadvisor
Sharonpierce82
Jul 28, 2024
Fun Experience - We had an amazing time. The captain and mate did a superb job, the weather was perfect and I got to help lower the sails. This was one of the highlights of our trip.
Review provided by Tripadvisor
M970oieddieb
Sep 3, 2024
No History or Info Given - The only complaint that we would have is that our captain was not user friendly at all. He did not provide any info on anything. When ask what island this might be, answer was curt, Burnt Island or Squirrel Island. Several other questions asked were almost answered with distain. The other crew member was friendly and would talk with the guests. We stayed in the harbor and tacked back and forth for the two hours.
Review provided by Tripadvisor
Ken_o
Aug 2, 2024
Sunset sailing - 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.
Review provided by Viator
Marty
Sep 28, 2024
A disappointment - The staff was friendly and tried to make the outing fun but seating was uncomfortable, we didn't travel as far as I expected and standing up and looking around was not easy.
Review provided by Tripadvisor
Laurie_c
Aug 31, 2024
Sunset Cruise - 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?
Review provided by Viator
Kelleyz806
Oct 8, 2024
Hard to find - They didn't wait for us, we didn't find the pier on time. It was confusing to get there. There are no clear indicators on how to get to the pier
Review provided by Tripadvisor