Boothbay Harbor Schooner: Maine Coastline Sailing

Embark on a 2-hour sail in Boothbay Harbor. Discover lighthouses, wildlife, and remote islands aboard the classic Schooner Eastwind.

Duration: 2 hours
Cancellation: 24 hours
Highlights
  • Boothbay Harbor Region - Our docks are centrally located in Boothbay Harbor’s historic waterfront. You are just steps away from 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
  • On-board restrooms
  • BYOB snacks and drinks (non-alcoholic)
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, 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
4.6
(116 Ratings)
5 stars
4 stars
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1 star
Jimgl8661cc
Sep 26, 2025
Wind and waves - Great way to kill two hours on the water. It was fun sailing and riding the waves. See one light house. Drinks on board if you like.
Review provided by Tripadvisor
Debbie_l
Sep 25, 2025
Beautiful ride and a don’t miss. - Riding the waves on a sailboat is a beautiful experience. If you decide to go in late September make sure you wear warm clothes with layers and a hat. You hey did provide blankets which I took full advantage of and. It was fabulous.
Review provided by Viator
Renmi
Sep 24, 2025
Schooner Eastwind Sail Trip - Our tour was easy to set up and the gal at the kiosk was very helpful. The boat itself was picturesque and Josh, the captain, made everyone feel comfortable. He and Marison, the first mate did a wonderful job of helping a client who was wheelchair bound, make it onto the boat with no concerns. Although the winds were a little bit light, our trip was comfortable and informative. The coastline was beautiful. Two hours was just the right amount of time to spend out on the water and then come back for a nice cup of hot coffee!
Review provided by Tripadvisor
Nancy_c
Sep 21, 2025
This was a beautiful way... - This was a beautiful way to discover some of the coastal areas of Maine. It was absolutely stunning . The captain and mate were very informative and showed everyone a good time
Review provided by Viator
Jill_t
Sep 21, 2025
Smooth sailing - Relaxed informative very enjoyable . Sarah and Mareson were the best. They actively let passengers participate in hoisting the sales.
Review provided by Viator
Jason_z
Sep 18, 2025
The captain and the... - The captain and the deckhand were fun and very knowledgeable. And they let us participate in the raising of the sails.
Review provided by Viator
Peter_g
Sep 15, 2025
We had a wonderful time... - We had a wonderful time on the water. Weather was perfect bright sun and enough winds for smooth sailing
Review provided by Viator
Steve_l
Sep 13, 2025
Sailing in Boothbay Harbor - Beautiful day and lovely sailing experience! Luke and Michael were wonderful and made the trip a good one. Highly recommend.
Review provided by Viator
E1720etjohnd
Sep 9, 2025
Relaxing and enjoyable sail - This is a good value and pleasant, relaxing experience for a couple of hours on the water. Beautiful sights along the shore. There are several shops to buy a sandwich (or lobster roll) near the dock. The crew offers drinks on-board.
Review provided by Tripadvisor
Booga68
Sep 26, 2025
Great day on the water! - It was great getting out on the water. Josh and Marison were great! They allowed some participation in raising the sails and were both knowledgeable.
Review provided by Tripadvisor
From $55
up to 12 guests
1 - Adult
Cancellation: Free cancellation up to 24 hours before the start of your experience (local time).