Spend two hours aboard the Schooner Eastwind exploring Boothbay Harbor’s rocky islands, lighthouses, and working waterfront. This classic day sail offers up-close views of Maine’s coastal life with knowledgeable crew, an onboard restroom, and room for BYOB snacks.
Spend two hours aboard the Schooner Eastwind exploring Boothbay Harbor’s rocky islands, lighthouses, and working waterfront. This classic day sail offers up-close views of Maine’s coastal life with knowledgeable crew, an onboard restroom, and room for BYOB snacks.
Verified experiences and guided adventures in the surrounding area.
Operated by Boothbay Sailing · Boothbay Harbor, Maine
You step off the wharf and the harbor opens like a moving map: granite islands, bobbing lobster buoys, and a sweep of salt-bright air that pushes at your jacket.
easy.
2 hours.
Suitable for all fitness levels; must be able to step aboard from a dock and move around a wet deck.
The sail is two hours and departs from the Schooner Eastwind dock on Boothbay Harbor’s central waterfront; look for the sign labeled "Schooner Eastwind."
Yes, the vessel has an onboard restroom available during the cruise.
You may bring BYOB snacks and non-alcoholic drinks; check operator rules for alcohol policies before boarding.
Yes; the trip is rated easy for fitness levels, but infants must sit on an adult’s lap and all minors should be supervised on deck.
Boothbay Harbor grew as a 19th-century shipbuilding and fishing hub; many islands served as seasonal fishing stations and shelter for coastal commerce.
This coast supports commercial fisheries and recreational tourism—follow crew guidance about wildlife distance and avoid disturbing nesting birds to reduce impact.
Boothbay Sailing operates guided outdoor trips and adventures with an emphasis on safety, stewardship, and memorable experiences.




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