Maine

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Best Maine Tours Worldwide

The best days on the water.

The 2 most popular maine tours. What each sail costs, how long you are on the water, and which crews run it well.

2 Best Maine Tours Worldwide

2-Hour Experiences, Cruises & Boat Tours, Maine, Marina & Harbor Cruises, Tall Ships & Sailing Boats, Tour Reviews

Schooner Eastwind 2 Hour Day Sail in Boothbay Harbor

/ September 12, 2026

1.Schooner Eastwind 2 Hour Day Sail in Boothbay Harbor

2-hour Schooner Eastwind sail from Boothbay Harbor: hands-on hoisting, blankets, BYOB snacks, restroom onboard, and sharp views.

Most Popular★ 4.5

“This experience was a dream come true and it was done in the highest fashion. Our captain and mate were highly skilled, attentive to guests, and extremely kind. I need’nt mention the beauty of the views. Everything about this trip was perfect and I am so happy to have taken the time. In my opinion,…”

126 reviews2 hours (approx.)From $54.95by Boothbay Sailing

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Caves & Coastline Sails, Cruises & Boat Tours, Evening Experiences, Maine, Sunset Sails, Tall Ships & Sailing Boats, Tour Reviews

Schooner Eastwind Sunset Sail to see the Maine Coastline

/ October 17, 2026

2.Schooner Eastwind Sunset Sail to see the Maine Coastline

Sail the Schooner Eastwind from Boothbay Harbor at sunset for a 2-hour Maine coastline cruise with BYOB snacks, blankets, and small-group charm.

★ 4.5

“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.”

61 reviews2 hours (approx.)From $59.95by Boothbay Sailing

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