"We glided through a deep, narrow passage between Fisherman's Island and Ram Island. I admired the Ram Island lighthouse. In the distance, I could see Damariscove Island, a place of history and legend." - Charles Kuralt

Sailing Trips to the Outer Islands

Your two-hour voyage aboard Boothbay Harbor's largest charter schooner gives you time to relax and see the Maine coastline. Lighthouses, fishing lobstermen, wildlife, and remote islands accessible only by boat dot the seascape.

The Smith Family

Herb and Doris Smith sailed around the world twice with their three children on schooners they built by hand. Five of the schooners they built are named Appledore. Eastwind, their sixth schooner, is a sistership of the Appledores. They are authors of two books about their world voyages: Sailing Three Oceans and Dreams of Natural Places.

Sailing Times & Location

10:00 · 12:30 · 3:00 · 6:00
$30 per person

Please call for private charters and seasonal variations.

Please make reservations at the Eastwind ticket booth located at 20 Commercial Street, Boothbay Harbor, ME 04538 or by calling 207-633-6598.