Set sail from Boothbay Harbor aboard the Schooner Applejack for a two-hour coastal cruise past Burnt Island Light, Squirrel Island and Ram Island Light. Expect close wildlife encounters, hands-on sailing opportunities and clear views of Maine’s glacially carved islands.
More ways to explore the area's outdoor wonders
You step aboard the wooden rail of Schooner Applejack and the harbor opens: wind pressing the canvas, gulls arguing over a passing lobster boat, and the lighthouse at Burnt Island receding like a punctuation mark. The two-hour sail threads past Squirrel Island, Ram Island Light and a scatter of granite outcrops carved by glacial ice, while the crew invites passengers to take the wheel or help hoist a sheet.
Difficulty
easy
Duration
2 hours
Fitness Level
Suitable for most fitness levels; requires basic mobility to board and move on deck.
Wildlife
History
Boothbay Harbor grew as a 19th-century fishing and shipbuilding center; schooners have been a part of the local working-fleet tradition for generations.
Conservation
Local operators follow guidelines to minimize disturbance to marine life; visitors are asked to avoid feeding wildlife and to dispose of waste properly to protect fragile island ecosystems.
Reserve your spot on the Schooner Applejack 2-Hour Day Sail from Boothbay Harbor today and enjoy a trusted, highly rated experience designed to help you make the most of your adventure.
Arrive Early for Check-In
Plan to be at the Eastwind booth at Fisherman’s Wharf 15 minutes before departure to get escorted to Pier 1.
Dress in Layers
Sea breezes can be chilly even on warm days—pack a windbreaker and a warm mid-layer.
Bring Binoculars and a Camera
Wildlife sightings are common; binoculars help spot porpoise and nesting ospreys among the islands.
Mind Wildlife Distance
Keep noise low near marine mammals and birds; do not attempt to feed or approach wildlife from the boat.
Windbreaker or waterproof jacket
Blocks wind and light spray while keeping you comfortable on deck.
Non-slip deck shoes
Provide traction on wet wood and uneven surfaces while boarding and moving about the schooner.
Binoculars
Helps you spot porpoise, seals and birds among the islands.
Small dry bag
Keeps camera, phone and layers dry from spray and accidental drips.