Join Schooner Applejack’s sunset sail in Boothbay Harbor. Spot wildlife, explore islands, and enjoy 360-degree coastal views. Your Maine adventure starts here.
Join Schooner Applejack’s sunset sail in Boothbay Harbor. Spot wildlife, explore islands, and enjoy 360-degree coastal views. Your Maine adventure starts here.
- Boothbay Harbor Region - Boothbay Harbor is a well-loved spot for tourists and yachting enthusiasts. Visitors can explore studios and galleries showcasing the work of over 200 local artists. It’s often referred to as a “vacationland paradise.”
- Boothbay Harbor Region - Boothbay Harbor is a well-loved spot for tourists and yachting enthusiasts. Visitors can explore studios and galleries showcasing the work of over 200 local artists. It’s often referred to as a “vacationland paradise.”

- On-board restrooms
- BYOB snacks and drinks (non-alcoholic)
- On-board restrooms
- BYOB snacks and drinks (non-alcoholic)
- Gratuities
- Alcoholic beverages
- Gratuities
- Alcoholic beverages
Welcome aboard the Schooner Applejack in Boothbay Harbor; your Maine vacation begins here! Join the Schooner crew for an unforgettable sunset sail on Boothbay Harbor’s oldest windjammer. Participate in hoisting the sails or try steering the wheel as the course is set past Burnt Island Light, Squirrel Island, Ram Island Light, and the outer islands of…
Welcome aboard the Schooner Applejack in Boothbay Harbor; your Maine vacation begins here! Join the Schooner crew for an unforgettable sunset sail on Boothbay Harbor’s oldest windjammer. Participate in hoisting the sails or try steering the wheel as the course is set past Burnt Island Light, Squirrel Island, Ram Island Light, and the outer islands of Boothbay. Stay alert for porpoises, ospreys, bald eagles, and harbor seals as local boats are seen setting their pots or hauling in the day’s lobster catch.
Experience the finest and most intimate sailing vessel for exploring Boothbay Harbor. Relish the stunning coastline from our deck, offering a 360-degree view from every seat.
- Maine weather can change by the minute, please bring a light jacket or sweatshirt.
- Smoking or vaping is not permitted on the docks or aboard the ship.
- All children, including those under two years of age, count towards our permitted passenger maximums and must have a ticket to board.
For a full refund, cancel at least 24 hours before the scheduled departure time.
For a full refund, cancel at least 24 hours before the scheduled departure time.