Schooner Apple Jack Day Sail with Boothbay Sailing in Maine
Difficulty
easy
Duration
2 hours
Fitness Level
Suitable for most people; no special fitness required
Overview
Set sail aboard the historic Schooner Apple Jack and experience the thrills of traditional Maine sailing. Glide past stunning coastlines, spot wildlife like porpoises and Bald Eagles, and learn the ropes from friendly crew—all in just two hours of pure maritime adventure.
Schooner Apple Jack Day Sail
Day Sail • EARLY BIRD DISCOUNT - Save $5 on 9AM Sails!
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About This Adventure
Embark on an unforgettable 2-hour sailing adventure aboard the historic Schooner Apple Jack in Boothbay Harbor. Experience the thrill of hoisting sails and steering the ship while exploring stunning coastal views and spotting wildlife like porpoises and Bald Eagles. This unique journey promises memories that will last a lifetime.
EARLY BIRD DISCOUNT! Save $5 on 9AM sailings!
Welcome Aboard the Schooner Apple Jack!
Duration
2 Hours
About
Welcome Aboard Schooner Apple Jack in Boothbay Harbor your Maine Vacation starts here. Join the Schooner crew for a 2hr. day sail or private charter adventure on Boothbay Harbor’s oldest windjammer. Help hoist sails or take a turn at the wheel as we set a course out past Burnt Island Light, Squirrel Island, Ram Island Light and the outer islands of Boothbay. Keep a sharp eye out for porpoise, Osprey, Bald Eagles, and harbor seals as we slip by local boats setting their pots or hauling in the lobster catch of the day.
Important Note
Please note that this activity is not for children under the age of 5 or adults with mobility issues.
Adventure Tips
Dress for the weather
Bring layers and waterproof gear to stay comfortable on the water, regardless of conditions.
Arrive early
Get to the dock at least 15 minutes before your scheduled departure to ensure a smooth boarding process.
Bring a camera
Capture Coastline views and wildlife encounters—you won't want to miss the photo opportunities.
Bring binoculars
Optional but helpful for spotting distant wildlife like eagles and porpoises during the sail.
Local Insights
Wildlife
- Humpback whales
- Harbor seals
History
Boothbay Harbor has operated as a vital fishing port since the 1800s, shaping its maritime culture.
Conservation
Boothbay Sailing emphasizes eco-friendly practices, respecting local wildlife and marine environments during sailing trips.
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Adventure Hotspots in Portland
Frequently Asked Questions
Recommended Gear
Layers and waterproof clothing
To stay comfortable and dry no matter the weather conditions on the water.
spring|summer|fall|winter specific
Sunscreen
Protect your skin from sun exposure while out on the open sea.
summer specific
Hat and sunglasses
Additional sun protection to keep glare at bay during your trip.
summer specific
Binoculars
Enhance wildlife viewing during your sail—spot porpoises, eagles, and more.
spring|fall|winter specific