

Schooner Apple Jack Sunset Sail
Free cancellation
Up to 24 hours
Instant confirmation
Mobile ticket
Modify your booking anytime
No extra fees
Best price guarantee
No hidden fees
Enjoy breathtaking coastal views throughout your memorable sailing adventure
Help raise sails and experience authentic windjammer sailing
Spot fascinating wildlife along Maine’s scenic rocky coastline
Explore iconic islands and historic lighthouses around Boothbay Harbor
Set Sail on Boothbay Harbor with Schooner Lazy Jack
Step aboard Schooner Lazy Jack for a memorable Maine sailing adventure. Departing from historic Boothbay Harbor, this two hour sailing experience offers spectacular coastal views, refreshing sea air, and an authentic windjammer experience for visitors aged six and above.
As the schooner heads toward the open sailing grounds, guests can help hoist the sails or even take a turn at the wheel. The spacious deck provides unobstructed 360 degree views, making it easy to admire Maine’s rocky coastline from every seating position.
The journey passes famous coastal landmarks including Burnt Island Light, Squirrel Island, and Ram Island Light. Keep watch for harbor seals, porpoise, Osprey, Bald Eagles, and local lobster boats working around the harbor.
With its convenient waterfront location, Schooner Lazy Jack places guests close to Boothbay Harbor’s charming inns, restaurants, shops, and waterfront attractions. The onboard engine helps reach the sailing grounds quickly, leaving more time to enjoy the beautiful coastal scenery.
Set Sail on Boothbay Harbor with Schooner Lazy Jack
Step aboard Schooner Lazy Jack for a memorable Maine sailing adventure. Departing from historic Boothbay Harbor, this two hour sailing experience offers spectacular coastal views, refreshing sea air, and an authentic windjammer experience for visitors aged six and above.
As the schooner heads toward the open sailing grounds, guests can help hoist the sails or even take a turn at the wheel. The spacious deck provides unobstructed 360 degree views, making it easy to admire Maine’s rocky coastline from every seating position.
The journey passes famous coastal landmarks including Burnt Island Light, Squirrel Island, and Ram Island Light. Keep watch for harbor seals, porpoise, Osprey, Bald Eagles, and local lobster boats working around the harbor.
With its convenient waterfront location, Schooner Lazy Jack places guests close to Boothbay Harbor’s charming inns, restaurants, shops, and waterfront attractions. The onboard engine helps reach the sailing grounds quickly, leaving more time to enjoy the beautiful coastal scenery.
- Sailing
- Gratuities
$ 39.95
Contact us 24x7
This activity is managed by our trusted partner FareHarbor.
Additional taxes and fees may apply — total shown at checkout.
Select Date & Time
Select your preferred date and time from the calendar above.
Reserve with peace of mind —
Enjoy unlimited changes and full refund options.
Pickup location
Address will appear once location is loaded.
Click "Show Pickups on Map" to open the interactive map and search for your hotel or nearby location.
Click any purple pickup marker to view its connection to your searched location and find the best pickup point.
Activity Provider: Boothbay Sailing


