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Board the historic Schooner Applejack for a two-hour sunset sail from Pier 1 in Boothbay Harbor. Expect close-up lighthouse views, local lobster boats, and likely sightings of porpoise and seals as you cruise the midcoast islands.
Board the historic Schooner Applejack for a two-hour sunset sail from Pier 1 in Boothbay Harbor. Expect close-up lighthouse views, local lobster boats, and likely sightings of porpoise and seals as you cruise the midcoast islands.
The schooner heels gently as the sun slides low over Boothbay Harbor, painting granite ledges and lobster buoys in orange. You can feel the rigging hum beneath the hands that hoist canvas; gulls wheel and the harbor narrows into a corridor of islands — Burnt Island Light to starboard, Ram Island and Squirrel Island drifting aft.
Verified experiences and guided adventures in the surrounding area.
Operated by Boothbay Sailing · Boothbay Harbor, Maine
The schooner heels gently as the sun slides low over Boothbay Harbor, painting granite ledges and lobster buoys in orange. You can feel the rigging hum beneath the hands that hoist canvas; gulls wheel and the harbor narrows into a corridor of islands — Burnt Island Light to starboard, Ram Island and Squirrel Island drifting aft.
This stretch of midcoast Maine has run on the tide for centuries: native Wabanaki people, colonial fishermen, and the 19th-century windjammer trade that shaped local shipbuilding. The granite skerries here are part of the Appalachian coastal bedrock, scoured by glaciers and exposed to the Atlantic’s patience. Maritime culture remains immediate — lobster skiffs, bait-wearing piers, and small galleries that show the region’s sea-stained art.
On a two-hour sunset sail aboard the Applejack you’ll cruise past working lobster boats and lighthouse markers, and have a good chance of seeing porpoise or a haul of seals hauling out on a ledge. The crew invites participation — trim a sheet or take the wheel — but you can also settle back and watch the day fold into night.
Practical guidance: arrive 15 minutes early to check in at Pier 1, bring a warm layer and a windproof jacket (temperatures drop quickly after sundown), and wear flat-soled shoes for wet decks. Bring binoculars and a camera with a steady strap. BYOB non-alcoholic snacks and water are allowed, and onboard restrooms mean you can relax. If you want clear light, plan trips in the hour before sunset; for calmer seas, aim for summer evenings. The Applejack is intimate — tickets are limited, so book early.
easy.
2 hours.
Suitable for most fitness levels; ability to climb a short gangway and stand or sit on deck for two hours required.
Yes — children are welcome but all passengers, including infants, require a ticket and infants must sit on an adult’s lap.
The operator allows BYOB snacks and non-alcoholic drinks only; alcohol is not permitted aboard.
Yes, the schooner has an onboard restroom for passenger use during the cruise.
Trips may be canceled for inclement weather or insufficient passengers; full refunds are offered if canceled at least 24 hours in advance.
Boothbay Harbor evolved from Native American seasonal fisheries to a 19th-century shipbuilding and windjammer hub; lighthouses like Ram and Burnt Island guided coastal trade for generations.
Keep a respectful distance from wildlife, pack out trash, and avoid single-use plastics to protect fragile coastal waters and the habitats of seals and migratory birds.
Boothbay Sailing operates guided outdoor trips and adventures with an emphasis on safety, stewardship, and memorable experiences.
The schooner heels gently as the sun slides low over Boothbay Harbor, painting granite ledges and lobster buoys in orange. You can feel the rigging hum beneath the hands that hoist canvas; gulls wheel and the harbor narrows into a corridor of islands — Burnt Island Light to starboard, Ram Island and Squirrel Island drifting aft.
The schooner heels gently as the sun slides low over Boothbay Harbor, painting granite ledges and lobster buoys in orange. You can feel the rigging hum beneath the hands that hoist canvas; gulls wheel and the harbor narrows into a corridor of islands — Burnt Island Light to starboard, Ram Island and Squirrel Island drifting aft.
This stretch of midcoast Maine has run on the tide for centuries: native Wabanaki people, colonial fishermen, and the 19th-century windjammer trade that shaped local shipbuilding. The granite skerries here are part of the Appalachian coastal bedrock, scoured by glaciers and exposed to the Atlantic’s patience. Maritime culture remains immediate — lobster skiffs, bait-wearing piers, and small galleries that show the region’s sea-stained art.
On a two-hour sunset sail aboard the Applejack you’ll cruise past working lobster boats and lighthouse markers, and have a good chance of seeing porpoise or a haul of seals hauling out on a ledge. The crew invites participation — trim a sheet or take the wheel — but you can also settle back and watch the day fold into night.
Practical guidance: arrive 15 minutes early to check in at Pier 1, bring a warm layer and a windproof jacket (temperatures drop quickly after sundown), and wear flat-soled shoes for wet decks. Bring binoculars and a camera with a steady strap. BYOB non-alcoholic snacks and water are allowed, and onboard restrooms mean you can relax. If you want clear light, plan trips in the hour before sunset; for calmer seas, aim for summer evenings. The Applejack is intimate — tickets are limited, so book early.