Boothbay Harbor Sailing

Boothbay Harbor Sailing Welcome Aboard Schooner Eastwind & Applejack 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.

There’s something special about summer under sail. The breeze feels a little softer, the days stretch a little longer, a...
06/03/2026

There’s something special about summer under sail. The breeze feels a little softer, the days stretch a little longer, and for a few hours, the rest of the world faded away. ⛵☀️ See you tomorrow future adventurer.

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📍 Boothbay Harbor Maine USA
🗺️ Visit Maine

⭐ ⭐ ⭐ ⭐ ⭐ TripAdvisor Review: "Girls day out sailing- beautiful windy day for a sail and Captain Sarah and 1st mate Mor...
05/28/2026

⭐ ⭐ ⭐ ⭐ ⭐ TripAdvisor Review: "Girls day out sailing- beautiful windy day for a sail and Captain Sarah and 1st mate Morrison were perfect hosts on the beautiful Schooner. So much fun!!" -Beth

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📍 Boothbay Harbor Maine USA
🗺️ Visit Maine

Somewhere between the rigging and the horizon, the rest of the world disappears. ⛵ This is Boothbay Harbor sailing — and...
05/27/2026

Somewhere between the rigging and the horizon, the rest of the world disappears. ⛵ This is Boothbay Harbor sailing — and there's nothing quite like it. 🌊

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📍 Boothbay Harbor Maine USA
🗺️ Visit Maine

Some moments are painted by the sun. 🌅⚓ Golden hour on the water hits different when you're under sail in Boothbay Harbo...
05/19/2026

Some moments are painted by the sun. 🌅⚓ Golden hour on the water hits different when you're under sail in Boothbay Harbor. This is the kind of evening you don't forget.

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📍 Boothbay Harbor Maine USA
🗺️ Visit Maine

Future captain. No notes. 🧢⛵ We open for the season May 23rd! Bring the whole crew.📸 Mgm_Patrick- thanks for this one!St...
05/13/2026

Future captain. No notes. 🧢⛵ We open for the season May 23rd! Bring the whole crew.
📸 Mgm_Patrick- thanks for this one!

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📍 Boothbay Harbor Maine USA
🗺️ Visit Maine

Get excited! Sailing season starts May 23rd ⛵ Book 7 days in advance + save 5% on your sail. Promo code: EARLY at checko...
05/06/2026

Get excited! Sailing season starts May 23rd ⛵ Book 7 days in advance + save 5% on your sail. Promo code: EARLY at checkout

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📍 Boothbay Harbor Maine USA
🗺️ Visit Maine

Calm water, fresh breeze, and a perfect Maine skyline. 🌊This is your sign to trade the shore for the sea.Boothbay Sailin...
04/29/2026

Calm water, fresh breeze, and a perfect Maine skyline. 🌊
This is your sign to trade the shore for the sea.

Boothbay Sailing season starts soon, don’t miss your chance to experience it.

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📍 Boothbay Harbor Maine USA
🗺️ Visit Maine

Sails up, stress down 🌊✨Cruising through , where every breeze feels like freedom and every view tells a story.📸 Casco B...
04/21/2026

Sails up, stress down 🌊✨
Cruising through , where every breeze feels like freedom and every view tells a story.

📸 Casco Bay Soap Co.

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📍 Boothbay Harbor Maine USA
🗺️ Visit Maine

Google Review: ⭐ ⭐ ⭐ ⭐ ⭐ "What an incredible sunset cruise on the Schooner Appledore Eastwind in Camden, Maine! The Ca...
04/15/2026

Google Review: ⭐ ⭐ ⭐ ⭐ ⭐ "What an incredible sunset cruise on the Schooner Appledore Eastwind in Camden, Maine! The Captain and crew were amazing. Beautiful views! Thank you for a memorable time!" -Tina

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📍 Boothbay Harbor Maine USA
🗺️ Visit Maine

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