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Sunset Sailing with Boothbay Sailing in Boothbay Harbor - Portland

Sunset Sailing with Boothbay Sailing in Boothbay Harbor

Boothbay Harbor,easy

Difficulty

easy

Duration

2 hours

Fitness Level

Suitable for most fitness levels; no physical exertion required beyond sitting and enjoying the scenery.

Overview

Set sail on a captivating 2-hour journey aboard the Schooner Lazy Jack in Boothbay Harbor. Experience stunning coastal views, wildlife encounters, and a memorable sunset over Maine’s rugged shoreline. Read on to find out why this sailing adventure is a Maine favorite.

Boothbay Harbor, Maine

Schooner Apple Jack Sunset Sail

Sunset Sail • 2 Hours • Ages 6 & Above

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About This Adventure

Embark on a memorable 2-hour sailing adventure aboard the historic Schooner Lazy Jack in Boothbay Harbor. Experience the thrill of hoisting sails, navigating past stunning landmarks, and spotting wildlife like porpoises and eagles. With unobstructed views and a central dock location, your Maine vacation begins here, surrounded by vibrant waterfront activities.

Welcome Aboard the Schooner Apple Jack!

Duration

2 Hours

About

Welcome Aboard Schooner Lazy Jack in Boothbay Harbor your Maine Vacation starts here. Join the Schooner crew for a 2hr. day sail or sunset sail 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.

We have the best sailing vessel for exploring Boothbay Harbor. We use an onboard engine to get us to the sailing grounds quickly. The size of our vessel is perfect for exploring all the areas of our rocky harbor to see life along the Maine coast. There are no obstructions on our deck other than the masts, so you always have a full 360-degree view from every seating position.

Our docks are in the center of Boothbay Harbor's historic waterfront. You are literally steps away from great inns, shops, restaurants, and other activities on the water. We work with and support our waterfront community and will be happy to advise you on all the great experiences around us.

Important Note

Please note that this activity is not for children under the age of 5 or adults with mobility issues.

Adventure Tips

Dress in layers

The weather on the water can change quickly; bring layered clothing to stay comfortable.

Bring binoculars

Enhance wildlife viewing, especially for spotting eagles and porpoises.

Arrive early

Getting to the dock 15-20 minutes before departure ensures smooth boarding.

Bring sun protection

Evening cruises can still be sunny; pack sunscreen and hats.

Local Insights

Wildlife

  • Harbor porpoises
  • Bald eagles

History

Boothbay Harbor has been a major hub for Maine’s fishing and shipping industries since the 19th century, with vessels like the Schooner Lazy Jack echoing maritime traditions.

Conservation

Boothbay Sailing emphasizes low-impact tourism, promoting responsible wildlife viewing and preserving the region's natural beauty for future generations.

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Adventure Hotspots in Portland

Frequently Asked Questions

Recommended Gear

Windbreaker or light jacket

Essential

Provides comfort against the sea breeze, especially at sunset.

spring|summer|fall|winter specific

Sunscreen

Essential

Protects your skin during daylight hours on the water.

summer specific

Binoculars

Helps spot wildlife like eagles and porpoises at a distance.

Hat with brim

Provides sun protection during the cruise.

summer specific