Set sail on the historic Schooner Eastwind and discover Maine’s stunning coastline with Boothbay Sailing. Enjoy scenic views, wildlife sightings, and a maritime adventure rooted in local tradition. Perfect for all ages and experience levels, this quick two-hour voyage offers a genuine taste of Maine’s seafaring soul.
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Difficulty
easy
Duration
2 hours
Fitness Level
No special fitness required, comfortable footwear recommended
Wildlife
History
Boothbay Harbor has been a central hub for Maine maritime activity since the 18th century, with working schooners like the Eastwind echoing its seafaring legacy.
Conservation
Boothbay Sailing emphasizes environmental stewardship, practicing responsible wildlife viewing and minimal impact sailing to protect the coastal ecosystem.
Boothbay Sailing
Set sail on the historic Schooner Eastwind and discover Maine’s stunning coastline with Boothbay Sailing. Enjoy scenic views, wildlife sightings, and a maritime adventure rooted in local tradition. Perfect for all ages and experience levels, this quick two-hour voyage offers a genuine taste of Maine’s seafaring soul.
Boothbay Sailing operates out of Boothbay Harbor, Maine, offering scheduled two-hour schooner sails that showcase the Midcoast Maine coastline. The operation runs historic schooners including the Schooner Apple Jack and the Schooner Eastwind, hosting both daytime and sunset departures. Trips include the Schooner Apple Jack Day Sail and Schooner Apple Jack Sunset Sail, plus the Schooner Eastwind Day Sail and Schooner Eastwind Sunset Sail. Each voyage emphasizes hands-on sailing opportunities, coastal sightseeing, and wildlife viewing such as porpoises and Bald Eagles. Passengers can help hoist sails, steer, or simply relax on deck while cruising past lighthouses, islands, and active waterfront scenes. The Schooner Eastwind offerings note nearly fifty years of local experience, and the Apple Jack sails depart from a central dock in Boothbay Harbor for easy access to visitors. Crews are described in public trip information as experienced and focused on safety and storytelling about the area’s maritime history. Boothbay Sailing caters to a range of guests including families, couples, and small groups seeking a scenic New England sailing experience. Advance reservations are recommended for peak summer dates. The business presents each trip as a two-hour excursion, making the sails a concise addition to a Maine vacation itinerary. Boothbay Sailing’s public descriptions emphasize authentic schooner vessels, accessible harbor departures, and opportunities to view coastal landmarks and wildlife from the water.
Public materials note unobstructed views at sunset sails and easy boarding for guests arriving from downtown Boothbay Harbor, making trips suitable for visitors of varied mobility levels and families.
Trip Length
2 hours
Consistent two-hour excursions
Location
Boothbay Harbor, ME
Harbor-front departures
Experience
Nearly 50 years
Local coastal expertise
Schooners
Apple Jack & Eastwind
Historic vessels in service
Book a day sail or sunset cruise aboard the Schooner Apple Jack or Schooner Eastwind — limited departures from Boothbay Harbor, Maine.
Dress for variable weather
Bring layers and rain gear to stay comfortable regardless of weather conditions.
Arrive early
Get there at least 15 minutes before your departure to settle in and hear safety instructions.
Bring binoculars
A great way to get closer views of wildlife and distant landmarks.
Secure your valuables
Keep phones and belongings in waterproof bags or secure areas to prevent mishaps.
Layered clothing
Layered clothing helps adapt to changing weather conditions while on the water.
all
Sun protection
Sunscreen, hats, and sunglasses protect against UV rays during sunnier days.
summer
Waterproof bag
Keep your valuables dry during the trip with a waterproof bag.
Binoculars
Enhance wildlife and distant viewings from the boat.