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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.
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.
Book with Boothbay Sailing
Verified experiences and guided adventures in the surrounding area.
Operated by Boothbay Sailing · Boothbay Harbor,, Maine
Boothbay Harbor, located along Maine's rugged coastline, is renowned for its historic lighthouse-lined shores and vibrant maritime culture. Among its many ways to connect with the sea, a day aboard the Schooner Eastwind offers a quintessential coastal experience. Operated by Boothbay Sailing, which boasts nearly 50 years of local expertise, this two-hour sail takes guests on a lively, authentic voyage through some of Maine’s most scenic waters.
Setting out from the lively waterfront, you’ll find yourself on a classic schooner, its white sails billowing against the backdrop of glowing lighthouses and rugged islands. As you glide past secluded coves and watch harbor seals sprawl on rocks, the rhythmic motion of the boat provides a gentle yet invigorating escape. This trip focuses on the natural beauty and maritime history of Boothbay Harbor, allowing guests to get a firsthand look at the coastline’s unique geology and rich ecosystems.
What makes this outing truly special is its blend of adventure and storytelling. Skippers share stories of Maine’s seafaring past, point out local wildlife such as ospreys and seals, and give a glimpse into what makes Boothbay Harbor a maritime hub. Whether the weather is bright sun or a brisk breeze, there's something compelling about the wind in your hair and the open sea stretching before you.
Boothbay Sailing stands out as a trusted local operator, leveraging decades of experience to craft trips that are both accessible and memorable. This sail caters to anyone seeking a straightforward, authentic sailing experience—no technical skills needed, just a sense of adventure. Perfect for families, couples, or solo travelers craving a taste of Maine’s coastal spirit, it’s a must-do for anyone craving connection with the sea while enjoying a bit of historic Maine charm.
easy.
2 hours.
No special fitness required, comfortable footwear recommended
The trip is suitable for all ages, but children should be supervised at all times near the water.
No, this is a relaxed sightseeing sail; no prior sailing skills are necessary.
Dress in layered clothing appropriate for the weather, and bring rain gear if needed.
Typically, no, but you can bring your own water and snacks onboard.
Trips can be canceled or rescheduled if weather conditions are unsafe; check with the operator beforehand.
It's best to check with Boothbay Sailing directly to see if pets are permitted on the vessel.
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.
Boothbay Sailing emphasizes environmental stewardship, practicing responsible wildlife viewing and minimal impact sailing to protect the coastal ecosystem.
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.
Book with Boothbay Sailing