Set sail on a private boat in Boothbay Harbor and witness one of Maine’s most breathtaking sunsets. Enjoy a personalized cruise on the Schooner Eastwind, offering serene waters, stunning views, and wildlife encounters that leave a lasting impression.
Set sail on a private boat in Boothbay Harbor and witness one of Maine’s most breathtaking sunsets. Enjoy a personalized cruise on the Schooner Eastwind, offering serene waters, stunning views, and wildlife encounters that leave a lasting impression.
Book with Boothbay Sailing
Verified experiences and guided adventures in the surrounding area.
Operated by Boothbay Sailing · Boothbay Harbor, Maine
Experience the magic of Maine’s stunning coast with the Schooner Eastwind Sunset Sail in Boothbay Harbor. This private sailing adventure offers a serene getaway, where vibrant sunsets paint the sky and the gentle sea breeze relaxes your mind. As you glide across the sparkling waters aboard the classic schooner, you'll enjoy panoramic views of the rugged coastline, charming lighthouses, and lush islands. Whether you're celebrating a special occasion or simply seeking peaceful solitude, this sail provides an intimate setting to unwind and connect with nature. The crew from Boothbay Sailing ensures a personalized experience, sharing fascinating local stories and history, making each trip unique. As daylight fades, the sky transitions to fiery hues, creating picture-perfect moments perfect for photography. You’ll also have opportunities to spot local wildlife like seabirds and harbor seals, adding an extra touch of adventure. This private sunset sail beautifully combines relaxation, scenic beauty, and a touch of maritime charm, making it a memorable highlight of any Maine visit. Perfect for couples, small groups, or families, the Schooner Eastwind Sunset Sail captures the essence of coastal Maine’s tranquility and timeless appeal.
easy.
2–3 hours.
Suitable for most people, no special fitness required
Yes, children are welcome, but please ensure they can sit comfortably on the boat for the duration.
Choose a location on the boat with less movement, and consider OTC seasickness remedies beforehand.
It's best to check with Boothbay Sailing ahead of time; some trips may permit bringing snacks or beverages.
Yes, the schooner is equipped with basic restroom facilities for passengers.
Sailing trips are weather-dependent; if conditions are unsafe, trips may be rescheduled or canceled with a full refund.
Yes, ample parking is available near the marina in Boothbay Harbor.
Boothbay Harbor has been a vital fishing and shipping port since the 19th century, with rich maritime heritage.
Boothbay Sailing emphasizes eco-friendly practices, including waste reduction and wildlife protection during trips.
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