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Dorchester Center, MA 02124
Physical Address
304 North Cardinal St.
Dorchester Center, MA 02124

Experience stunning Maine coastline views on the Schooner Eastwind sunset sail for $54.95 per person, including wildlife, lighthouses, and full 360-degree deck views.

The Schooner Eastwind Sunset Sail offers a two-hour voyage that captures the essence of Maine’s rugged coast. Priced at $54.95 per person, this tour promises a relaxing escape with full 360-degree deck views, thanks to its unobstructed layout. It departs from Boothbay Harbor at 20 Commercial St, placing you right in the heart of the historic waterfront, close to inns, shops, and dining options. This tour is popular, often booked 24 days in advance, highlighting its appeal.
This cruise is ideal for those seeking a short but immersive experience of Maine’s coastline, including sightings of lighthouses, fishing lobstermen, wildlife, and remote islands accessible only by boat. The vessel uses an onboard engine to navigate quickly to the sailing grounds, ensuring maximum time enjoying the scenic views and the sunset. Attention to detail and long-standing local reputation make this sail a dependable choice, especially for travelers who appreciate a classic sailing experience with modern comforts like a restroom and the option to bring BYOB drinks and snacks.

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This tour begins at 20 Commercial St, right in the center of Boothbay Harbor’s historic waterfront. The location offers easy access to local inns, shops, and restaurants, making it convenient to combine with other activities or to start your day or evening in the charming town. The docks are situated close to the water, giving you an immediate sense of being part of the maritime scene.
Guests are welcomed into a setting that supports the local community, and the tour staff are available to recommend nearby attractions and dining options. Being near public transportation makes it accessible for most travelers, and the vessel’s size allows exploration of all parts of Boothbay Harbor’s rocky coastline and seascape.
The itinerary primarily focuses on sailing along the Maine coastline, with a prime focus on sunset views. The boat’s route includes passing by lighthouses, observing fishing lobstermen at work, and spotting marine wildlife. The remote islands, only accessible by boat, provide a picturesque backdrop for photography and quiet reflection.
Since the tour uses an onboard engine, it quickly reaches the sailing grounds, maximizing scenic time. The vessel’s full unobstructed deck allows every seat to enjoy panoramic views, perfect for capturing the setting sun and the rugged coastline. The emphasis on classic sailing combined with modern amenities ensures a comfortable and visually stunning experience.
Guests are welcome to bring non-alcoholic drinks and snacks, making the experience more personal and relaxed. The vessel features a restroom onboard for convenience during the two-hour cruise. Although alcohol is not included, a selection of beer, wine, and liquor drinks are available for purchase, giving you options to enjoy as the sun sets.
This setup caters to casual and social groups as well as those seeking a peaceful moment on the water. The small group size of up to 28 passengers adds to the intimacy, allowing everyone to enjoy the scenery without feeling crowded.
The crew plays a vital role in ensuring a smooth and enjoyable sail. Notably, Captain Kate and First Mate Meghan are praised for their professionalism and attentiveness. They handle sail operations efficiently, fix issues promptly, and share insights about the sights. The crew’s friendly attitude and expertise contribute significantly to the overall enjoyment of the cruise.
Guests also appreciate the dedication of the crew, especially in moments when they assist with beverages or explain points of interest during the voyage. Their keen attention makes the experience feel personalized and safe.
The sunset over the Maine coastline is a highlight of this cruise. While one review mentioned a desire for more narration about the sights, the gorgeous weather and sunset provide a spectacular backdrop. The unobstructed deck ensures every passenger has a clear view of the changing sky and the coastline’s silhouettes.
Expect to see lighthouses glowing in the evening light, fishermen working along the shoreline, and wildlife such as seabirds or marine mammals if the timing is right. The relaxed pace allows ample time to soak in the scenery while enjoying the peaceful sounds of the water and the wind.
Reservations are recommended well in advance, especially during peak summer months. The tour operates in good weather, and cancellations due to poor weather are fully refunded or rescheduled. Be aware that most travelers can participate, but those with mobility issues should clarify access specifics beforehand.
Since gratuities are not included, tipping the crew for excellent service is customary. Guests should also consider bringing sun protection for daytime or layers for evening chill, as weather conditions can vary.
This cruise appeals most to photo enthusiasts, wildlife lovers, and those seeking a peaceful escape on the water. The stunning sunset views and close-up coastline scenery make it perfect for romantic outings, small groups, or family trips. The affordable pricing and small group size ensure a personalized experience.
While some reviews mention a desire for more narration, the overall focus on visual beauty and crew professionalism makes this a dependable choice. It’s especially suited for travelers who enjoy classic sailing and want to see Maine from a different perspective.
Boothbay Sailing manages this experience with a focus on safe, scenic, and memorable trips. The free cancellation policy up to 24 hours in advance offers flexibility, and their long-standing local reputation indicates consistent quality.
In case of cancellations due to weather or minimum passenger requirements, options include rescheduling or full refunds. The company emphasizes customer satisfaction and community engagement, making this sail a trusted choice for those visiting Boothbay Harbor.
The Schooner Eastwind Sunset Sail offers a cost-effective and beautifully scenic way to experience Maine’s coast. Its two-hour duration is ideal for fitting into a busy itinerary, and the full deck visibility ensures every passenger enjoys the scenery. The professional crew and relaxed atmosphere make it a memorable maritime adventure.
This tour is best suited for those seeking tranquility, stunning views, and a taste of Maine’s maritime charm. It provides a genuine maritime experience without the complexities of longer or more intense sailing trips, making it accessible and enjoyable for most.
“Weather and sunset was gorgeous. The only thing that I wish they would add to the cruise is narrating your whereabouts a little bit. Throughout th…”
How long is the Schooner Eastwind Sunset Sail?
The sail lasts approximately two hours.
What is the price per person?
Tickets are $54.95, and booking typically occurs around 24 days in advance.
Where does the tour depart from?
The tour starts at 20 Commercial St, Boothbay Harbor.
Are drinks and snacks allowed onboard?
Yes, guests may bring non-alcoholic drinks and snacks. There is also a selection of beer, wine, and liquor drinks for purchase.
Is the trip suitable for children?
Most travelers can participate, but specific accessibility details are not provided; consider individual needs.
Can I cancel the tour?
Yes, full refunds are available if canceled 24 hours before the scheduled departure date.
What should I bring?
Bring sun protection, layers for potential evening chill, and cash or card for on-board purchases.
Are there any restrictions on group size?
The maximum group size is 28 travelers, ensuring an intimate environment.
Is the tour weather-dependent?
Yes, it operates in good weather; cancellations due to poor conditions are fully refunded or rescheduled.
What makes this tour stand out?
Its full 360-degree deck views, professional crew, and spectacular Maine coastline scenery during sunset make it a compelling choice.
This sunset schooner cruise combines scenic beauty, comfort, and a friendly crew to deliver a memorable glimpse of Maine’s coast, perfect for relaxing and capturing stunning views.