Schooner Eastwind Sunset Sail
Difficulty
easy
Duration
2–3 hours
Fitness Level
Suitable for most people, no special fitness required
Overview
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.
Schooner Eastwind Sunset Sail
Sunset Sail • 2 Hours • For all ages!
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About This Adventure
Embark on a two-hour sailing adventure aboard the historic Schooner Eastwind in Boothbay Harbor. Experience breathtaking views of lighthouses, wildlife, and secluded islands while enjoying a smooth ride on a well-equipped vessel. With nearly 50 years of local expertise, this trip promises an unforgettable exploration of Maine's stunning coastline.
Welcome Aboard the Schooner Eastwind!
Duration
2 Hours
About
Sail away from it all on your two-hour voyage aboard Boothbay Harbor's schooner to relax and see the Maine coastline. Lighthouses, fishing lobstermen, wildlife, and remote islands accessible only by boat dot the seascape.
More info
Our goal is for you to experience the best two-hour classic sailing trip in the world. We have been working on this experience in Boothbay Harbor for almost 50 years, have a strong local following, and have been featured in national, best-selling publications.
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.
Adventure Tips
Dress in layers for changing weather
Sea breezes can be cool even on warm days, so bring layers to stay comfortable.
Bring your camera or smartphone
Capture the vibrant colors of the sunset and scenic views during your sail.
Arrive early to board smoothly
Check-in 15-20 minutes before your scheduled departure to ensure a relaxed start.
Respect wildlife and quiet zones
Maintain a peaceful environment by observing wildlife from a distance and minimizing noise.
Local Insights
Wildlife
- Harbor seals
- Bald eagles
History
Boothbay Harbor has been a vital fishing and shipping port since the 19th century, with rich maritime heritage.
Conservation
Boothbay Sailing emphasizes eco-friendly practices, including waste reduction and wildlife protection during trips.
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Adventure Hotspots in Portland, Maine
Frequently Asked Questions
Recommended Gear
Warm, layered clothing
Layered apparel helps manage varying temperatures and wind while on the water.
spring|summer|fall|winter specific
Sun protection (hat, sunscreen)
Protects you from sun exposure during longer daylight hours.
summer|spring specific
Binoculars
Great for wildlife viewing, especially seabirds and marine mammals.
Waterproof footwear
Keeps your feet dry on deck in wetter conditions.
winter|fall specific