If you’re heading to Maine and want a memorable way to soak in the beauty of Boothbay Harbor, a sunset sail on the Schooner Applejack might just be your thing. Based on glowing reviews, this tour consistently earns a perfect 5-star rating, and travelers praise its relaxed vibe, spectacular scenery, and friendly crew. But as with any experience, it’s worth knowing what to expect before you book.
What we love about this sail is how intimate and scenic it feels — every seat offers a 360-degree view, perfect for capturing those iconic Maine sunset moments. The crew’s friendliness and knowledge add a personal touch that makes the two hours fly by. Plus, the chance to help hoist sails or take the wheel is a nice bonus if you’re into hands-on experiences.
One thing to keep in mind is that Maine weather can change quickly, so packing a light jacket or sweatshirt is a smart move. It’s also a small group experience, with a maximum of 14 travelers, which keeps things cozy and manageable. This tour is especially well-suited for those who appreciate scenic, relaxed outings with a touch of adventure and wildlife spotting.
Whether you’re a solo traveler, couple, or small family, if you’re after a scenic, authentic sailing experience that offers both tranquility and fun, this tour could be a great fit. It’s not a loud party boat — it’s more about enjoying the moment, the views, and the company of friendly sailors.
Key Points
- Spectacular Sunset Views: You’ll witness stunning Maine coastlines and a beautiful sunset, with plenty of chances for photos.
- Wildlife Sightings: Keep your eyes open for porpoises, harbor seals, ospreys, and bald eagles, which are often spotted along the route.
- Hands-On Sailing: You can help hoist sails or take the wheel, making the experience more engaging.
- Intimate Experience: Limited to 14 guests, ensuring a personal, relaxed atmosphere.
- Great Value: For around $60, you get two hours of scenic sailing with a friendly crew and all the beauty of Boothbay Harbor.
- Weather Considerations: Maine weather can be unpredictable, so dress accordingly.
A Warm Welcome to Boothbay Harbor
Starting at 15 Wharf St, the boarding point is easy to access, close to public transportation options. The boat itself is Boothbay Harbor’s oldest windjammer, with a charming history that adds to the atmosphere. We loved the way everyone is encouraged to join in, whether helping with the sails or just relaxing with a drink in hand.
The tour lasts roughly two hours, a length that seems just right — long enough to unwind and take in the scenery, but not so long that it drags. Most booking in advance is for about 36 days, pointing to how popular this experience is during peak seasons.
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The Itinerary: What You’ll See and Do
Boothbay Harbor Overview
The tour begins with a gentle sail through the harbor, giving you a chance to admire the yachts, boats, and coastline. Boothbay is a star in Maine’s vacation scene, with over 200 local artists featured in galleries and studios around town. The area’s nickname, “Vacationland Paradise,” is well-earned, and the boat ride offers a different perspective — from the water, you get a full view of this charming town and its vibrant maritime life.
Out past Burnt Island Light and Squirrel Island
Heading out beyond the harbor, you’ll pass Burnt Island Light, a picturesque lighthouse that’s often featured in photos of the Maine coast. The crew will share tidbits about the history and significance of these landmarks, making the ride both scenic and educational.
Wildlife Encounters
One of the biggest perks of this sailing trip is the chance to spot wildlife. Reviews frequently mention harbor seals, porpoises, bald eagles, and ospreys. As one reviewer said, “The sunset was beautiful. We saw a pod of harbor porpoises as we returned — it was magical.” The crew’s knowledge makes spotting these animals more rewarding, and even if you’re not lucky every time, the possibility adds a layer of excitement.
The Outer Islands and Sights
The boat makes its way past Ram Island Light and the outer islands of Boothbay, giving you a sense of the region’s rugged beauty. The captain’s commentary helps you understand the area’s maritime history and ecology, adding depth to this scenic adventure.
The Crew and Atmosphere
Most reviews highlight the friendly, knowledgeable staff. For instance, one reviewer praised Captain Kate and Shaun, saying they “told us a lot about the area we were sailing through.” The crew is eager to involve guests, whether helping with sails or just answering questions about local wildlife. This personable approach makes the trip feel more like a shared adventure rather than a formal tour.
Food and Drinks
While snacks and non-alcoholic drinks are welcome aboard, alcohol isn’t included — but you can purchase beer, wine, or liquor on site. Some travelers enjoy bringing their own snacks or drinks, making the two hours even more relaxed. The boat has a restroom, which is handy for comfort during the trip.
The Sunset and Scenic Views
The highlight? Watching the sun dip down over the coast, casting warm hues across the water. Multiple reviews mention the breathtaking scenery and peaceful atmosphere. One reviewer summed it up: “Such a relaxing evening. The sights were stunning, and the crew made everyone feel at home.”
Price and Value
At $59.95, this sailing tour offers a lot — scenic views, wildlife viewing, interactive sailing, and a friendly crew. Compared to other Maine activities, it’s a fair price for the quality experience. The small group size and personalized service make it feel exclusive without the hefty price tag.
Schooner Applejack Sunset Sail Tour in Boothbay Harbor
“What an experience! My best time ever on a boat. Gorgeous boat and lovely town but what made it unique was the Captain. What an incredible man with…”
Suitability for Travelers
Most travelers find this experience accessible — most people can participate, and even children are welcome, provided they have a ticket. It’s particularly suited for those who enjoy outdoor adventures, scenic beauty, or simply want to unwind on the water. If you’re into history or nightlife, this isn’t the place, but for serenity and natural beauty, it’s a winner.
If you’re after a tranquil, scenic outing with chances to see local wildlife and experience Maine from the water, this tour hits the mark. It’s ideal for couples seeking a romantic sunset, small groups of friends, or solo travelers who appreciate a relaxed, intimate setting. Families with kids might enjoy the hands-on sailing elements, but with a maximum of 14 travelers, it’s best suited for small groups rather than large families. If you’re into history, you’ll find the commentary engaging, and if wildlife is your thing, you’ll be thrilled.
The Schooner Applejack Sunset Sail offers a genuine, relaxing glimpse of Maine’s coastline with the added charm of a historic windjammer. The combination of breathtaking views, wildlife sightings, and friendly crew makes it a standout activity in Boothbay Harbor. While Maine’s unpredictable weather can be a small gamble, packing a light jacket ensures you’re ready for anything.
For those who crave a peaceful, picturesque outing on the water that’s a bit different from the typical tourist fare, this tour is a solid choice. It’s not a party boat or a high-adrenaline adventure, but rather a chance to slow down, enjoy nature, and create memories of Maine’s coast that will stay with you.
Is this tour suitable for children?
Yes, most children can participate, but they need a ticket, and the maximum group size is 14, so it’s a small, intimate experience.
Are drinks included?
Snacks and non-alcoholic drinks are included, but you can purchase beer, wine, or liquor during the trip. Many guests bring their own snacks or drinks to enjoy the ride comfortably.
What should I wear?
Maine weather can change quickly, so bring a light jacket or sweatshirt just in case. It’s also a good idea to wear comfortable, layered clothing suitable for outdoor sailing.
How long is the tour?
It lasts approximately 2 hours, which is a nice amount of time to unwind without feeling rushed or worn out.
Can I help hoist the sails or steer?
Absolutely. The crew encourages participation, so if you’re interested in sailing, you’ll likely get the chance to take the wheel or help with the sails.
What’s the best time to book?
Most bookings are made about 36 days in advance, especially during peak season, so early reservations are recommended to secure your spot.
Is this experience weather-dependent?
Yes, it requires good weather. If canceled due to weather, you’ll be offered a different date or a full refund.
Where do I meet?
At 15 Wharf St in Boothbay Harbor, Maine — a convenient spot close to town and public transit options.
What makes this sailing tour special?
The combination of scenic beauty, wildlife sightings, friendly crew, and the historic windjammer design makes this a truly memorable way to experience Boothbay Harbor.
If you’re after a peaceful, scenic, and authentic Maine sailing experience, the Schooner Applejack Sunset Sail is definitely worth considering. Keep the weather in mind, dress comfortably, and prepare for a laid-back adventure filled with stunning views and good company.
