Schooner Applejack 2-Hour Day Sail from Boothbay Harbor

A Hands-On Maine Sailing Adventure with the Schooner Applejack

If you’re after a true taste of Maine’s coastal charm, the Schooner Applejack 2-Hour Day Sail from Boothbay Harbor offers an authentic maritime experience that’s both relaxing and engaging. For just under $55, you get a chance to hop aboard Boothbay’s oldest windjammer, set sail past iconic lighthouses like Burnt Island Light and Ram Island Light, and maybe even help hoist the sails or steer the wheel. This tour lasts roughly 2 hours, making it a perfect quick escape into nature and nautical fun.

Two things we particularly love about this trip are the opportunity to participate actively in sailing, which adds a memorable, hands-on element, and the stunning views of local wildlife—porpoise, Osprey, Bald Eagles, and harbor seals are common sights. The crew’s friendly attitude and the boat’s classic charm make this a delightful outing for all ages.

One minor consideration is the weather dependency—a windy or rainy day can impact the experience. Though the tour is flexible with cancellations in bad weather, it’s worth keeping an eye on the forecast if you want clear, calm conditions.

This experience suits travelers who appreciate a small-group setting, with a maximum of 14 guests, and those looking for an authentic maritime adventure without the crowds. It’s especially ideal for families, wildlife enthusiasts, or anyone curious about sailing life in a relaxed environment.

Key Points

• Authentic Sailing Experience: Active participation, from hoisting sails to steering, makes this stand out.
• Scenic Coastal Views: Pass by historic lighthouses and islands, with plenty of opportunities to spot wildlife.
• Small Group: Less than 15 travelers ensure a personalized, friendly atmosphere.
• Wildlife Watching: Expect to see porpoise, eagles, seals, and more.
• Good Value: For under $60, it’s a memorable, hands-on experience with included restroom facilities.
• Weather Sensitive: The tour’s success depends on favorable weather conditions.

The Details of the 2-Hour Day Sail

Imagine stepping aboard Boothbay’s oldest windjammer, with its weathered wooden decks and classic sails. The meeting point at 20 Commercial St. is conveniently located in the heart of Boothbay Harbor, making it easy to incorporate into your day. Once on board, the crew welcomes you with friendly smiles and an invitation to help with the sails or simply relax with stunning views.

The itinerary is straightforward but packed with visual treats. As the schooner sets out, you’ll cruise past Burnt Island Light, a lighthouse that’s been guiding mariners since the 1800s, and Squirrel Island, a peaceful retreat for nature lovers. If wildlife is active, keep your eyes peeled: porpoise often surface nearby, and bald eagles can be spotted soaring overhead or perching on nearby trees.

A highlight for many guests is the chance to take the wheel or hoist the sails—a rare opportunity to get a real feel for sailing without needing previous experience. The crew, typically friendly and passionate, makes sure everyone feels involved but never pressured. One reviewer noted, “The crew was wonderful! We enjoyed the cool air and the journey’s length,” which underscores the relaxing pace of the trip.

Throughout the sail, there’s a chance to spot seals lounging on rocks or popping up to investigate the boat. The natural beauty combined with the historic lighthouses makes for a visually stunning experience that’s perfect for photography or simply soaking in the scenery.

What Makes This Sail Special?

Unlike larger, more commercial boat tours, this sail emphasizes authenticity and participation. Many travelers, especially those with a sense of adventure, appreciate the chance to help hoist the sails or steer the schooner. It’s a rare opportunity to get a feel for sailing life in a relaxed, small-group setting.

The scenic route past Burnt Island Light, Squirrel Island, and Ram Island Light offers an immersive experience in Maine’s maritime environment. These lighthouses aren’t just picturesque—they’re symbols of the region’s long-standing maritime history.

Guests often speak highly of the wildlife sightings. For wildlife enthusiasts or families, these encounters are a highlight. As one reviewer mentioned, “Watching the crew work the sails was fascinating, and my grandson loved having a new experience.”

The Experience and Comfort

The 2-hour duration strikes a good balance—long enough to enjoy the views and join in sailing activities, but not so long that it becomes tiring or overwhelming. The restroom onboard adds comfort, especially for families or older travelers.

Bring your BYOB drinks and snacks to enjoy during the sail. The availability of alcoholic beverages for purchase means you can toast to a day well-spent, but you’ll want to pace yourself given the active nature of the trip. The boat’s small size means you’ll likely be close to the crew and fellow travelers, fostering a convivial, intimate atmosphere.

Analyzing the Value

At $54.95 per person, this sail offers excellent value. You’re not just paying for the scenery but for an active, participatory experience that’s hard to find on larger tour boats. The inclusion of wildlife viewing, the small group size, and the authentic sailing make this worthwhile, especially if you’re keen on experiencing Maine’s maritime culture firsthand.

The reviews reinforce this: “We enjoyed the cool air and the opportunity to steer the boat,” and “Beautiful boat and wonderful crew,” reflect the genuine, engaging nature of the trip. The weather can influence the experience—more wind makes sailing more exciting, but calm days still offer peaceful, scenic cruising.

Who Should Consider This Tour?

This sail is perfect for families, couples, or solo travelers craving an authentic maritime experience. If you enjoy hands-on activities, wildlife watching, and picturesque coastlines, this trip will suit you well. It’s also a good choice for those who prefer a small, intimate group instead of a crowded boat.

While it’s suitable for most travelers, those concerned about weather sensitivity should check the forecast and be prepared for the possibility of a reschedule if conditions are poor.

FAQs about the Schooner Applejack Day Sail

Is the tour suitable for children?
Yes, most travelers can participate, and children who enjoy boats and wildlife will find it especially fun. It’s a relaxed environment, but young kids should be comfortable on a boat for a couple of hours.

Do I need sailing experience?
No prior experience is necessary. The crew encourages participation but also allows guests to simply relax and enjoy the scenery.

Can I bring drinks and snacks?
Absolutely. You are welcome to bring your own drinks and snacks, including non-alcoholic options, to enjoy during the sail.

Are there restroom facilities onboard?
Yes, a restroom is available for guest convenience.

What if the weather is bad on the day of my trip?
The tour is weather-dependent. If poor weather cancels the trip, you’ll be offered a different date or a full refund.

How many people will be on the boat?
The maximum group size is 14 guests, ensuring a personal experience with plenty of space to move around and interact.

Can I buy alcohol on the boat?
Yes, a selection of beer, wine, and liquor is available for purchase, but you’re also welcome to BYOB.

Is the boat accessible for service animals?
Yes, service animals are allowed onboard.

Final Thoughts

The Schooner Applejack 2-Hour Day Sail provides a genuine slice of Maine’s maritime life. Its combination of active participation, breathtaking scenery, and wildlife encounters makes it appealing to a broad range of travelers. Whether you’re a seasoned sailor or a curious first-timer, this tour offers an authentic, memorable experience that captures the spirit of Maine’s coast.

If you value small-group intimacy, honest local charm, and spectacular views, this sail is a fantastic choice. It’s especially suited for those who enjoy a mix of relaxation and adventure without the hassle of overly commercialized tours. The friendly crew, scenic route, and opportunity to connect with Maine’s maritime environment make it a trip worth considering during your visit to Boothbay Harbor.

In summary, the Schooner Applejack offers an engaging, scenic, and authentic sailing adventure that stands out for its participatory nature and breathtaking coastal views. It’s a great way to experience Maine’s maritime culture in a relaxed, friendly setting—perfect for those looking to combine adventure with scenic beauty and wildlife encounters.