Schooner Applejack Sunset Sail Tour in Boothbay Harbor

Boothbay Harbor’s Schooner Applejack Sunset Sail: A Genuine Waterway Escape

Imagine gliding across calm waters on a classic Maine schooner with the sun setting behind the islands, the wind in your hair, and the chance to see harbor seals, porpoises, and soaring ospreys. This sunset sail, offered by Boothbay Sailing for just under $60 per person, lasts about two hours and takes you along some of the most picturesque parts of Boothbay Harbor — from Burnt Island Light to Squirrel Island and the outer islands.

What we love most? First, the intimate size of the schooner—only 14 passengers—which creates a personal, cozy atmosphere. Second, the interactive experience of helping hoist sails or take the wheel, making this more than just a sightseeing cruise; it’s a hands-on adventure. The only thing to keep in mind? The Maine weather can change quickly, so packing a light jacket is wise.

This tour is perfect for those who appreciate authentic sailing and want a relaxed, visually stunning experience. It’s particularly suited for travelers eager to learn about the local wildlife, history, and scenery from knowledgeable crew members.

Key Points

• Authentic Sailing Experience: You’ll participate in hoisting sails and steering, making it a memorable hands-on adventure.
• Stunning Coastal Views: Enjoy panoramic 360-degree vistas of Boothbay Harbor, with iconic lighthouses and islands as your backdrop.
• Wildlife Encounters: Keep your eyes peeled for harbor seals, porpoises, bald eagles, and ospreys — a true Maine wildlife spectacle.
• Intimate Group Atmosphere: With a maximum of 14 travelers, the tour fosters a friendly, relaxed vibe.
• Value for Money: At $59.95, this cruise offers a well-balanced mix of scenery, wildlife, and interactive fun.
• Flexible and Family-Friendly: BYOB snacks, restroom onboard, and service animals allowed make it accessible and comfortable.

The Experience in Detail

What You Can Expect on the Tour

Starting at 15 Wharf St in Boothbay Harbor, you’ll step aboard the Applejack, a classic schooner with history and charm. The vessel’s design lends itself to intimacy and stability, making it a comfortable platform to explore the coastline from a nautical perspective.

The itinerary is straightforward but packed with visual treats. As the schooner gently slips out of the harbor, you’ll get a front-row view of Burnt Island Light and Squirrel Island, both iconic Maine landmarks. The outer islands serve as a scenic backdrop, and the crew often shares stories about their history and local significance.

Wildlife and Scenic Highlights

This cruise is a wildlife lover’s dream. From the deck, you’ll likely spot harbor seals basking on rocks, and if you’re lucky, some playful porpoises may keep pace alongside the boat. Birdwatchers will enjoy sightings of bald eagles and ospreys, soaring overhead or perched on nearby trees.

Our favorite reviews highlight the wildlife encounters: one traveler described “seeing a pod of harbor porpoises — it was magical,” while another mentioned “the sunset was beautiful,” complemented by the crew’s engaging storytelling.

Sails and Hands-On Engagement

Unlike typical sightseeing cruises, this experience encourages you to get involved. Some guests enjoyed helping to hoist sails or take the wheel, which adds a layer of authenticity and fun. Even those new to sailing will find the crew attentive and eager to teach, making the experience accessible to all.

The Sunset Magic

The timing of the cruise, matching the sunset, means you’ll witness the sky transforming into shades of pink, orange, and purple. This isn’t just pretty scenery; it’s a moment of tranquility and awe, especially when combined with the backdrop of Boothbay’s lighthouse-studded coastline.

The Itinerary Breakdown

Start Point: 15 Wharf St, Boothbay Harbor — a charming hub where local galleries and shops add to the town’s relaxed vibe.

Duration: About 2 hours — a perfect length for a gentle evening escape without feeling rushed.

First Stop: Out of the harbor, where you’ll see the historic Burnt Island Light and get a panoramic view of the coast’s rugged beauty.

Main Event: Sailing past Squirrel Island and Ram Island Light. The crew often shares stories about the lighthouse history and local maritime traditions.

Wildlife Spotting: As the boat slips by lobster pots and local fishing boats, keep your camera ready for seals or osprey overhead.

Return: The cruise gently turns back to the harbor, often with the sunset casting a golden glow over the water, making for a perfect photo moment.

Why This Tour Offers Great Value

At just under $60, this tour is an approachable way to enjoy Maine’s coast from an authentic sailing vessel. The interactive nature—helping with sails and steering—gives you a memorable sense of achievement and connection. The small group size enhances the experience, allowing for personalized stories from the crew and plenty of opportunities to ask questions.

The included restroom onboard and BYOB policy (non-alcoholic drinks and snacks) add comfort and flexibility. And with the option to purchase beer, wine, or liquor, you can toast the sunset in style.

Who Should Book This?

This tour is ideal for families, couples, and solo travelers who want a relaxed yet engaging way to see Boothbay Harbor. It’s particularly appealing if you enjoy nature, wildlife, and hands-on activities. Those interested in local history and scenic photography will find plenty to love.

It’s less suited for travelers seeking a fast-paced, party atmosphere or those with mobility challenges, as the vessel’s focus is on comfort and authenticity.

The Sum Up

The Schooner Applejack Sunset Sail offers a genuine chance to experience Maine’s coast from a small, historic sailing vessel. You’ll enjoy breathtaking views, encounter local wildlife, and get involved in traditional sailing activities—all at an affordable price. The small group size ensures a cozy, friendly environment where stories and experiences are shared easily.

If you’re after a tranquil, picture-perfect evening on the water, with the bonus of wildlife sightings and a chance to learn about the local maritime scene, this cruise fits the bill. It’s a memorable way to connect with the natural beauty and maritime heritage of Boothbay Harbor.

This tour is best suited for travelers looking for an authentic, relaxing adventure that combines scenery, wildlife, and hands-on fun—making it a highlight of any Maine visit.

Frequently Asked Questions

How long is the Schooner Applejack Sunset Sail?
The cruise lasts approximately two hours, providing enough time to enjoy the scenery without feeling overly long.

Where does the tour start?
It begins at 15 Wharf St in Boothbay Harbor, a convenient location in the town’s main area.

Is there any age restriction?
All children, including those under two, need a ticket and are counted toward the maximum of 14 travelers, so it’s suitable for families.

What should I bring?
Given Maine’s unpredictable weather, a light jacket or sweatshirt is recommended. You might also want to bring some BYOB snacks and drinks, as the tour permits non-alcoholic beverages on board.

Can I help with the sailing?
Yes, guests are encouraged to help hoist sails or take the wheel, making the experience interactive and fun.

Is the tour suitable for people with mobility issues?
While not explicitly stated, the vessel’s design and focus on comfort suggest it’s relatively accessible, but it’s best to inquire directly with the provider if you have specific needs.

Are alcoholic drinks available?
Yes, a selection of beer, wine, and liquor can be purchased on board. However, BYOB non-alcoholic drinks are included.

What wildlife might I see?
Expect to spot harbor seals, porpoises, and birds such as bald eagles and ospreys. Many reviews mention magical wildlife encounters.

What if the weather is bad?
The tour requires good weather; if canceled due to poor conditions, you’ll be offered a different date or a full refund.

In all, the Boothbay Harbor schooner sunset cruise offers a wonderful combination of authentic sailing, wildlife, and scenic beauty. It’s a charming way to experience Maine’s maritime charm and should be on every traveler’s list for a memorable evening on the water.