Maine’s best boat excursions deliver memorable experiences along its rocky coastline.

Two historic schooners stand out: The Schooner Eastwind, operating from Boothbay Harbor, offers intimate 2-hour day sails with local history and wildlife viewing.

The Schooner Applejack excels at sunset cruises, where passengers often spot seals and seabirds while learning about coastal navigation.

We love these vessels for their knowledgeable crews, reasonable prices, and authentic sailing experiences – no tourist gimmicks.

The Eastwind’s daytime history tours and Applejack’s golden-hour excursions consistently earn top marks from our readers.

Let’s look at Maine’s finest maritime adventures.

Key Points

  • The Schooner Eastwind Day Sail and Schooner Applejack Sunset Sail offer highly recommended 2-hour and sunset cruises in Boothbay Harbor, Maine.
  • The Schooner Eastwind Sunset Cruise and Schooner Apple Jack 2-Hour Day Sail provide personal experiences with maximum capacities of 28 and 14 passengers, respectively.
  • The Schooner Applejack Sunset Sail stands out with a 100% traveler recommendation and an average 5.0-star rating for its storytelling and wildlife sightings.
  • The Schooner Eastwind Sunset Cruise and Schooner Apple Jack 2-Hour Day Sail offer free cancellation policies up to 24 hours in advance.
  • Guests can enjoy amenities like restrooms, beverage selections, and the opportunity to bring their own snacks and non-alcoholic drinks on these Maine cruises.

Schooner Eastwind 2 Hour Day Sail in Boothbay Harbor

For a relaxing two-hour sail along the picturesque Boothbay Harbor, board the historic schooner Eastwind.

With 92% of travelers recommending this activity, you’ll enjoy stunning views, potential wildlife sightings, and the opportunity to participate in raising the sails.

The crew provides local stories and lore, creating an immersive experience. Onboard, you’ll find restrooms, a selection of beverages, and a BYOB policy for snacks.

While gratuities aren’t included, you’ll likely want to tip the friendly crew who make this a memorable outing.

With a maximum of 28 travelers, this 4.5-star cruise offers an intimate and enjoyable atmosphere on the waters of Maine.

Read our full review: Schooner Eastwind 2 Hour Day Sail in Boothbay Harbor Review
Book now: Check availability

Schooner Applejack Sunset Sail Tour in Boothbay Harbor

Set out on a captivating sunset sail aboard the Schooner Applejack in the picturesque Boothbay Harbor.

Operated by Boothbay Sailing, this 18-review tour is 100% recommended by travelers. Accommodating a maximum of 14 passengers, you’ll enjoy stunning views, knowledgeable staff, and a relaxing atmosphere.

Bring your own snacks and non-alcoholic beverages, or purchase alcoholic drinks on board. While not wheelchair accessible, the tour offers free cancellation and a reserve now, pay later option.

With an average 5.0 rating, past guests have praised the experience, from the engaging storytelling to wildlife sightings.

Don’t miss this opportunity to savor Maine’s beauty during a serene sunset sail.

Read our full review: Schooner Applejack Sunset Sail Tour in Boothbay Harbor Review
Book now: Check availability

Schooner Eastwind Sunset Sail to See the Maine Coastline

Schooner Eastwind Sunset Sail to See the Maine Coastline

On the Schooner Eastwind, you’ll set sail on a captivating sunset cruise to explore Maine’s breathtaking coastline.

With a maximum of 28 travelers, you’ll enjoy an intimate experience aboard this well-reviewed schooner, rated 4.5 stars from 33 reviews. The cruise is operated by Boothbay Sailing and offers free cancellation up to 24 hours in advance.

While alcoholic beverages are available for purchase, you can also bring your own non-alcoholic drinks and snacks.

While the vessel isn’t wheelchair accessible, most travelers can participate. Guests have praised the crew’s professionalism and sailing expertise, though some suggest incorporating more narration during the cruise.

Read our full review: Schooner Eastwind Sunset Sail to See the Maine Coastline Review
Book now: Check availability

Schooner Apple Jack 2-Hour Day Sail From Boothbay Harbor

Schooner Apple Jack 2-Hour Day Sail From Boothbay Harbor

Stepping aboard the Schooner Apple Jack, you’ll embark on a captivating 2-hour day sail from Boothbay Harbor.

This Viator and Tripadvisor-rated 4.5-star experience offers a relaxing adventure with beautiful Maine scenery. You’ll have the opportunity to steer the boat, and the crew’s positive feedback ensures a memorable sailing experience.

While weather conditions can affect the sailing, the onboard facilities, including a restroom and the option to BYOB or purchase alcoholic beverages, make for a comfortable journey.

With a maximum capacity of 14 travelers, this tour provides an intimate and accessible experience, though it isn’t wheelchair-friendly.

The free cancellation policy up to 24 hours prior offers flexibility.

Read our full review: Schooner Apple Jack 2-Hour Day Sail From Boothbay Harbor Review
Book now: Check availability

Frequently Asked Questions

Do These Cruises Offer Onboard Dining Options?

You’ll often find onboard dining options on many cruises and boat tours. Many provide a range of food and beverage choices, from casual snacks to full-service meals, allowing you to enjoy the journey while satisfying your appetite.

Are Pets Allowed on the Boats During the Tours?

Typically, pets are not allowed on boat tours for safety and sanitation reasons. However, you should check with the specific cruise operator to see if they have any exceptions or accommodations for service animals or emotional support pets.

What Is the Maximum Capacity of the Vessels?

The maximum capacity of the vessels varies, but you can generally expect small boats to accommodate around 6-12 passengers, while larger boats may carry 50 or more. Be sure to check the specific tour details for the vessel’s capacity.

Are There Any Age Restrictions for the Cruises?

You’ll find that most Maine cruises and boat tours have age restrictions, often requiring children to be at least 5 or 6 years old. Some may have higher age minimums or exclude infants entirely. Be sure to check each operator’s policies before booking.

Can I Bring My Own Beverages and Snacks Onboard?

You’re typically allowed to bring your own beverages and snacks aboard most cruises and boat tours. However, it’s best to check with the specific company’s policies, as some may have restrictions or prefer you purchase their refreshments onboard.

The Sum Up

You’ll find a variety of top-notch cruises and boat tours in Maine’s picturesque Boothbay Harbor. From the Schooner Eastwind’s 2-hour day sails to the Schooner Applejack’s sunset tours, you’re sure to enjoy breathtaking views of the Maine coastline. Whether you’re looking for a leisurely day sail or a romantic sunset cruise, Boothbay Harbor’s fleet of schooners offers an exceptional on-the-water experience.