Schooner Applejack: Sunset Sail in Boothbay Harbor

Join Schooner Applejack’s sunset sail in Boothbay Harbor. Spot wildlife, explore islands, and enjoy 360-degree coastal views. Your Maine adventure starts here.

Duration: 2 hours
Cancellation: 24 hours
Highlights
  • Boothbay Harbor Region - Boothbay Harbor is a well-loved spot for tourists and yachting enthusiasts. Visitors can explore studios and galleries showcasing the work of over 200 local artists. It’s often referred to as a “vacationland paradise.”
What's Included
  • On-board restrooms
  • BYOB snacks and drinks (non-alcoholic)
What's Not Included
  • Gratuities
  • Alcoholic beverages
Additional Information

Welcome aboard the Schooner Applejack in Boothbay Harbor; your Maine vacation begins here! Join the Schooner crew for an unforgettable sunset sail on Boothbay Harbor’s oldest windjammer. Participate in hoisting the sails or try steering the wheel as the course is set past Burnt Island Light, Squirrel Island, Ram Island Light, and the outer islands of…

Location
15 Wharf St
Wharf Street
Pier 1 in Boothbay Harbor
Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

Customer Ratings
4.9
(60 Ratings)
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1 star
Jacqueline_o
Sep 1, 2026
Fun sunset cruise - Smaller schooner gave a personalized feel! Captain Luke and Verinica were fantastic! Saw dolphins and seals and plenty of birds! Veronica knew a lot about the islands and structures.
Review provided by Viator
639jacquio
Aug 31, 2026
Beautiful evening on the Applejack sunset tour! - Luke and Veronica were FANTASTIC! Great evening out on the water!
Review provided by Tripadvisor
Micky
Aug 26, 2026
Excellent experience to... - Excellent experience to sail the bay and see porpoise, seal and bald eagles in quiet, just the wind in the sails and water lapping on the boat. Well worth the time.
Review provided by Viator
653krystlem
Aug 25, 2026
An Intimate and Peaceful Sunset Sail - A fantastic experience in Boothbay Harbor! I repeatedly heard I had to add Boothbay Harbor to my Maine itinerary in large part because of all of the aquatic opportunities. I am so happy that I selected the Schooner Applejack for my one night in Boothbay Harbor. The sailboat is on the smaller side, but I was looking for a smaller vessel. The smaller size allowed for a lot of interaction with the deckhand and the rest of the passengers - it also made it very easy to hear the peaceful sounds of the water lapping against the sailboat and spotting wildlife (porpoises, a sun fish, and some seals!). We cruised for about 2 delightful hours out in the bay - passing the aforementioned wildlife and some lighthouses. The deckhand was really informative and willing to provide so much information about how to sail, the lighthouses, and pretty much anything else anyone asked her. Highly recommend this excursion if you find yourself in Boothbay Harbor.
Review provided by Tripadvisor
H7907wjsusanc
Aug 25, 2026
Sunset schooner trip - We enjoyed our 2 hours on the bay!
Review provided by Tripadvisor
Trish_s
Aug 25, 2026
An experience not to be missed! - An experience not to be missed. The Applejack is a beautiful ship with an amazing crew! The sunset Harbor cruise is magical. A memory for a lifetime. We will definitely be back!
Review provided by Viator
V5462ojlisab
Aug 3, 2026
Amazing sail - The guides were friendly and knowledgeable
Review provided by Tripadvisor
Laneyt2026
Aug 1, 2026
Had a great time! - Brian & Marison were great. Brian was very knowledgeable about pretty much anything we asked - he really made the sail enjoyable.great views of the harbor.
Review provided by Tripadvisor
Jeremiahv192
Jul 31, 2026
Lovely Boothbay Harbor sail - This is our second time on the Applejack! We love going out on this boat. It's a bit smaller than some other tour vessels, which we absolutely love!
Review provided by Tripadvisor
Lucy_a
Aug 6, 2026
Great way to catch the sunset - Lovely if you like being on the water. You sit in an open area or in a well at the stern. Note that you won’t have a great view of the scenes if you are in the well. Staff very personable, provide good history of the area. Be sure to bring a sweater or hoodie as it does get chilly if you are on the sunset cruise.
Review provided by Viator