Schooner Applejack Sunset Sail Tour in Boothbay Harbor
Recommended by 98% of travelers
Maine, USA
- 2 hours (approx.)
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Overview
What's Included
- BYOB snacks and drinks (non-alcoholic)
- Restroom on board
- Gratuities
- Alcoholic BeveragesSelection of beer, wine and liquor drinks available for purchase
Meeting and Pickup
Meeting point
- 15 Wharf St, Boothbay Harbor, ME 04538, USA
Pier 1 in Boothbay Harbor
End point
This activity ends back at the meeting point.Ticket Redemption Point
15 Wharf St, Boothbay Harbor, ME 04538, USA
Itinerary
1
Boothbay Harbor Region
2 hours • Admission Ticket Free
Additional Info
- Confirmation will be received at time of booking
- Not wheelchair accessible
- Service animals allowed
- Near public transportation
- Infants must sit on laps
- Most travelers can participate
- Maine weather can change by the minute, please bring a light jacket or sweatshirt.
- Smoking or vaping is not permitted on the docks or aboard the ship.
- All children, including those under two years of age, count towards our permitted passenger maximums and must have a ticket to board.
- This tour/activity will have a maximum of 14 travelers
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Cancellation Policy
You can cancel up to 24 hours in advance of the experience for a full refund.
Traveler Photos
Featured review
Lynn_D
It was a fun and relaxing experience. My husband and I have never been sailing before. The captain and his crew were great from the start. Drinks are strong. Canyons and bubble wars were a real treat! The sunset was beautiful. Got some real candid shots. Incredible experience. Highly recommend this sailing trip. Lots if fun!
Reviews
4.9
based on 49 reviews
Sort by: Most insightful
Tom_W, Jul 2026
Sailing into the sunset with Halley and her side kick, a young Ernest Hemingway was an amazing adventure! They were courteous, gracious and a very warm reception. Can’t wait until next year to sail with them again! We would highly recommend!
Response from Host, Jul 2026
Thank you so much for the wonderful review! ⛵🌅 We're thrilled to hear you had such an amazing sunset sail with Halley and her "young Ernest Hemingway" sidekick! We'll be sure to share your kind words with the crew. It means so much to know you're already looking forward to sailing with us again next year. Thank you for your recommendation—we can't wait to welcome you back aboard! 😊
Lynn_D, Sep 2025
It was a fun and relaxing experience. My husband and I have never been sailing before. The captain and his crew were great from the start. Drinks are strong. Canyons and bubble wars were a real treat! The sunset was beautiful. Got some real candid shots. Incredible experience. Highly recommend this sailing trip. Lots if fun!
Response from Host, Sep 2025
We’re thrilled your first sailing experience was such a hit! From strong drinks to bubble wars, sunsets, and candid shots—it sounds like you truly made the most of every moment. Thank you for the kind words and recommendation; we’d love to have you back aboard for another unforgettable adventure!
Heidi_F, Sep 2025
We took the sunset cruise. The weather was awesome and the crew, Luke, was amazing. A must do when in Boothbay Harbor!
Response from Host, Sep 2025
So glad the sunset—and Luke—made your cruise unforgettable! We couldn’t agree more, a Boothbay Harbor sunset cruise is a must-do. Thanks for sharing your experience!
Judy_K, Aug 2025
Wonderful experience. Crew was awesome. Very enjoyable. Very relaxing , spectacular views. Highly recommend
Response from Host, Aug 2025
We’re thrilled you had such a wonderful experience! The crew will be happy to hear they helped make your sail enjoyable and relaxing. Spectacular views and great company always make for a perfect day—thank you for the high recommendation, and we can’t wait to welcome you back aboard! ⛵🌊
Kim_M, Aug 2025
Our family had a wonderful experience. The waters were very calm and the sunset was beautiful. The crew was excellent.
Response from Host, Aug 2025
We’re so happy to hear your family’s sunset sail was smooth, stunning, and joy-filled — that’s our favorite kind of voyage! 🌅💙
Calm seas and glowing skies certainly set the stage, but it’s wonderful guests like you that make the trip truly special. Our crew will be beaming knowing they helped make your experience a memorable one. Come sail with us again anytime your hearts need a little more horizon! ⛵️
Shannan_R, Aug 2025
Captain Kate and Christina were a great team on our sunset sail! It was beautiful evening where we witnessed seal and harbor porpoise sightings.
Response from Host, Aug 2025
So glad you had a beautiful sunset sail! Captain Kate and Cristina will be thrilled to hear their teamwork helped make those seal and harbor porpoise sightings even more memorable. Sounds like nature put on a pretty spectacular show just for you!
Susan_M, Aug 2025
Everything was wonderful! We were on the smaller schooner, max out at 12 people. The captain and the mate were wonderful. Everyone's needs were met, drinks were served, information offered was great, and interaction with all the guests appeared to be personable and fun. Would do this again! Worth every penny!
Response from Host, Aug 2025
We’re so happy to hear you enjoyed the cozy vibe of our smaller schooner! With great company, attentive crew, and plenty of good times, it sounds like the perfect recipe for a memorable sail. We can’t wait to welcome you aboard again—thanks for the kind words!
Nicole_J, Aug 2025
This sail was the perfect end to our visit to Maine. Calm sailing and absolutely beautiful views! I can’t recommend this tour enough. Captain Luke and Mate Christina made this experience one of a kind. They made us feel so comfortable and even gave my son a turn at the helm. 10 out of 10!
Response from Host, Aug 2025
What a wonderful way to wrap up your Maine visit — calm seas, gorgeous views, and a turn at the helm for your son (future captain in the making!). Captain Luke and Christina will be thrilled to hear they helped make your trip “10 out of 10.” Thank you for sailing with us and letting us be part of such a special memory
Thomas_G, Aug 2025
It is not a "sail". Motor used the entire excursion. But it was as i expected., simple cruise around the harbor.
Response from Host, Aug 2025
Thanks for sharing your experience—we really appreciate the feedback. We wanted to clarify that we do raise the sails on every trip, and on about 99% of our excursions, we turn the motor off and sail purely by wind. Sailing is truly at the heart of what we do.
That said, there are rare days when the wind simply doesn’t show up, and in those cases, we do rely on the motor to ensure a smooth and safe ride. We understand that can feel more like a cruise than a sail, and we’re always upfront about those conditions when they arise.
Our goal is to give guests an authentic sailing experience whenever nature allows, and we hope you’ll join us again on a breezier day—it’s a whole different feeling when the sails catch the wind and we glide silently across the water.
Laura_K, Aug 2025
Very relaxing cruise around the harbor on a beautiful wooden boat with a super knowledgeable crew. Blankets were offered for those who were chilly and beverages were available for purchase.
Response from Host, Aug 2025
Thank you for sharing! We’re delighted you enjoyed a relaxing cruise aboard our beautiful wooden boat. Our crew loves keeping everyone cozy and comfortable—blankets and beverages included! We’d be thrilled to welcome you back anytime for another cozy sail on the harbor. ⛵😊
Judith_S, Jul 2025
Wonderful sunset cruise. Great captain and crew! Beautiiful night, gorgeous sunset. Highly recommend
Response from Host, Jul 2025
Thank you for joining us and for your kind words! We’re so glad you had a wonderful sunset cruise—it sounds like the perfect evening. We’ll be sure to pass your compliments along to the captain and crew. Nothing beats a beautiful night on the water with a stunning sunset. We truly appreciate the recommendation and hope to see you again soon!
Michael_F, Jun 2025
Only to be prepared for cooler temps on the water with warmer clothes. Wonderful 2 hour sail. Captain Sean (sp) and first mate Brian (sp) absolutely engaging and so knowledgeable on the history of the area. We thoroughly enjoyed the sail!
Response from Host, Jun 2025
Thank you so much for sailing with us and for taking the time to share your experience! We're thrilled to hear you had a wonderful time on the water with Captain Sean and First Mate Brian — they truly love sharing their knowledge and passion for the area. We’ll be sure to pass along your kind words to them. We hope to welcome you aboard again soon for another great adventure!
Amy_H, Jun 2025
The sunset Schooner sailboat trip was amazing! Our 3 guides were very knowledgeable and made our experience fun! The crew also gave our group a very informative safety lesson. They were friendly and included members of the group in raising the sails. The all outside seating added to the authentic sailing experience. It was a lovely relaxing sail. Members of my group purchased on board and enjoyed a glass of Preseco as the sun was beautifully setting. It was early June so wearing a light jacket was a must. We even spotted a harbor seal as we left the dock.
Response from Host, Jun 2025
Thank you for sharing your wonderful experience aboard our sunset schooner sail! We’re delighted to hear that our crew made your trip both informative and fun, while ensuring a safe and engaging atmosphere.
The beauty of sailing in the open air, raising the sails, and watching the sun set with a glass of Prosecco in hand truly captures the essence of a relaxing and authentic sailing adventure. Spotting a harbor seal as you departed is a special bonus!
We appreciate your recommendation for dressing appropriately for the season and are thrilled that you enjoyed every aspect of your time with us. We hope to welcome you back for another unforgettable journey!
Peter_S, Oct 2024
Very knowledgeable, friendly staff lovely evening. Calm waters. Enjoyed ourselves. Lovely scooter. Thanks
Gregory_B, Sep 2024
Captain Kate was great !! Shaun was awesome too. Had a great time. We were told a lot about the area we were sailing through. Hit some fog but it brought a new fun adventure too. Highly recommend
Kim_K, Sep 2024
This was a very cool ship with a lot of history. I would have enjoyed hearing more about it .
Beautiful evening and wonderful sail!
Marilee_M, Sep 2024
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 the most experience at sea you will ever meet. An experience to last a lifetime and I couldn’t recommend this more to anyone who will listen. A total must when in Booth Bay
Ken_C, Aug 2024
Sunset to the west, pink moon to the east. Captain Shawn and First Mate Marison were awesome and shared some great history of the area and their own adventures
Loren_M, Aug 2024
It was lots of fun Captain Dawson and his first met the hand sailing experience, blowing bubbles at neighboring boats, and he was very knowledgeable about the water. It was certainly a great way to see the area from water perspective.
Jason_W, Aug 2024
Such a relaxing evening! The sailboat experience was amazing. We couldn’t ask for a better crew and the sights were stunning! My nervous boating wife was quickly put at ease as the captain explained every possible scenario. We will definitely do this again! Highlight of our vacation
Karin_O, Aug 2024
The crew was very engaging and knowledgeable. The sunset was beautiful. We saw a pod of harbor porpoises as we returned…it was magical.
Julie_C, Jul 2024
We loved the relaxing sailboat ride. Brian was a wealth of knowledge and very easygoing. I recommend this beautiful sunset sailing cruise.
Erica_D, Jul 2024
Captain and mates were SUPER friendly and knowledgeable of the area, people on board were able to put the sails up which was enjoyed by the small kids to the older gentleman. Very friendly atmosphere, would definitely do it again.
Mili_S, Jul 2024
I and husband visited this sailing boat. Mr dan did a great job. We loved it. We definitely visit again. Thanks for everything
Alicia_S, Oct 2023
We had a wonderful time with Captain John! We had lots of great stories and made the sail very memorable!
From $59.95
per personup to 24 hours before the experience starts (local time)
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Schooner Applejack Sunset Sail Tour in Boothbay Harbor
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