Kristina I.
6/10/2025
We had a great time. Jim and Katie were knowledgeable and answered all of our questions about the area and sailing. We booked in March for a sail with 5 people in June. We were scheduled for 4...
Pineapple Ketch
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95 Ocean Ave
Kennebunkport, ME 04046
Pineapple Ketch, located in Kennebunkport, Maine, offers an array of sailing experiences aboard their beautifully restored 38 Downeaster Ketch, known for its distinctive tanbark sails and shiny black hull. Guests can choose from morning, mid-day, and sunset sails, each providing unique opportunities to explore the stunning coastline while enjoying the renowned Pineapple hospitality.
With a capacity of up to 12 people, Pineapple Ketch aims to create memorable and relaxing cruising experiences, whether it's actively helping with the sailing or simply soaking in the picturesque views. The crew is known for their informative and engaging storytelling, ensuring that each trip is not only scenic but also rich in local history and charm.
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Reviews
4.015 reviews
Tony D.
7/26/2022
My daughter and I sailed one beautiful day. I was not impressed. The captain was an ASS, needs a class on how to put on a show to at least get tips. I was the only one on the boat who tipped. I...
Abby B.
6/25/2021
If you want a no frills sail, then the Pineapple is for you. We had a gorgeous mid -day sail on the water with Captain Jim and Connor. As you sail, they told us about some of the sights, such as...
Janet B.
8/25/2021
I wish we could have enjoyed the SUNSET cruise that we booked on July 22nd and received confirmation for sailing September 25th for SEVEN people. It could/should have been lovely. One month...
Evonna S.
8/23/2020
Oh what an amazing time! The Pineapple Ketch is a beautiful clipper, the captain was kind and funny! Conner was sweet and very knowledgeable with just enough information about the sites without...
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