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Address: 95 Ocean Ave, Kennebunkport, ME 04046-6308
Phone Number: 207 468-7262
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TripAdvisor Reviewer Highlights

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A perfect Maine Birthday celebration

Just returned from a two hour sail on the Pineapple Ketch for my 40th birthday celebration. We locked out with the weather and great sailing conditions. Our captain Phil was... read more

5 of 5 starsReviewed 2 days ago
Swndrfl
,
Brattleboro, Vermont
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56 Reviews from our TripAdvisor Community

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Showing 56: English reviews
Brattleboro, Vermont
Level Contributor
14 reviews
common_n_attraction_reviews_1bd8 2 helpful votes
5 of 5 stars Reviewed 2 days ago NEW

Just returned from a two hour sail on the Pineapple Ketch for my 40th birthday celebration. We locked out with the weather and great sailing conditions. Our captain Phil was wonderful, very experienced and fun and his first maid Misty was the perfect hostess. She served us sparkling wine and chocolate cake that we brought on board and made sure... More 

Helpful?
Thank Swndrfl
1 review
5 of 5 stars Reviewed 3 days ago NEW

The crew was very professional, and could talk long and wide about the island and its surroundings. The crew informed it was not a scripted tour, but they did end up providing us with a tons of great stories about the island and its residents.

Helpful?
Thank Mathieu C
Boston, Massachusetts
Level Contributor
10 reviews
common_n_attraction_reviews_1bd8 22 helpful votes
5 of 5 stars Reviewed 4 days ago NEW

We took recently took a sail on the Pineapple Ketch and were pleasantly surprised. We were a little skeptical going in since the boat was smaller than what we were used to. Turns out they only book a small amount of people per sail! We had 12 on our boat and it was perfectly comfortable and we had plenty of... More 

Review collected in partnership with this attraction

Helpful?
Thank Erika G
Lancaster, New Hampshire
1 review
5 of 5 stars Reviewed 4 days ago NEW

Great trip, narration of the area provided along with historical accounts. Friendly and personable crew. Will visit Kennebunkport just to sail on the Pinapple again!

Review collected in partnership with this attraction

Helpful?
Thank Brenda L
1 review
5 of 5 stars Reviewed 4 days ago NEW

Our staff really enjoyed their sailing trip with Pineapple Ketch! John was very knowledgeable and had lots to say about the area that we were sailing in. The area was beautiful and the staff on the boat were very hospitable. Even though the weather was a bit cloudy and it wasn't windy, we were still able to make the best... More 

Helpful?
Thank Starr S
Leonardo
Level Contributor
13 reviews
5 attraction reviews
common_n_attraction_reviews_1bd8 6 helpful votes
5 of 5 stars Reviewed 5 days ago NEW

Each year on our Wedding Anniversary we take a sunset sail on the Pineapple Ketch. We have been doing this since our Wedding in 2009. This is always the highlight of our trip. We have sailed here over a dozen times on the Ketch as we come up from New Jersey occasionally for weekend visits and never miss an opportunity... More 

Review collected in partnership with this attraction

Helpful?
Thank London113
San Antonio, Texas
1 review
5 of 5 stars Reviewed 1 week ago

Our daughter is turning 25 and wanted to celebrate with a sailboat cruise. We toasted her 25th with our family and a few new friends out in the sun with beautiful views of the coastline. The crew was friendly and helpful. Loved the whole experience!

Review collected in partnership with this attraction

Helpful?
Thank CathrunLilli
Rome, New York
1 review
5 of 5 stars Reviewed 1 week ago

We had a wonderful sailing adventure on the Pineapple Ketch. It was our first trip to Maine...and our first time on a sailboat (or Ketch, as we soon learned). The captain, Chris, was wonderful. And, Sarah, the deckhand was equally fantastic. On top of pointing out sites of interest throughout our sailing trip, they took the time to get to... More 

Review collected in partnership with this attraction

Helpful?
Thank niciverson72
A TripAdvisor Member
3 of 5 stars Reviewed 2 weeks ago via mobile

We were very pleased that our captain made the decision to not go out because the seas were rough. I think we all felt appreciative that he made the quick decision for our safety. We had boarded and set out but had to turn around. The co-captain, Missy, told the captain that all of us on board did not want... More 

Helpful?
Thank A TripAdvisor Member
Stephentown, New York
1 review
5 of 5 stars Reviewed 2 weeks ago

We have gone on the Pineapple Ketch twice this summer with guests at our home. Both times were wonderful and different as the weather dictates the tour. The Cap's are all knowledgeable about the area, thoughtful about the guests, and fun! We will definitely continue to bring our house guests on the Ketch.

Review collected in partnership with this attraction

Helpful?
Thank Karen S

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Questions & Answers

Here's what previous visitors have asked, with answers from representatives of The Pineapple Ketch and other visitors
2 questions
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Cortlandt Manor
2 months ago
Whitman, Massachusetts
over a year ago

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Typical questions asked:
  • Will you pick up and drop off at my hotel?
  • I have a family of 7. Can your tour accommodate all of us together?
  • How should I dress for this tour?