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Bufflehead Sailing Charters

Certificate of Excellence
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Address: Windjammer Wharf - Captain Spear Drive, 50 Tillson Ave (GPS), Rockland, ME
Phone Number:
+1 207-691-5407
08:00 - 23:30
Open now
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Sun - Sat 08:00 - 23:30

Bufflehead is a 32 foot wooden gaff sloop, a classic boat, built in 1964....

Bufflehead is a 32 foot wooden gaff sloop, a classic boat, built in 1964. She is a very pretty boat, superbly swift, comfortable and safe. Captain Daniel Bennett sailed around the Pacific Ocean on a tall ship, and twice across the Atlantic (and back and forth to the Caribbean) on his own small boat.

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TripAdvisor Reviewer Highlights

Read all 102 reviews
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  • 101
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    Very good
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Such a lovely sunset cruise!

Captain Daniel does a fabulous job of navigating and narrating Penobscot Bay. He possesses a wealth of historical and nautical information of the area, excellent sailing skills... read more

Reviewed 19 October 2016
Nashville, Tennessee
via mobile
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102 Reviews from our TripAdvisor Community

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Showing 102: English reviews
Nashville, Tennessee
Level Contributor
3 reviews
common_n_attraction_reviews_1bd8 2 helpful votes
Reviewed 19 October 2016 via mobile

Captain Daniel does a fabulous job of navigating and narrating Penobscot Bay. He possesses a wealth of historical and nautical information of the area, excellent sailing skills, and the most engaging personality! Loved our time on the Bufflehead!

Thank LaurieCooper
Portland, Maine
Level Contributor
4 reviews
common_n_attraction_reviews_1bd8 2 helpful votes
Reviewed 15 October 2016

Bufflehead is fantastic! Captian Daniel provides a relaxing (& informative!) tour. We were in the area for just one overnight for our anniversary. Our sail was 3 hours but beautiful scenery and tranquility on the water made us feel like we'd been gone longer... what a rejuvenating outing. SO good for the soul and definitely the hightlight of our trip!... More 

Thank tednsadie
La Crosse, Wisconsin
2 reviews
common_n_attraction_reviews_1bd8 1 helpful vote
Reviewed 11 October 2016

My husband and I took a three hour sail with Captain Dan this afternoon. The whole experience was wonderful, from the initial booking, change of plans because of weather, casual, friendly atmosphere, and, of course the beautiful relaxing sail. Captain Dan makes you feel completely at ease and is such a skilled sailor! Don't hesitate to plan a sail on... More 

Thank annA1660VV
Middleton, Wisconsin
Level Contributor
20 reviews
4 attraction reviews
common_n_attraction_reviews_1bd8 2 helpful votes
Reviewed 9 October 2016 via mobile

We were able to book the last two seats on the Bufflehead by text (so easy!) with Captain Dan with just two hours' notice following our spur of the moment decision to get out sailing on a beautiful fall afternoon. Over the two-hour tour, we got a chance to hear the history of the harbor and Rockland as well as... More 

Thank SMBYoung
1 review
Reviewed 25 September 2016 via mobile

Sailing on the Bufflehead (love that name!) with Captain Daniel has been one of the highlights of our trip to Maine.He is very accommodating and the motto on the ship is "Do what you want". My mother and I wanted to sail on a smaller boat to stay away from the crowded schooners and have a more personal individualized sailing... More 

Thank Lyda M
A TripAdvisor Member
Reviewed 14 September 2016 via mobile

Well I see that Captain Daniel has straight A's for this experience. It is unique and I have to add my two cents. I have a long sailing background but I have to say sailing with the captain Daniel on the Buffelhead was one of my finest sailing experiences. It is a lovely boat well-maintained and captained by one of... More 

Thank A TripAdvisor Member
1 review
Reviewed 14 September 2016

Whether you charter the boat privately or join a public sailing this is a must do if you're in the Rockland area. Captain Dan and his assistants are welcoming, knowledgeable and overall great hosts (hostesses). I surprised my husband for his birthday with a private lobster feast sail. He loved it - any day spent on the ocean is a... More 

Thank gertsown
Philadelphia, PA
Level Contributor
12 reviews
7 attraction reviews
common_n_attraction_reviews_1bd8 1 helpful vote
Reviewed 8 September 2016

There are almost a hundred reasons to sail on Bufflehead! So far, there are 93 - Ninety-three happy, glowing, cheering reviews for Bufflehead Sailing Charters! The stability and charm of the classic wooden Bufflehead, plus the warm charm and cool knowledge of Daniel Bennett cannot be equaled for a true Vacation Maker of a good time. You know, when you're... More 

Thank Seeqer
Phoenixville, Pennsylvania, United States
Level Contributor
3 reviews
3 attraction reviews
Reviewed 8 September 2016 via mobile

This is my third summer, yes, THIRD summer where I've sailed with Captain Dan. (see my other 2 reviews for more info) The first trip we booked one sail, because, silly us, didn't know how amazing it would be and that we should book more. Last year, we booked 2 sails. This year, we booked 3. You see where I'm... More 

Thank Kim E
Springfield, Missouri
1 review
Reviewed 6 September 2016

Not enough stars to rate this experience! Daniel has a unique ability to engage people in a way that is informative and collaborative. Bring a bottle of wine and food to share with others as Daniel unfolds the story of the Bufflehead and her home. In addition to a wonderful sailing trip you can learn almost anything you'd like about... More 

Thank jjanowsk

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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?