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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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Sunset sail to remember

My boyfriend and I wanted to do a sail while visiting Rockland but weren't sure we had the time to commit to a longer (2+ hour) time frame. Captain Dan was incredibly... read more

5 of 5 bubblesReviewed 6 September 2016
Samantha W
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102 Reviews from our TripAdvisor Community

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Showing 102: English reviews
1 review
5 of 5 bubbles Reviewed 6 September 2016

My boyfriend and I wanted to do a sail while visiting Rockland but weren't sure we had the time to commit to a longer (2+ hour) time frame. Captain Dan was incredibly accommodating, not to mention affordable, and made it work for us. He guaranteed a beautiful sunset. Captain Dan is a magnificent storyteller, phenomenal sailor, and knows everything there... More 

Thank Samantha W
Pittsburgh, Pennsylvania
Level Contributor
30 reviews
14 attraction reviews
common_n_attraction_reviews_1bd8 6 helpful votes
5 of 5 bubbles Reviewed 1 September 2016

Our family of 4 sailed with Captain Daniel in July on a trip through New England. He is an excellent sailor, sailing from the dock through the moored ships. He is friendly and knowledgeable and we were very comfortable with him. Didn't have much wind that morning, but he made the most of the trip.

Thank Colleen S
Ennis, Texas
Level Contributor
25 reviews
10 attraction reviews
common_n_attraction_reviews_1bd8 4 helpful votes
5 of 5 bubbles Reviewed 26 August 2016

My wife and came to Rockland from Texas. We took the Bufflehead cruise because of many great reviews we read. Captain Daniel and his crew (his family) were wonderful to us . We had a great time Daniel is an expert on sailing and the area. We learned a lot and also enjoyed visiting with his wife and children. We... More 

Thank elmon721
Houston, Texas
Level Contributor
3 reviews
common_n_attraction_reviews_1bd8 8 helpful votes
5 of 5 bubbles Reviewed 19 August 2016

Our group of 5 recently spent the next to last day of our 2-week Mainevacation sailing with Bufflehead. Cpt. Dan was very knowledgable about the area and an accomplished sailor. Our lobster fest was outstanding in spite of some troublesome biting flies. We were also served fruit and cheese on the boat and a delicious blueberry pie for dessert. The... More 

Thank Debra2575
Atlanta, Georgia
Level Contributor
4 reviews
3 attraction reviews
5 of 5 bubbles Reviewed 18 August 2016

We had the pleasure of sailing with Captain Daniel on a recent trip to Maine. I highly recommend you book a trip with him! We loved the intimate feel of this sail. We felt like we were on our own boat! There was a family with two school-age kids with us, and Captain Daniel was so great to explain sailing... More 

Thank travelngh
Dallas, Texas
1 review
5 of 5 bubbles Reviewed 17 August 2016

My family and I spent 2 weeks vacationing in the NE area and our sail was the highlight of our trip. Daniel has a great personality, sense of humor, and tons of information about the area. Our only disappointment was that we didn't book a longer tour. Thanks Daniel and we'll definitely book another sail next time we are in... More 

Thank josephwpedroncelli
Level Contributor
12 reviews
5 of 5 bubbles Reviewed 11 August 2016 via mobile

My wife and I went out with Daniel August 11th. We booked a private charter and there was a mix-up. Double booked? Daniel has such a great spirit that it was easy to take in stride. He reduced the rate and added some time. He is a real student of the sea and handled all the questions. His first mate... More 

Thank Joseph C
Bufflehead S, Owner at Bufflehead Sailing Charters, responded to this review

First double booking in five years. Two parties with the same first name and last initial, both booked for a two hour private sail, on the same time and day, and placed their booking 9 hours apart! We had the info muddled. So glad that it managed to still be pleasant for you. Sorry again about the confusion. Thanks for... More 

Boca Raton, Florida
Level Contributor
22 reviews
6 attraction reviews
common_n_attraction_reviews_1bd8 5 helpful votes
5 of 5 bubbles Reviewed 11 August 2016 via mobile

Wow, you are in for a wonderful experience with Captain Daniel. Just our party of 5 and Captain Daniel, he sails close to a couple of lighthouses, looks for Eagles, easy going with tons of local stories and flavor! Our teens ranked this sailing number 1, from several this past week. Exciting trip with a very experienced captain, real sailing... More 

Thank Sunnynow45
Level Contributor
18 reviews
5 attraction reviews
common_n_attraction_reviews_1bd8 7 helpful votes
5 of 5 bubbles Reviewed 2 August 2016

We enjoyed a fantastic Sunset Sail aboard the Bufflehead this past weekend (7/30/2016), and I am excited to share our EXCELLENT experience with others. Our party of three couples boarded with anticipation (and wine and cheese and crackers and cameras) and Captain Daniel made us feel at home immediately. Although we offered to pitch in with crew duties, he would... More 

Thank Calvin W
2 reviews
5 of 5 bubbles Reviewed 1 August 2016

We went on a 2 hours ride on the Bufflehead with Daniel and we could hardly think of a better way to start the day! He is knowledgeable and happily answered all questions we had, whether it was about history, sailing, or even physics!

Thank Camille P

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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?