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Bufflehead Sailing Charters

Windjammer Wharf - Captain Spear Drive, 50 Tillson Ave, Rockland, ME
+1 207-691-5407
Review Highlights
Loved our sail

We loved our sail with Captain Daniel. Bufflehead is beautiful and the bay gorgeous. The nature and... read more

Reviewed 7 October 2017
Faith C
Pine Log, Georgia, United States

First, the charter with Captain Dan was the highlight of the Maine trip! The sights of Rockland... read more

Reviewed 4 October 2017
via mobile
Read all 120 reviews
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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.
  • Excellent99%
  • Very good1%
  • Average0%
  • Poor0%
  • Terrible0%
Travellers talk about
“captain daniel” (41 reviews)
“great captain” (9 reviews)
“hour sail” (10 reviews)
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Hours Today: 8:00 AM - 11:30 PM
Windjammer Wharf - Captain Spear Drive, 50 Tillson Ave, Rockland, ME
+1 207-691-5407
Write a ReviewReviews (120)
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1 - 10 of 120 reviews

Reviewed 7 October 2017

We loved our sail with Captain Daniel. Bufflehead is beautiful and the bay gorgeous. The nature and tour around the bay is well worth the time, and Daniel himself is a treasure. This is a must if you are staying in Rockland.

Thank Faith C
Reviewed 4 October 2017 via mobile

First, the charter with Captain Dan was the highlight of the Maine trip! The sights of Rockland Breakwater and Owlshead Lighthouses and the land slipping by my eyes, the sounds of the water playing against the boat, the feel of the wind carrying the refreshing...More

Thank Trvlng2017
Reviewed 4 October 2017

My mother and I took a two hour sailing trip with Captain Dan to celebrate my birthday in September and loved every minute of it! When planning my trip, I wanted a more personal experience on a smaller boat. After reading reviews here, I decided...More

1  Thank cdevans919
Reviewed 11 September 2017

Captain Dan with Bufflehead showed myself and a friend the best Maine experience. We decided to do the lobster lunch on the island and it was worth every penny. He is knowledgeable, relate-able and an amazing host. His daughter was a great companion, as well!...More

Thank Teryn M
Reviewed 6 September 2017

I had never been on an actual sailboat before, so I wasn’t sure what to expect. Captain Dan knew exactly how to treat a first-timer, even letting me steer the boat for a bit when I was feeling a little seasick (Bufflehead is on the...More

Thank Jeff C
Reviewed 15 August 2017

This was the best thing we did on our trip according to the entire family. Captain Dan was awesome and let us help with whatever we wanted in the sailing practice. He is as much a teacher (a very very knowledgeable teacher) as a Captain....More

1  Thank Bernard W
Reviewed 9 August 2017

A group of 6 of us sailed around Penobscot Bay last week with Captain Dan. It was a GREAT experience. Captain Dan is an amazing host, providing interesting details about the past and present of the Rockland harbor area and bay. In addition, it was...More

Thank leahcimp
Reviewed 2 August 2017

A personal sail and interesting tour of the coastal area. Captain Dan was very engaging without intruding. Provided historical and interesting information without droning on. Clearly not a canned tourist speech. I would go again in a heartbeat.

1  Thank chankmaster
Reviewed 25 July 2017

Wonderful afternoon sail with a very experienced and knowledgeable captain. Highly recommended for all. Safe, fun and enlightening.

Thank Baronmiguel
Reviewed 16 July 2017 via mobile

Captain Dan provides a true Maine sailing experience on the waters around Rockland. We sailed alongside & darted among the dozen or so Windjammers as they paraded along the Rockland Breakwater. Captain Dab gave us a bonus excursion out to Owl's Head Lighthouse for some...More

Thank jonkacz
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Ask a question
Questions & Answers
Kevin M
6 September 2016|
AnswerShow all 2 answers
Response from Bufflehead S | Property representative |
Hi, Kevin, Thank you for your interest in sailing with me aboard Bufflehead. A four hour private charter runs 475. To get to an island, and cook up the lobsters and corn ashore as well as sail back into Rockland (into the... More