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Bufflehead Sailing Charters

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

Captain Dan provides a true Maine sailing experience on the waters around Rockland. We sailed... read more

Reviewed 1 week ago
Spotswood, New Jersey
via mobile
Wonderful sail with the perfect captain!!!

We did the lobster feast with our sail. It was all we hoped it would be. Captain Daniel was... read more

Reviewed 1 week ago
Linda S
Topeka, Kansas
Read all 111 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%
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  • Terrible0%
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“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
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Reviews (111)
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1 - 10 of 111 reviews

Reviewed 1 week ago 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
Reviewed 1 week ago

We did the lobster feast with our sail. It was all we hoped it would be. Captain Daniel was wonderful and shared so much interesting history and information about ships and the lobster industry in Maine. Our picnic on the beach was over the top,...More

Thank Linda S
Reviewed 2 weeks ago

I was so delighted to find a sailing opportunity that involved only six people. As someone who has her own sailboat, the idea of going on a big boat with a bunch of tourists was the last thing I wanted to do on vacation. The...More

Thank lisatmp
Reviewed 2 weeks ago

My girlfriend and I were visiting Rockland for the first time, and our B&B host recommended trying the Bufflehead sailing charters. We were not at all disappointed at all. In fact we ended up booking a sunset sail the second day. Captain Dan is a...More

Thank Matt F
Reviewed 2 weeks ago via mobile

This is my fourth review for Captain Dan and Bufflehead, because this is my FOURTH summer in a row that I've gone to Maine to sail with him. Each trip to Maine we book multiple outings on Bufflehead. I've done everything from an 8 hour...More

Thank Kim E
Reviewed 2 weeks ago

then here's a book to read. Just by the pictures you can tell it was a great day on the water, but I'll add a few words here too. You will meet interesting people, hear engaging stories and take amazing pictures. I've gone each year...More

Thank Seeqer
Reviewed 3 weeks ago

I would give more stars if that was possible! If you are thinking about taking a sail out of Rockland - be sure and check out the Bufflehead! Captain Dan is a great captain! Very informative about the area and makes your trip a lot...More

Thank carolynd287
Reviewed 4 weeks ago

Highly recommend Bufflehead Sailing Charters. Capt. Daniel is a engaging and enjoyable host, always ready with an interesting story and a quick witted joke. The day of our sail his young daughter helped crew the shipped and she impressed everyone with her ability and intelligence....More

Thank robdorans
Reviewed June 4, 2017 via mobile

Two of us called at the last minute for a sailing tour. Captain Daniel provided a private two hour tour that was truly beautiful. We learned a lot as well!

Thank skb2426
Reviewed October 19, 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
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Questions & Answers
Kevin M
September 5, 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