Bufflehead Sailing Charters

Bufflehead Sailing Charters

Bufflehead Sailing Charters
5
8:00 AM - 11:30 PM
Monday
8:00 AM - 11:30 PM
Tuesday
8:00 AM - 11:30 PM
Wednesday
8:00 AM - 11:30 PM
Thursday
8:00 AM - 11:30 PM
Friday
8:00 AM - 11:30 PM
Saturday
8:00 AM - 11:30 PM
Sunday
8:00 AM - 11:30 PM
About
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. I and my kids offer custom excursions and mini-adventures, to see the local sights, visit islands and share the beauty and history of our unique area, to make memories for you and your family or group. Bufflehead is unique in being a small group experience, customized just for you, to get the most of your time here. Our motto is "Do what you want." We have been specializing in helping people do so for more than a decade. You are welcome to bring what you like aboard, or arrange with us to have catering for you, from sandwiches to charcuterie, island picnics to full Lobsterbake experience. Come, let share our magnificent part of the world as you experience the magic of sailing.
Rockland, Maine

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Travelers talk about
(60 reviews)

Most Recent: Reviews ordered by most recent publish date in descending order.

Detailed Reviews: Reviews ordered by recency and descriptiveness of user-identified themes such as wait time, length of visit, general tips, and location information.

Popular mentions

5.0
5.0 of 5 bubbles175 reviews
Excellent
173
Very good
1
Average
0
Poor
0
Terrible
1

bmh12_traveler
Syracuse, NY6 contributions
5.0 of 5 bubbles
Jul 2021 • Family
Our family of 5 had an absolutely wonderful time with Captain Dan aboard the Bufflehead. Unfortunately it was not the best sailing day but our 4 hours were very exciting. We saw plenty of seals, porpoises, working lobster boats and even 5 or 6 schooners heading out for multi day tours. Capt Dan’s knowledge of each of the boats was incredible…plus he knows the captains well! This allowed us pull right up next to a few of boats and have some fun with them.

The wind did pick up for us a bit and Capt Dan masterfully kept the Bufflehead moving. His mini guitar came out and his songs helped everyone relax and just enjoy the moment.

I highly recommend anyone visiting trying the southern Maine coast to try and fit this into your schedule.
Written July 14, 2021
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.

Steve's Beets
2 contributions
5.0 of 5 bubbles
Aug 2020
One of the most genuine humans I have had the pleasure of spending a day with.
We booked a trip for the day for my girlfriends birthday and had an incredible time. My girlfriend and her sister grew up in Maine and Captain Dan was able to give all of us an incredible new experience that will be remembered and cherished.
Captain Dan is not only knowledgeable about his boat, the Bufflehead , but his knowledge about the surrounding areas and waterways was able to produce an answer to every one of our random questions.
If you are thinking of chartering a boat in the Rockland area, you will not be disappointed!

~Matthew, Kate, & Emma
Written April 19, 2021
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.

Freedom274148
12 contributions
5.0 of 5 bubbles
Oct 2023 • Friends
Wow! We cannot say enough about Captain David and his amazing charter! We booked a last minute sunset cruise with him and were SOOO glad that we did. Captain David is highly informative about the area, the history, the boats, the cuisine, cooking and anything else you can think of! He is an excellent captain and we even got to steer the boat! Pretty amazing. He effortlessly manned the boat while at the same time imparting educational and amusing stories. He has a wealth of knowledge and experiences that are captivating and fun. You cannot go wrong and shouldn't leave without experiencing this first hand!! To top it off he helped us pick up some fresh lobster. We will definitely be back to Maine and will look up Captain David! Thanks for a truly amazing trip!
Written October 24, 2023
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.

dhmackey
Palm Harbor, Florida21 contributions
5.0 of 5 bubbles
Sep 2022
We had a WONDERFUL 2 hour sail with Captain Daniel to Owl's Head Light on September 1, 2022. He is very experienced, extremely knowledgeable, personable, and knows the area and history well. The Bufflehead is a very capable boat, in Captain Daniel's expert hands, responding well and holding steady even in rather high winds. An exhilarating and delightful day!
Written September 6, 2022
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.

Meghan B
1 contribution
5.0 of 5 bubbles
Aug 2021
My three children each said that our trip on the Bufflehead with Captain Dan and his son was the best part of our vacation in Maine. My husband and I are already talking about planning another, longer charter on the Bufflehead. We had a three hour excursion that was fun and relaxing despite some heavy fog. Captain Dan was fantastic! He dealt with the fog and the intermittent wind masterfully. He and his son are friendly and made all of us feel right at home.
Written August 14, 2021
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.

Platingtd
Tigerville, SC4 contributions
5.0 of 5 bubbles
Jun 2021 • Couples
Spent a great three hours with Captain Daniel on the Bufflehead. Our first day got rained out but fortunately we were able to reschedule and what a difference a day makes. Beautiful clear skies and a northerly breeze made for fantastic conditions. We exited Rockland harbor under sail and headed out past the Owl’s Head lighthouse. We circumnavigated Monroe island before pointing into the wind to make our way back to port. We thoroughly enjoyed hearing the history and comings and going’s of the harbor while taking in the sites. We spied our first Maine bald eagle and even got to witness the elusive Maine sea panda. Yes it is real. We’ll be doing the lobster bake for sure next time we are in town.
Written June 16, 2021
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.

abell44
abell448 contributions
5.0 of 5 bubbles
Aug 2021
My family and I took a 2 hour trip out to the lighthouse and it was fantastic! Dan is a seasoned sailor and we we all felt very safe (we had 2 little ones with us) during the entire journey. His kids help him out on the boat which was both adorable and also fun for our kids. Dan is very laid back and really tries to make sure that you have a good experience. I highly recommend booking with him and looking forward to taking another sail this summer.
Written May 9, 2022
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.

Susie A
2 contributions
5.0 of 5 bubbles
Oct 2020 • Couples
What an amazing afternoon, sailing with Sam and ‘crew’, weather was stunning, fall light and perfect temperatures.
The lore of Penobscot Bay, along with knowledge of the area and sailing world added to the experience. Very highly recommend!
Written October 14, 2020
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.

Deborah S
2 contributions
5.0 of 5 bubbles
Oct 2021 • Friends
Had a fantastic sail with Captain Daniel! We called him last minute to see if he could accommodate us and he was extremely gracious and flexible. Within an hour we were sailing! Had a gorgeous day and Captain Daniel was extremely knowledgeable. Would highly recommend a sail on the Bufflehead!
Written October 5, 2021
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.

Tina H
2 contributions
5.0 of 5 bubbles
Aug 2022 • Friends
BREATHTAKING. Capt. Dan quickly saw my 28 year old son was adventurous and was mesmerized by sailing so he tailored our trip for the best memories! This was my second trip with Capt. Dan and I’m scheduling more for the fall.
Written August 14, 2022
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.

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