We had an amazing day sailing the area. We went by 2 light houses. Captain Daniel and his son were wonderful hosts and tour guides of area! read more

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We have sailed with Dan several times over the years and always have a great time. We have been lucky enough to have both his daughter and son join us as well and they are a pleasure! If you want a easy, fun sail with great conversation, this is the charter for you. Both kids are seriously smart too! Be prepared for an in-depth conversation with plenty of solid points and questions, if you wish :-) While I could go on, I'll summarize - just book it. Our last sail was up in the air due to weather until the last minute and Dan was totally cool about playing it by ear. Weather broke and we ended up with a perfect late day sail. It is never crowded once on the water, but that day it was just us out. Magical! Thank you Dan and kids and we will see you next summer. PS Hope that VW restoration is going well! read more

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We did this as a family for vacation and it was so much fun! Captain Dan was so nice and was great at giving us a tour of the area and it's history. We had a lot of fun talking with him and would definitely go again. Even when fog started to set in he was still so fun and continued to point things out even as we docked a left. Super fun definitely will go again! read more

Captain Daniel and the Bufflehead are absolute gems of Midcoast Maine. On this, our second voyage with Captain Daniel, our group of four opted to take one of the longer journeys that included a stop on Monroe Island where Daniel prepared us a fabulous lobster lunch on the beach while we wandered about the island. Daniel's insights and historical knowledge of the area made for a fascinating learning experience and he was very happy to answer every and all questions that our group had. We are very much looking forward to another voyage on our next trip to the Rockland area. It can't come soon enough. read more

Had a wonderful time sailing with Captain Dan on the boat with a group of five. Got to sit and trade stories, and even sit at the very front of the boat and watch the waves up close. We brought snacks and drinks for our 3hr ride, and had a great time. It can get slightly cold with all the wind, so I'd suggest bring a windbreaker! Overall very fun and relaxing experience. read more

Bufflehead Sailing Charters - Saw a lighthouse from afar! Cape Dan told us it was slightly haunted... - Boat Charters Near Me - Rockland, Maine

I took my family of six out for a sail on a morning in August. It is a beautiful boat. The bay and surrounding waters are just gorgeous. Daniel is a very knowledgeable sailor and captain. It was fun to watch him sail the boat all my himself. He seemed to know every person working in the area and every ship. Daniel is extremely well-versed in sailing and the surrounding area, but also in many other things :-). We loved his quirky personality and especially his love for sailing, old boats, the environment and his hometown of Rockland. This was exactly the beautiful sailing experience that my family and I wished for and I would highly recommend this to any others read more

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I expected much more from this adventure. It was a gift to my husband for our anniversary. We told Dan that we had been in Rockland harbor many times, but he gave us the "it's 4:00, so why care?" cruise. He is a very experienced sailor, no question about that; but I was confused about the price and when he said I owed him $430, my mouth must have dropped a foot. I paid, but I would not recommend this cruise and I regret booking it at all. read more

Stopped by mid week in June to see if Dan could take us on a sailing charter, he was doing some painting but dropped everything to take our family of 5 on a wonder two hour sailing charter. A few days later Dan sailed by our vacation home in Owls Head and after giving him a shout he gave us a wonderful call with his conch shell as he sailed past. If you're looking for a knowledgeable and fun sailing charter in the Rockport area look no further, Dan is your man. read more

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Went out on a sunset cruise with Dan and his young daughter manning the boat, and it was an awesome experience to sat the least! Dan is so entertaining throughout the 3 hour trip, and he is incredibly knowledgeable about the area. There is room for 6 people to comfortably spread out, and he encourages you to bring wine, beer, or whatever you want aboard to make the trip your own. The night we went was perfect and the weather clear, and certainly made our last day in Rockland very special. I can't recommend Dan and his boat highly enough! read more

I've gone each year for four years, each time wonderful and sometimes more than one sail per Maine visit, and I make sure to review it each time because Cap'n Daniel Bennet and the Bufflehead experience is one of those businesses that you want to celebrate, cheer on and share with others. Because the time flies, I recommend booking a longer sail so you can relax past the excited novelty of it and let the peace and beauty of it soak in deep. The splash of the boat going through the water and the changing scenery really slows your rhythm and engages you in the way that you always want a vacation to: you want it to relax you, fill you with new experiences and change you for the better; you want a vacation to add to you in the way that only subtraction can. A good long charter at the beginning of your vacation will set the tone for your whole trip or you can book a charter at the end of your Maine experience to really put a cherry on your visit. Or, do like I do - and sprinkle a few charters into your schedule like indulgent meals to punctuate your adventures. read more

Captain Daniel sailed my 2 kids (11/14) and I for 3 hours and it was awesome! He knows everything about the area (and answered all our many questions), the other boats, the land/history - we learned a lot. My daughter wanted to swim so we stopped and all dove off the boat (Daniel included) into the freezing water and it was so great. The ship is beautiful and it's really fun to watch Capt. Daniel maneuver the sails etc. The trip ended with Daniel singing us a song about horseflies (with his small guitar)...and that's all I can tell you about that :).... read more

Captain Dan, and his amazingly entertaining crew, took us out this evening. We had a great time! He was knowledgeable about all of the sights and took extra steps to ensure we all felt comfortable- all first timers on a sail boat. Would highly recommend Bufflehead! read more

Thank you Daniel for one excellent adventure, we changed the time, the harbor and you rolled with it all. You treated my group of memories for a life time. The sail was so smooth, you made us all so comfortable. I have sailed a few other schooners in Camden and Rockland, all great but you stand out!!! We will be back . Thanks to Trillium Caterers and Rayrwine Rockport for "supplying" the Voyage. read more

Daniel is an amazing Captain. Does a great job with his sloop on the waters even in a deep fog. HE WAs great as a tour guide. You must try him for a wonderful trip on the water anytime. We truly enjoyed his company even tho we could barely see the water let alone land you must take a sail with him read more

I went on a 6 1/2 hour sail on the Bufflehead with my friends and their family and the hospitality we received was incredible! We stopped on an island to picnic (homemade food was amazing) went on a hike, and swam. I would absolutely recommend this trip for anyone of any age-it was a once in a lifetime experience read more

Captain Dan took terrific care of us and we had a great evening Sail. Our 12 and 14 year old novice sailors could not exhaust Dan, his knowledge or his good humor as they tested his learning of everything from geology to wind power on Vinylhaven to history of Rockland to the stars and universe (the grown-ups also asked more than their share of questions...). A trip like this is about your host more than anything else, and I can't imagine anyone not enjoying a day with Dan and Bufflehead. As a bonus: head to Cafe Miranda after your trip and for dessert see if they have any ice cream made by Dan's wife Amanda...WOW! Thanks Dan, Thanks Amanda - we'll look for you next summer. read more

My parents, wife & I took a 3 hour trip on Captain Dan's sailboat. It was a great. relaxing experience. Capt Dan is not only an extremely experienced sailor, he is very knowledgeable about the area and the sites seen, and is just an interesting person to talk to. His boat only holds 6 passengers, which makes his trips so much more intimate and unique. It's truly like having a friend with a great boat (which is even better than owning a boat- so they say). We definitely recommend Bufflehead and Capt Daniel. read more

Daniel took my grandma, mom, and me out for a three hour afternoon sail. None of us had ever gone in sailing in the past and it was amazing to watch Daniel handle the ship in very windy conditions all by himself. Daniel is very knowledgeable about the surrounding areas. The sail was very enjoyable and we would go out again with Daniel in a heartbeat. read more

We had such a FANTASTIC time - despite the drizzle and chill. Captain Dan is a wealth of knowledge about the area and it's evident he loves what he does. His mastery of the boat was fascinating to watch in action. My kids had a blast and have been asking when we can do it again! We were welcomed like family. Any trip to Rockland, ME and surrounding areas would not be complete without a sail with Dan on Bufflehead. Thanks for helping us create wonderful memories Captain Dan, Amanda and family! read more