Maine Coast Sailing Tours
We will start our season on May 28th this year.
We are looking forward to summer, and to taking you sailing here in Maine. We offer unique small custom sailing trips. Our reviews set us apart, come see why. Finest sailing trips of Maine's rich sailing vacation community.
Openings/bookings shown on our Calendar Page.
Totally flexible, custom sailing tours along the Maine coast on a classic wooden sailboat. I run my own boat to create custom experiences for my guests, 1-6 people at a time, doing what YOU want.
Bufflehead Sailing Charters offers excursions as short as an hour to as long as all day. Sunset sails, island lobsterbakes and night sails are also options. Special occassions are a speciality and also making the ordinary special.
Safe and easy to sail, this swift comfortable boat offers personal service for private trips or open bookings for one to six passengers.
Read the great reviews, because it'll get you excited for a sail with us. We have only ever received 5 star reviews, in four years with more than a thousand people stepping aboard in that time.
“Bufflehead really represents the spirit of sailing in the midcoast. There's a joy in what Daniel does, which is refreshing to see in a high-pressure industry." - Dan Bookham, executive director of Penobscot Bay Regional Chamber of Commerce,
2015 First Timer Count: 158.
2260 nautical miles sailed last summer.
Sailing adventures for your Maine vacation. There are windjammer cruises, which offer complete sailing vacations, and a few options for boat charter or yacht rentals. Yet if you're looking for a sailing trip, we offer the finest, small trip, intimate vacation adventure opportunity. Whether you want sightseeing of boats, sealife, lighthouses or islands, whether you are looking to relax, or to be excited, to just have family time, or meet some neat folks, if you're looking for a special time, or making a special occassion, we can make it happen. Close to the water, close to the shore, ready to feel the romance of the sea on a sailing cruise. Bufflehead sails the best.
"Do What You Want"
Check out our reviews on TripAdvisor, our Facebook page, and the article about us in the Bangor Daily News; and find time in your calendar and mine so we can go sailing!
We sail daily, May to late October, from Rockland's Windjammer Wharf, in Midcoast Maine. We play amidst the islands on the protected waters of Penobscot Bay to see lighthouses, the Camden Hills, lobsterboats, seals, schooners, seabirds, fishing boats and more...
Family business! I'm the Captain, owner & operator, my daughter is my crew, my wife helps with the shoreside logistics, and our early crew training.
See the Historic Schooner fleet up close.
We share these waters with the Windjammers, the local fleet of schooners, former cargo boats of New England now engaged in the passenger trade. We sometimes get quite near for magnificent sights of these grand vessels.
I also can take photos for you, with your camera or device, with lighthouses behind you, or islands, or schooners, or while you are steering or on the beach...I open wine, I row you ashore...we strive for exquisite experience. One of a kind, once in a lifetime, your way. Do what you want.
See the sights while sailing aboard one of them.
Bufflehead Sailing Charters offers a unique opportunity to experience Maine. Get on the water aboard a classic wooden sailboat. On a short sail, see schooners and fishing boats, workboats and yachts along Rockland's active working waterfront and nearby shore, with lighthouses, panoramic bay vistas, mansions and deserted islands with seals and seabirds.
Sail with an accomplished friendly Captain who knows the waters and has sailed across oceans under sail, large and small. With a keen eye for sharing the joys of the experience, as well as history, geology, biology, art and other facets, all while prioritizing safety and comfort, we can promise an experience without match. Step into your own adventure, with Bufflehead Sailing Charters.
A day on the water is like a week's vacation.
Even a couple hours can be deeply relaxing. To move through the world, with the quiet steadiness of the wind is wonderful. Longer sails can reach islands or other towns to see, visit, hike, picnic or enjoy a lobsterbake.
Don't just tour with a host, sail with a sailor.
Sail with an accomplished friendly Captain who knows the waters and has sailed across oceans under sail, large and small. With a keen eye for sharing the joys of the experience, as well as history, wildlife, geology, biology, art and other facets, all while prioritizing safety and comfort, we can promise an experience without match. Step into your own adventure,
with Bufflehead Sailing Charters.
with Bufflehead Sailing Charters.
I, Captain Daniel Bennett, made, maintain and administer this website, and claim all contents as Copyright 2015.