Search Boating Directory: Bring your own, No minimum

Bufflehead Sailing Charters offers a unique opportunity to experience Maine. Get on the water aboard this classic vessel, see Rockland's working waterfront, lighthouses, panoramic vistas, seals and seabirds. Sail with an accomplished Captain who knows the waters and has sailed across oceans under sail, large and small. With an eye for sharing the joys of the experience, as well as history, geology, biology, and art, all while prioritizing safety and comfort, this is an experience without match.

Enjoy the beauty of the Maine coast from the deck of Morning In Maine. Relax and watch the seabirds and harbor seals as the ketch glides through the waters of Penobscot Bay ... Or lend a hand in sailing the boat. On most trips we see Rockland Breakwater Lighthouse and Owls Head Lighthouse as well as Maine's historic schooners. Monday morning is generally the best time to watch the schooners as they sail out of the harbor for their week long cruises.

Board the elegant schooner Lazy Jack II and be transported back in time to the early 1930s. Built by Captain Sean O'Connor in 2004, her lines originate from L.F. Herreshoff's Mobjack 1935 design. Create new memories as you enjoy a romantic 2-hour sail on our 58-foot ship. We feature a cushioned cockpit and wide cabin tops for comfortable seating, the perfect place for taking in the wonders of Penobscot Bay. Hear stories from our engaging captain, who has navigated the local seas for 27 seasons.

Your whale watching trips begins with a scenic tour of Boothbay Harbor. Our Naturalist will point out various islands, homes, wildlife and historic lighthouses as we begin our journey in search of the whales. Once we reach the whale's feeding ground we encourage all our passengers to help in our search looking for any spouts, backs, bodies, tails or splashes. When we have the first whale in sight our experienced captains maneuvers the boat close for all to see!