"A Morning in Maine" is a 55 foot coastal ketch and is one of the newest members of the windjammer fleet. She was built to be a traditional sailing vessel with modern conveniences and electronics. A Morning in Maine offers daily two-hour scenic and coastal sightseeing trips of Penobscot Bay out of Rockland Harbor from the Middle Pier at Rockland Harbor Park. The two-hour day sail typically shows lighthouses, magnificent coastal estates, surrounding islands, porpoises, seabirds, seals and wildlife. Captain Bob Pratt, a marine biologist and retired teacher, is eager to share his knowledge of the natural, historical, and cultural characteristics of the unique environment of Penobscot Bay.

The Appledore II is a traditional 86-foot wooden windjammer and is the largest schooner in the windjammer fleet that offers regularly scheduled daily sailing trips. The Appledore II sails four times a day, seven days a week from Camden Harbor on two-hour scenic and coastal sightseeing trips of Penobscot Bay. The two-hour day sail adventures typically show lighthouses, magnificent coastal estates, surrounding islands, porpoises, eagles, seals and wildlife. Watch lobstermen haul their traps. Enjoy the majestic vistas of the coastal mountains and glorious sunsets aboard a traditional sailing ship.

Bufflehead Sailing Charters offers a unique opportunity to experience Maine. Get on the water aboard this classic vessel, see Rockland's active working waterfront, nearby lighthouses, panoramic bay vistas, seals and seabirds. Sail with an accomplished 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.

Come sail with the premier classic wooden yacht Cimarron as she explores the waters of Camden, Rockport and Penobscot Bay. Take the day to discover hidden coves and friendly villages throughout Maine’s rugged coastline, where you are likely to see seals and porpoises along the way. Or ask about our specialty day sails to the beautiful island of North 'Haven. Captain Rick has owned The Cimarron for 32 years and has been sailing Maine’s waters for over 40. He is happy to share his knowledge of sailing with you, as well as his intimate historical knowledge of the area. The Cimarron specializes in smaller, more intimate groups for half and full day sails, and is guaranteed to be the highlight of your visit to Maine.

See Charter Yacht Cimarron Website

The Schooner Yacht "Heron" is a 65 foot schooner that sails three trips daily from Rockport Harbor, Maine. The Heron offers several sightseeing and day sailing excursions including a three-hour island sail with lobster roll lunch, a two and a half hour eco tour of Rockport Harbor and Indian Island Light, and a gourmet sunset sailing cruise of Penobscot Bay. All day saiing trips typically show lighthouses, magnificent coastal estates, surrounding islands, porpoises, seabirds and seals as well as scenic coastal vistas.

See Schooner Yacht Heron Profile

The Schooner Olad is a completely restored 1927 yacht, designed and built by the Crosby Boatyard in Osterville, Massachusetts. She is 57 feet overall and carries 1500 square feet of canvas. The Olad is United States Coast Guard inspected for 21 passengers, plus captain and crew. The Olad sails five times a day, seven days a week from Camden Harbor on two-hour scenic and coastal sightseeing trips of Penobscot Bay. On every two-hour day sail trip you will see a lighthouse, other traditional sailing vessels, visiting yachts, Maine's rocky coastline, oceanfront mansions, marine wildlife, and of course seagulls. In addition to shore birds, interesting sightings typically include seals, bald eagles, guillemots (a cousin to the puffin), and the occasional whale. We often get to observe a lobsterman hauling traps and once in a while we get to see a rich and famous person on his/her megayacht.

The Schooner Surprise is the oldest day sailing windjammer in Camden, Maine. Surprise is a 57 foot schooner originally designed in 1918 as a racing and cruising yacht. Surprise sails four times daily, seven days a week from the Camden Harbor Public Landing on two-hour scenic and coastal sightseeing cruises of Penobscot Bay. Experience Penobscot Bay the way it was meant to be - from the deck of a 92-year-old fisherman schooner which is listed on the National Register of Historic Places. Captain Jack and Barbara Moore are former teachers and appreciate the chance to share the history of Surprise with their passengers, point out the varied wildlife on Penobscot Bay and explain the lobster fishing industry that is so important to the local economy and the region's history. A trip on Surprise is way more than just a sailing trip. Find out why many people feel that sailing aboard the Surprise is the finest two-hour sailing adventure on Penobscot Bay.

Built on the belief that people love and need to explore, Thorfinn Expeditions is an outdoor adventure and education business that specializes in Sailing, Stand Up Paddle Boarding (SUP) and multi-sport experiences.

The adventure sailing program is primarily based on the Maine Coast (Homeport: Rockland, Maine) but operates between Atlantic Canada and the Florida Keys. Utilizing a unique and award-winning Presto 30, Thorfinn offers custom day trips, instruction, overnights, and expeditions for people who want to learn and participate in the trip. Sailing expeditions can combine sailing, coastal exploration, hiking, climbing and more! In addition, Thorfinn works closely with Atlantic Climbing School. Thorfinn is a sales representative for the Presto 30, Wylie Cat, and Tahoe SUP.

Our mission is to provide outstanding outdoor adventures and skill oriented training in extraordinary locations. With a staff comprised of experienced and passionate educators/instructors, our programs are suitable for individuals, groups, families, schools, camps, corporate training, and organizations. From the relaxed to the rugged, Thorfinn has an adventure for anyone who is seeking an active and "hands on" outdoor experience.