216 miles of Rocky maine coast
Simply stated, Bailey Island is a mecca for visitors who yearn to be by the ocean. Located within the town of Harpswell, it is part of 216 miles of coastline that make up Harpswell Neck. Bailey Island is one of three large islands, including Sebascodegan (Great Island), and Orr’s Island, connected by bridges to themselves and the mainland. Some experience the island as part of a scenic cruise to Eagle Island or Mackerel Cove. Others may come by car, taking the 15-mile drive south from Brunswick, or the 50-mile drive from Portland.
by land or sea
One of the truly special things about Bailey Island it’s accessibility by land or sea. The wonders of Bailey’s Island begin at the Cribstone Bridge—said to be the only cribstone bridge in the world. This marvel connects Orr’s and Bailey’s Island with stunning granite stone slabs, announcing outright that this Maine community is unlike any other. Visitors will notice working vessels far outnumber yachts here: the region is home to some of the few remaining working harbors on the Maine coast in this region.
things to see + do
Besides taking in its natural beauty, a common objective of those to Bailey Island is to dine shoreside, where lobster dinners and seafood chowders are customary fare. Opportunities to partake include superbly situated restaurants from world-famous to locally-celebrated. The island is also an ideal departure point for chartered sailing trips, and visitors will be struck by the profusion of art galleries and personal studios tucked within its many coves that call out to the passersby.
Lay of the land
Unwind with tranquil harbors and ocean breezes at this small, island community with vacation, cabin, and home rentals.
Great Diamond Island features picnic areas and hiking trails that allow for taking in the beauty of the island.