George S. Tiffany Cottage

Dark Harbor is a village located on the most southern end of the town of Islesboro in Waldo County, Maine. Altogether, Dark Harbor consumes one-quarter of the land in Islesboro. Many prominent families from New York, Philadelphia, and Boston took summer residency in Dark Harbor.

Christ Church is a historic non-denominational church on Christ Church Road in the Dark Harbor district of Islesboro, Maine, U.S.A. Since its construction in 1901-02, it has been used for Episcopal services. The building, a well-kept example of Maine's coastal summer churches of the turn of the 20th century, was listed on the National Register of Historic Places in 1992.

The Philler Cottage, previously the Dark Harbor House Inn, is a historic house at Pendleton Point and Jetty Roads in Islesboro, Maine. Built in 1894 for a wealthy Philadelphia banker, it is a high-quality regional example of a Georgian Revival summer house. It was listed on the National Register of Historic Places in 1985.

Islesboro Central School (ICS) is a public K-12 school located on Islesboro, Maine, United States. It is the only school on the island, and the sole school of the Islesboro School District a.k.a. Islesboro Public Schools.

Warren Island State Park is state-owned island and public recreation area on Penobscot Bay in the town of Islesboro, Waldo County, Maine, United States. The 70-acre (28 ha) state park sits about ½-mile from Islesboro Island and 3 miles (4.8 km) offshore from the mainland at Lincolnville. The island was acquired by the state of Maine for one dollar in 1959. Hiking trails, campsites, and open-faced shelters are found on the island; a pier allows access by private boat.

Grindel Point Light is a lighthouse in Islesboro, Maine, marking the west entrance to Gilkey Harbor at the westernmost point of the eponymous island. The light station was established in 1850, and the present tower and keeper's house were built in 1874. The station was deactivated in 1934 and reactivated in 1987. It was listed on the National Register of Historic Places in 1987. The keeper's house now houses the Grindel Point Sailor's Museum and the lighthouse tower is open for tours in the summer.

Islesboro Airport (FAA LID: 57B) is a town owned public use airport located one nautical mile (1.85 km) west of the central business district of Islesboro, a town in Waldo County, Maine, United States. This airport is included in the FAA's National Plan of Integrated Airport Systems for 2009–2013, which categorized it as a general aviation facility.

The Alice T. Pendleton Memorial Library is the public library of Islesboro, Maine. It is located at 309 Main Road, in an architecturally distinguished Colonial Revival building built in 1917, which is listed on the National Register of Historic Places. Previously known simply as the Islesboro Free Library, it was named in honor of Alice Pendleton, the town's first librarian and a major force in the library's establishment.

Islesboro is a town in Waldo County, Maine, United States, comprising Islesboro Island and several smaller islands. The population was 583 at the 2020 census. It has a summer colony accessible by state ferry service from Lincolnville Beach three miles to the west, by private boat, or by air taxi service. Home to Warren Island State Park, Islesboro includes the village of Dark Harbor.

Hewes Point is a peninsula in Islesboro, Maine. It is located on Penobscot Bay. It was named for Paola Hewes, a pioneer settler.

WBYA (105.5 FM; "The Wolf") is a radio station licensed to Islesboro, Maine, United States. The station serves the Mid Coast area with a country music format. The station is owned by Binnie Media, and broadcasts from a transmitter on U.S. 1 south of Northport. The station's competitor is WMCM in Rockland.

The Ducktrap River is a river in Waldo County, Maine. From the outflow in Tilden Pond (44°21′41″N 69°06′16″W) in Belmont, the river runs 10.0 miles (16.1 km) southeast, through Camden Hills State Park, to West Penobscot Bay in Lincolnville.