Bloody Point Bar Light

Kent Fort was a fort and settlement located near 38.84°N 76.37°W / 38.84; -76.37 on southern Kent Island in colonial Virginia and later Maryland, and was the first English settlement within the boundaries of present-day Maryland and the fourth oldest permanent English settlement in the United States, after Jamestown, Virginia (1607), Hampton, Virginia (1609–10), and Plymouth, Massachusetts (1620). The fort was established by William Claiborne in 1631, and was a central part of early Kent Island. Claiborne made Kent Fort into a trading post with the Matapeake people, the Indigenous tribe of the island. Beads imported from Italy were given to the Matapeake people in exchange for furs. By the end of the century, however, activity had shifted northward to the port town of Broad Creek. Today, the land on which the fort once stood has been eroded into the Eastern Bay, and the only known traces of the settlement are well bases in the bay. A stone marker marks where the settlement was located, and Kent Fort Manor is also located at the site of the Kent Fort settlement.The colony was located on Eastern Bay between two present-day piers and down Kent Fort Road. Three wooden wells were located approximately 75 feet off shore and other artifacts were found in the vicinity. Notable were blue Indian trade beads which dated to 1631 from other sites. Also found were melted beads which were probably in a fire recorded in the store house which burned on October 17, 1631.

Romancoke is a census-designated place on Queen Anne's in Maryland, United States, located at the southern terminus of Maryland Route 8. Romancoke was changed from an unincorporated community to a census-designated place for the 2020 Census listing a population of 1,855. The name "Romancoke" comes from the Algonquian word for "circling of the water." William Claiborne, who founded Kent Island, also had a plantation in Virginia named Romancoke.Romancoke was once linked with Claiborne via the Romancoke-Claiborne ferry; however, the ferry service terminated on December 31, 1952. This was five months after the Chesapeake Bay Bridge was opened. Today, Romancoke is almost purely residential and is part of Stevensville's postal area.

The Thomas Point Shoal Light, also known as Thomas Point Shoal Light Station, is a historic lighthouse in the Chesapeake Bay on the east coast of the United States, and the most recognized lighthouse in Maryland. It is the only screw-pile lighthouse in the bay which stands at its original site. The current structure is a 1½ story hexagonal wooden cottage, equipped with a foghorn as well as the light.

Mattapax is a historic home located at Stevensville, Queen Anne's County, Maryland, United States. It is a 1+1⁄2-story brick house, three bays wide, and one room deep, with flush brick chimneys at either end of a pitched gable roof built about 1760. In 1949 a restoration resulted in the construction of a brick wing to replace an earlier frame wing. Also on the property are a frame cottage, a large horse barn, and a frame wagon shed.It was listed on the National Register of Historic Places in 1998.

(ICAO: K3W3, FAA LID: 3W3) is an airport located five miles south of Stevensville, Maryland, United States, on the Chesapeake Bay.

Legg's Dependence, also known as Long Creek Farm and William E. Porter Farm, is a historic home located at Stevensville, Queen Anne's County, Maryland. It is a 2+1⁄2-story center-hall plan brick house. It was built in several stages beginning around 1760–80, as a single-story hall/parlor plan dwelling. It was enlarged to its present form during the second quarter of the 19th century.The estate at one point was home to an enslaved husband and wife, Sling and Sarah Louis, who were sold through a trader in Richmond, Virginia to the owner of a plantation near Ashbie's Gap in Virginia. One or both of Sling and Sarah's parents later escaped with the help of Harriet Tubman and found their way to Philadelphia.It was listed on the National Register of Historic Places in 2003.

The Sandy is a Chesapeake Bay log canoe. She is a 28'-11⁄4" long sailing log canoe with two masts and a racing rig. Log-built, with carvel-fitted rising planks, the boat has a beam of 6'-81⁄4". She is one of the last 22 surviving traditional Chesapeake Bay racing log canoes, carrying on a tradition of racing on the Eastern Shore of Maryland that has existed since the 1840s. She is located at Sherwood, Talbot County, Maryland.She was listed on the National Register of Historic Places in 1985.

Sherwood is an unincorporated community in Talbot County, Maryland, United States. Sherwood is located along Maryland Route 33 on the eastern shore of the Chesapeake Bay, south of Claiborne and north of Tilghman Island. USPS has assigned Sherwood the ZIP Code 21665. The Sandy, a log canoe ported in Sherwood, was listed on the National Register of Historic Places in 1985.

Wittman is an unincorporated community in Talbot County, Maryland, United States. Wittman is located at the intersection of Pot Pie Road, New Road, and Cummings Road south of Claiborne. Wittman has a post office, with the ZIP code 21676. The Flying Cloud was listed on the National Register of Historic Places in 1985.

Arundel-on-the-Bay (also referred to as "AOTB") is a former post village and resort area in Anne Arundel County, Maryland, United States, located approximately 2 miles (3.2 km) southeast of Annapolis. Arundel-on-the-Bay is located on a peninsula known as the Annapolis Neck and is a peninsula in and of itself, bordered on the east and south by the Chesapeake Bay, and by Fishing Creek on the west. Located near Highland Beach, Arundel-on-the-Bay was formerly an enclave of vacation residences and undeveloped property which attracted affluent African Americans when Jim Crow laws were in effect, when entrance to other resort areas was barred to non-whites. The community now holds approximately 345 homes. Arundel-on-the-Bay is a special tax district; each year a portion of property taxes are reserved by Anne Arundel County for improvements and maintenance of the shoreline. The community owns a private beach and pier, boat ramp, and boat launch for community use. The Thomas Point Lighthouse is visible and a short boat ride from the Arundel-on-the-Bay community beach. Notable residents include Aris T. Allen, Jr., son of Dr. Aris T. Allen, the first African American chair of the Maryland Republican Party and Kurt Schmoke, former and first African American mayor of Baltimore.

Claiborne is an unincorporated community in Talbot County, Maryland, United States. The village is located on the eastern shore of the Chesapeake Bay near the mouth of the Eastern Bay at 38°50′15″N 76°16′40″W, and uses ZIP code 21624. The 2000 U.S. Census listed the population as 147 and the number of homes as 84, slightly down from its 1941 population of 156. Between 1890 and 1930, the village was a busy port for passenger and then automobile ferry service across the Chesapeake Bay, with numerous stores and motels/resorts, including Maple Hall and the Bellfonte Hotel. A post office was added in 1893 and the Protestant Episcopal Church of Claiborne was built in 1898. In 1912, an elementary school and Methodist Church were added. Before 1912, students attended school in nearby McDaniel. The town's first school consisted of the kitchen of the local railroad pavilion, used as a classroom. In 1913, the town became home to the Claiborne Fresh Air Association, Inc., (“Miracle House”) which was formed for the purpose of providing 10 weeks of fresh air and summer vacation for children who had been exposed to tuberculosis. The role of Claiborne as a terminal for cross-Bay ferries was diminished in 1930 when the primary route shifted to Matapeake in Kent Island. It ended altogether in 1938 when the direct connection from Annapolis to Claiborne was terminated and only an auxiliary shuttle between Claiborne and Romancoke on Kent Island remained. This shuttle service ended in 1952, a few months after the opening of the Chesapeake Bay Bridge; thus ending all ferry service to Claiborne after more than six decades.

McDaniel is an unincorporated community in Talbot County, Maryland, United States. McDaniel is located along Maryland Route 33, south of Claiborne and a short distance east of the Chesapeake Bay.