Hoopers Island was issued one of the earliest land grants in Dorchester County, Maryland.

Hooper was friends with the Calverts, an important family many consider to be founders of the state of Maryland.

[9] Many descendants of the original Henry Hooper followed in his footsteps and served on the Dorchester County legislature as well.

While in the 21st century, many places find it difficult to remain isolated, Hoopers Island maintains a sense of pride on their independence and self-sufficiency.

[11] In addition, storm and flood damage along with rising waters had and continue to have an effect on the environment and geography of the islands.

Swan Island, originally owned by the indentured servant, Thomas Hooten, has almost disappeared but some of the buildings still stand.

[12] Little and great blue herons, American oystercatchers, double-crested cormorants, willets, herring gulls, Forster's common, royal, and least terns, black ducks, gadwalls, egrets, osprey, and the boat-tailed grackle can all be found in and around Hoopers Island.

As a reflection of life on the islands, oyster boats, tonging craft and crab houses are visible across the landscape.

Other events such as the Arts and Crafts Auction and Bazaar and the Ronald McGlaughlin Artisans Fair are community affairs that draw residents and visitors alike.

Because of the large amount of crabs in the Bay, the price had been so reduced that the fishermen weren't making any money off their catches.

Because this strike was not employed by a union, a Baltimore Sun editorial portrayed the crabbers as lazy, uncivilized and uncooperative.

Hoopers Island was mainly known for tobacco crops but during the American Revolution, vegetables and grains were also grown.

As of April 2008, the governors of Maryland and Virginia considered cutting the number of harvested female crabs by one-third.

According to an article in The Baltimore Sun, the crabbers of Maryland are not happy with this direction as it might force some watermen out of the business.

Mature female hard crab bushel limits were assigned based on license type.

The regulation further provided the DNR with the authority to establish and modify a season or catch limit by public notice based on continuous monitoring of stock conditions and harvest rates.