Cobb Island is separated from the mainland by Neale Sound and connected to it by a 0.11-mile-long (180 m)[4] fixed bridge carrying Maryland Route 254.

[5] The community has a small post office, a volunteer fire department and rescue squad,[6] a Baptist church, a large community green space (Fisherman's Field) and a small playground for children.

Commercially, there are two seafood restaurants with marinas, a marina with a pizzeria restaurant chain, a small bar and grill, a seasonal coffee shop, art gallery and bakery, and a small market.

The Island was owned in 1642 by James Neal, a privateer (a legal pirate working for the British Empire) who captured Spanish ships bearing treasure to Spain from Central America.

[7] On December 23, 1900, Reginald Aubrey Fessenden sent and received the first intelligible speech by electromagnetic waves on a pair of masts 50 feet (15 m) high and 1 mile (1.6 km) apart on Cobb Island.