Dunedin reflects the rich American and Scottish heritage of its founding fathers. This charming village like town has the distinction of being the oldest town south of Cedar Key. Early in its history, thanks to a dock built to accommodate schooners and sloops and the ingenuity of pioneers from as near as Georgia and as far as Scotland, Dunedin became one of Florida's chief seaport and trading centers. At one time Dunedin had the largest fleet of sailing vessels in Florida.
Dunedin is home to several beaches, including Dunedin Causeway, Honeymoon Island, and Caladesi Island State Park, which is consistently rated among the best beaches in the world. Dunedin is one of the few open waterfront communities from Sarasota to Cedar Key where buildings do not completely obscure the view of the Intracoastal Waterway and the Gulf of Mexico beyond; a 1-mile (1.6 km) stretch of Edgewater Drive (also known as Alternate US 19) south of downtown offers views of St. Joseph Sound, Clearwater Beach, and Caladesi Island. Downtown Clearwater and Clearwater Beach are a 6-mile (10 km) drive south on Edgewater.
The downtown business district is notable for its absence of large commercial signage, corporate franchise restaurants or chain retail stores. The Pinellas Trail, a 39-mile-long (63 km) bicycle and pedestrian trail that traverses all of Pinellas County, bisects downtown Dunedin. A large portion of the trail lies on the former roadbed of the Orange Belt Railway, the first railroad in Pinellas County, which arrived in 1888.