Key West is a cool city that wouldn’t look out of place in the Caribbean, with cobbled streets and quirky Conch houses sporting rainbow shutters. Surrounded on all sides by coral-filled waters, you can snorkel here and spot the friendly sea turtles that inhabit the area. After hours, the serene streets burst into life, with rum-filled fun the order of the day. Tour the lively bars of Duval Street, carrying a glass of Key West Cooler – the local cocktail – with you as you go. For dinner, don’t miss the fried chicken at Sarabeth’s, but do save room for dessert: a slice of irresistible key lime pie.
Back on the highway, my last stop is Islamorada, a handy halfway point between Key West and Miami airport. Restaurant Marker 88 has been an institution here since 1967, and sits in a palm-tree-decorated, bare-foot beach haven surrounded by sun-faded fishing boats. On my last night I drank cocktails and watched the sun go down from a hammock by the sea. It was a different kind of magic to the spectacle that started my trip, but definitely something dreams are made of.