Key West
While the weather is generally warm year round, the best time to visit Key West is during the dry season, from November through April. The Florida Keys are a 120-mile-long chain of islands extending south of Miami to Key West, so take the scenic route driving along the Overseas Highway’s 42 bridges. Domestic and international airlines offer flights to Miami International Airport, but you can also fly directly into Key West International Airport on a number of domestic flights, or take a ferry from Florida’s west coast. Since Key West is only a 2-by-4-mile island, you can skip driving and explore by bike or scooter.