Island day trip · Florida Keys

Key West sits at the end of the Overseas Highway, closer to Cuba than to Miami.
The drive down is part of the day rather than dead time. The Overseas Highway runs 113 miles across 42 bridges, including the Seven Mile Bridge, with open water on both sides for much of it. Coaches leave Miami early because the run takes about four hours each way.
Old Town and Duval Street are where most of the free time goes: conch houses, the Hemingway Home, the Southernmost Point marker and the bars along Duval. It is compact enough to walk end to end.
Mallory Square holds the sunset celebration, with street performers gathering on the waterfront in the last hour of daylight. Whether you see it depends on the season and your return time, so confirm the schedule when booking.
What the fare covers is transport and the guide rather than admissions. The Hemingway Home, the Truman Little White House, the aquarium and the trolley are all paid separately, so carry cash or a card for whichever you choose.
Opinions divide sharply, and almost entirely along one line: whether the visitor understood how much of the day would be spent travelling.
Drawn from the recurring themes in public visitor reviews of the activity and the tours that reach it. We do not reproduce individual reviews or aggregate scores; for current ratings, check Viator or another booking platform directly.
By car, allow three and a half to four hours each way from Miami without traffic, and park in one of the Old Town garages rather than searching the streets. Coach day trips include hotel pick-up from Miami Beach, downtown and the airport area, with restrooms and Wi-Fi on board, a breakfast stop on the way, and a return to Miami in the evening.
From the Gulf coast, fast ferries from Fort Myers and Marco Island reach Key West in around three and a half hours and give a similar amount of time ashore.
Key West was for a time the wealthiest city per capita in the United States, built on wrecking, sponging and cigar making. The Overseas Railroad reached it in 1912 and was destroyed by the 1935 Labor Day hurricane; the highway that replaced it reused many of the original bridge piers, still visible alongside the modern road.
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