Old Town Trolley Tours Key West

Old Town Trolley is Key West’s easiest orientation: a fully narrated hop-on, hop-off tour looping the island with more than a dozen stops and over 90 points of interest along the way. Before you’ve walked a block, you’ll know where everything is — and you’ll have the stories to go with the streets, told live as you roll through them.

The smart way to ride: take the full loop first to get your bearings, then use the all-day pass as your personal shuttle. Jump off where it counts — Old Town’s historic streets, the Southernmost Point, the beaches and attractions — spend as long as you like, and hop back on the next trolley when you’re ready to move. No parking hunts, no wrong turns down one-way lanes, no map-folding in the heat. For first-time visitors especially, it’s the smartest first day in Key West — and for returning visitors, it’s still the easiest way to cover the island.