Itineraries
Wander, wonder and discover: the Keys are meant to be explored your way!
In the Florida Keys, every journey tells a story — whether you’re strolling a shady trail beneath whispering pines, pausing to spot a Key deer in its wild habitat, or setting off on a sun-soaked drive where each mile reveals another hidden gem. Our itineraries are designed to guide you, step by step or stop by stop, through the islands’ most memorable sights and experiences.
You might find yourself ambling across historic bridges, wandering quiet beaches, discovering art in unexpected places, or pulling off the Overseas Highway for a slice of local flavor. However you choose to explore — on foot, by car, or a mix of both — these curated journeys let you experience the Keys at your own pace, with plenty of stories, scenery, and surprises along the way.
Florida Keys Sculpture Trail
This 81-mile trail scatters stunning sculptures throughout the Keys. Positioned beside or just off the road, these outdoor art installations add an extra spark to your overseas road trip.
Great Walks
Explore urban strolls and natural treks through the most iconic places in the Keys. These ten walks will have you stretching your legs and dropping your jaw as you explore our island paradise.