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.
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.
Fun for the Whole Family
Discover family-friendly fun from Key Largo to Key West, with something for little kids, big kids, tweens and teens. These unforgettable stops offer wildlife encounters, hands-on attractions, outdoor adventures and plenty of ways to make memories together throughout The Florida Keys.
Meet Me at the Sandbar
There’s no better way to spend a Sunday than floating in the crystal-clear shallows of a Florida Keys sandbar. Anchor up, soak in the sunshine, enjoy the turquoise water, and experience one of the Keys’ favorite island traditions.
Hidden Gems for Families
Venture beyond the well-known attractions and uncover the quieter side of The Florida Keys. From secluded beaches and scenic overlooks to charming local favorites and off-the-beaten-path experiences, these hidden gems reveal a side of the islands that many visitors never discover.
Best Reefs to Dive
Explore the vibrant underwater world of The Florida Keys, home to North America's only living coral barrier reef. From colorful coral gardens and dramatic reef walls to iconic dive sites teeming with tropical fish, sea turtles, rays and more, discover the best reefs to experience beneath the surface.
Instagram-Worthy Stops
From colorful landmarks and scenic overlooks to iconic roadside attractions and unforgettable waterfront views, The Florida Keys are filled with picture-perfect moments. Discover the most photogenic spots from Key Largo to Key West and capture memories that are sure to stand out on your feed.
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.
