
easy
14 hours (including round trip and Key West visit)
Suitable for travelers of all fitness levels, with mostly sedentary transport and optional light walking or cycling.
Experience the unparalleled drive across the Overseas Highway from Miami to Key West, crossing 42 bridges between two vast bodies of water. With a free bike rental in South Beach included, explore Florida’s vibrant island culture and coastal vistas with ease.
A drive down the Overseas Highway is not just a journey—it's a passage through Florida’s rarest ecosystems, where the Atlantic Ocean and Gulf of Mexico seem to challenge you at every turn. Stretching 110 miles across 42 bridges, this route connects Miami to Key West, offering endless views where turquoise waves dare you to pause and take it all in. As you cruise the legendary Seven Mile Bridge, the ocean stretches endlessly on both sides, delivering that unique feeling of driving literally over water.

Depart Miami in the morning to fully enjoy the scenic drive and time in Key West before sunset.
The open bridges expose you to intense sun—wear sunscreen, sunglasses, and a hat to stay comfortable.
Key West’s compact streets are best navigated on foot or bike with sturdy shoes.
Carry water during your walk or bike ride, especially during warmer months when heat builds quickly.
The Overseas Railroad, built from 1909 to 1912, was once dubbed the "Eighth Wonder of the World" for spanning this chain of islands with steel and stone.
The Florida Keys are a delicate ecosystem; visitors are encouraged to stick to trails and use reef-safe sunscreen to protect coral habitats.
Comfort and support during Key West exploration and bike rides.
summer specific
Protect skin from strong sun during open highway crossing and outdoor time.
summer specific
Stay hydrated throughout the day, especially while biking or walking.
Evenings can turn cooler near the water—layering helps maintain comfort.
spring specific