
easy
7 hours
Suitable for all fitness levels with light walking and some stairs.
Drive the Overseas Highway to Key West’s Old Town where history and ocean converge. Explore Hemingway’s home, climb the lighthouse, and end with sunset at Mallory Square on this private 7-hour tour.
The sun dips low over the Gulf of Mexico as your private vehicle cruises the winding route down the Florida Keys. The turquoise waters, daring to pull you closer, spread out endlessly, punctuated by the slender line of Overseas Highway that feels like driving through the ocean itself. This is Key West—bold, unyielding, vibrant—where the streets hum with a rich blend of history and island culture.

Cobblestone streets and lighthouse stairs require good footwear for safe, comfortable exploration.
Florida sun can be intense; pack sunscreen and a hat to protect against strong UV rays.
The tropical climate makes drinking water crucial—carry a bottle or use provided bottled water on the tour.
Private tours offer limited spots; book early to secure your preferred date and time.
Key West declared itself the independent Conch Republic in 1982 as a tongue-in-cheek protest against a U.S. Border Patrol checkpoint.
Efforts in Key West focus on protecting fragile coral reefs and local wildlife habitats affected by tourism and climate change.
Supportive shoes help navigate cobblestones and light stairs comfortably.
summer specific
Protect your skin during prolonged time outdoors under Florida’s strong sun.
summer specific
A light layer shields against cooler evening breezes by the water.
winter specific
Stay hydrated throughout the day, refilling with bottled water provided on the tour.