THE ADVENTURE COLLECTIVE® · Independent discovery and booking for outdoor travel
Drive the Overseas Highway with a private guide, stop to feed tarpon, stroll the Old Seven Mile Bridge, and spend an evening in Key West. This full-day tour compresses the Keys’ ecology, history, and nightlife into one curated road trip.
Drive the Overseas Highway with a private guide, stop to feed tarpon, stroll the Old Seven Mile Bridge, and spend an evening in Key West. This full-day tour compresses the Keys’ ecology, history, and nightlife into one curated road trip.
Verified experiences and guided adventures in the surrounding area.
Operated by Up The Keys Tours · Key West, Florida
You leave the mainland with the Atlantic at your right and the Gulf at your left, the highway threading across low, blue water as palms lean like curious spectators.
easy.
12–13 hours.
Suitable for most fitness levels; requires sitting for long periods and short walks on uneven surfaces during stops
Pickup can be arranged from Miami or Fort Lauderdale-area hotels and airports; confirm pickup address and time when booking.
The itinerary includes several hours of free time in Key West—typically enough for a sunset visit to Mallory Square, a short museum stop, or a waterfront meal.
Yes—infant seats are available, and the tour is family-friendly, though long travel time may be tiring for very young children.
Yes—there are planned stops for restrooms, snacks, and short walks; drivers can also accommodate additional reasonable stops en route.
The Overseas Highway was built in the 1920s–30s largely on the route of Henry Flagler’s Overseas Railroad, reshaping access to the Keys and creating today’s driveable chain of islands.
Many stops lie near protected habitats like the National Key Deer Refuge; stick to boardwalks, avoid feeding native wildlife, and use reef-safe sunscreen to reduce impacts.
Up The Keys Tours operates guided outdoor trips and adventures with an emphasis on safety, stewardship, and memorable experiences.
Book with Up The Keys Tours
Book directly with Up The Keys Tours for the best rates and real-time scheduling.
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