First Question in My Mind: Why the Overseas Highway is Considered America’s Most Beautiful Drive?
Few road trips in the United States can compete with the breathtaking journey of the Overseas Highway to Key West. Stretching about 113 miles from Miami to Key West, this iconic drive carries travelers across 42 bridges and dozens of islands in the Florida Keys. With turquoise waters on both sides, charming small towns, and endless ocean views, it feels like driving through a tropical dream.
For road trip enthusiasts, nature lovers, or anyone seeking a bucket-list travel experience, the Overseas Highway offers not just a route—but a journey worth savoring.
The History of the Overseas Highway
The Overseas Highway follows the path of Henry Flagler’s early 20th-century Overseas Railroad, once called the “Eighth Wonder of the World.” After a devastating hurricane in 1935 destroyed the tracks, the highway was built using much of the old rail line’s foundation. Today, travelers get to enjoy this engineering marvel while experiencing one of the most scenic drives in America.
Where the Overseas Highway Begins and Ends
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Starting Point: Miami, Florida
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Ending Point: Key West, the southernmost city in the continental U.S.
Between those two points, the highway passes through legendary spots like Key Largo, Islamorada, Marathon, Big Pine Key, and finally Key West. Each stop has its own unique charm, from snorkeling in coral reefs to exploring wildlife refuges.
Best Stops Along the Overseas Highway to Key West
1. Key Largo – Gateway to the Keys
As the first major island, Key Largo is known as the “Diving Capital of the World.” Here you can visit John Pennekamp Coral Reef State Park, the first underwater park in the U.S., and enjoy glass-bottom boat tours or scuba diving in crystal-clear waters.
2. Islamorada – Sportfishing Capital
Islamorada is famous for deep-sea fishing charters, boutique shops, and waterfront dining. Don’t miss Robbie’s Marina, where visitors can hand-feed massive tarpon—a quirky but memorable Florida Keys experience.
3. Marathon – Heart of the Keys
In Marathon, you’ll find Sombrero Beach, a family-friendly stop with white sand and calm waters. It’s also home to the Turtle Hospital, a rescue and rehabilitation center where visitors can learn about sea turtle conservation.
4. Seven Mile Bridge – The Iconic Stretch
Perhaps the most famous part of the Overseas Highway is the Seven Mile Bridge, one of the longest bridges in the world when it was built. Driving across it feels like floating on the ocean, with nothing but endless blue skies and turquoise seas around you.
5. Big Pine Key – Home of Key Deer
Big Pine Key is known for its National Key Deer Refuge, where the tiny, endangered Key deer roam freely. It’s a great place to slow down, enjoy nature, and maybe spot these rare creatures up close.
6. Key West – The Final Destination
At the end of the road lies Key West, a vibrant island city famous for sunset celebrations at Mallory Square, Duval Street nightlife, and Ernest Hemingway’s former home. The southernmost point buoy makes for the perfect photo stop, marking the end of this unforgettable road trip.
Driving Tips for the Overseas Highway
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Start Early: The drive from Miami to Key West takes about 4 hours without stops, but with sightseeing, plan a full day.
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Stay Overnight: Many travelers split the trip into two days to enjoy stops along the way.
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Watch for Traffic: Weekends and holidays can get busy, especially near Key West.
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Pack Snacks and Sunscreen: Services are available, but roadside pull-offs are perfect for picnics with ocean views.
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Book Ahead: Hotels in the Florida Keys fill up quickly, so reserve in advance if you plan to stay overnight.
Why the Overseas Highway to Key West is Worth It
The Overseas Highway isn’t just about getting to Key West—it’s about the journey itself. Every mile offers something unique: coral reefs, fishing villages, sandy beaches, and endless sea views. For travelers looking for a once-in-a-lifetime experience, this highway delivers both natural beauty and cultural richness.
Whether you’re planning a romantic getaway, a family trip, or a solo adventure, driving the Overseas Highway will leave you with unforgettable memories.
FAQs About Driving the Overseas Highway to Key West
1. How long does it take to drive the Overseas Highway?
The direct drive from Miami to Key West along the Overseas Highway takes about 3.5 to 4 hours. However, most travelers spend a full day or more to explore stops along the way.
2. What is the most scenic part of the Overseas Highway?
The Seven Mile Bridge is often considered the highlight, but each section—from Key Largo’s reefs to Big Pine Key’s wildlife—offers something special.
3. Is the Overseas Highway safe to drive?
Yes, the highway is well-maintained and safe. Just be cautious of traffic, obey speed limits, and avoid nighttime driving if you want to enjoy the views.
4. When is the best time to drive to Key West?
The best time is during the dry season (November to April) when the weather is pleasant, and skies are clear. Summer can bring heavy rain and hurricane risks.
5. Can you bike the Overseas Highway?
Yes, portions of the old highway are now part of the Florida Keys Overseas Heritage Trail, a cycling and walking path that runs parallel to the road.
6. Do you need a car in Key West after driving the highway?
Not really—Key West is very walkable, and many people use bikes or scooters to get around. Your car is useful mainly for the journey itself.
Conclusion: A Bucket-List Road Trip
The Overseas Highway to Key West is more than just a road—it’s a journey through history, engineering marvels, and tropical beauty. Whether you’re stopping at hidden beaches, spotting wildlife, or just soaking in the views, this drive promises an adventure like no other.
If you’re dreaming of an unforgettable Florida Keys road trip, the Overseas Highway should be at the very top of your travel list.