🛣️ Why the Drive to Key West Is the Most Beautiful in America (And What to Do Along the Way)

If you’ve ever dreamed of cruising over turquoise waters with the windows down and the ocean breeze in your hair, then the road to Key West is calling your name. Stretching 113 miles from Miami to the southernmost point of the continental United States, this coastal drive takes you across the Florida Keys—tiny tropical islands strung together like pearls on a necklace.

But this isn’t just any road trip. It’s a journey where the drive is the destination.

And if you're new to road tripping in the U.S., don’t worry. This guide is beginner-friendly and filled with must-know travel hacks to help you plan every step of the way. So buckle up—we’re about to explore one of the most unforgettable routes in the country.

 

🚏 Table of Contents

• 🌉 The Magic of the Overseas Highway
• 📍 The Best Stops on the Drive to Key West
• 🧠 Road Trip Tips for First-Timers
• 🏁 Final Thoughts: Take It Slow and Savor the Ride

 

🌉 The Magic of the Overseas Highway

The Overseas Highway (aka U.S. Route 1) is a masterpiece of engineering and nature working in harmony. This road connects mainland Florida to Key West by hopping across 42 bridges that link dozens of tiny islands (called “Keys”).

The most famous stretch? The Seven Mile Bridge—a cinematic ribbon of road that floats over open water, connecting Marathon Key to Little Duck Key. It’s the stuff of road trip dreams.

Here’s what makes this highway a must for every traveler:

• Endless ocean views on both sides of your car
• Crystal clear waters in every shade of blue
• Iconic roadside stops with quirky charm
• Zero stress: the route is simple and direct

Pro tip: There are no tolls on the Overseas Highway, and you don’t need any special permits. Just rent a car, fill the tank, and enjoy the ride.

 

📍 The Best Stops on the Drive to Key West

This road trip isn’t about racing to the finish line. Each Key has something unique to offer. Here are the top stops you need to make on your way to paradise:

 

🐠 1. Key Largo – The Gateway to the Keys

Welcome to the first stop in the Florida Keys! Key Largo is known as the "Diving Capital of the World" for good reason. Even if you don’t dive, there’s plenty to do here:

• Visit John Pennekamp Coral Reef State Park, the first underwater park in the U.S.
• Book a glass-bottom boat tour if you want to see marine life without getting wet.
• Stop by the African Queen steamboat from the classic movie of the same name.

This is a great spot to stretch your legs, grab a fresh seafood lunch, and start easing into the laid-back island vibe.

 

🐟 2. Islamorada – Where You Feed Giant Fish

Next up: Islamorada, a string of islands known for sport fishing, oceanfront bars, and picture-perfect views.

Don't miss: Robbie’s Marina — a roadside attraction where you can hand-feed massive tarpon (yes, the fish jump out of the water). It’s a weird, wild, and fun stop—great for kids and adults alike.

Other fun options:

• Grab tacos and a beer at Lorelei Cabana Bar.
• Visit the Theater of the Sea, a marine park with dolphin and sea lion shows.

🐢 3. Marathon – The Heart of the Keys

Marathon is halfway between Miami and Key West, making it a great place to take a longer break. Here’s what makes it special:

• Visit the Turtle Hospital and take a short tour to meet rescued sea turtles.
• Explore Sombrero Beach, a less-crowded spot perfect for a dip.
• Cross the Seven Mile Bridge—pull over at the Old Seven Mile Bridge if you want to walk part of the historic span.

Fun fact: This section of the drive was featured in movies like True Lies and 2 Fast 2 Furious.

 

🏖️ 4. Bahia Honda State Park – The Prettiest Beach in the Keys

This beach is consistently ranked one of the best in the U.S., and it’s easy to see why. Located just past the Seven Mile Bridge, Bahia Honda has soft white sand, shallow turquoise waters, and incredible views of the old railway bridge.

Perfect for:

• A swim break
• A picnic lunch
• Snapping postcard-worthy photos

There’s a small entrance fee, but it’s 100% worth it. This is the spot where you realize you’re driving through a tropical paradise.

 

🌇 5. Key West – The Grand Finale

You made it! Key West is funky, colorful, historic, and full of surprises. Once you arrive, park your car and explore on foot or by bike—this island is compact and walkable.

Must-do highlights:

• Southernmost Point: Snap a selfie at the famous buoy marking the southern tip of the continental U.S.
• Duval Street: Shop, sip, and people-watch on the most happening street in town.
• Mallory Square: Come at sunset for live music, street performers, and unbeatable views.
• Hemingway House: Tour the legendary writer’s home (and meet the six-toed cats).
• Key Lime Pie: Try it at El Meson de Pepe—you won’t regret it!

You’ll probably wish you had more time here. It’s a great idea to book at least two nights if your schedule allows.

🧠 Road Trip Tips for First-Timers

If you’ve never done a U.S. road trip before, here are a few essential things to know:

🚙 Renting a Car

You’ll want to rent your car in Miami or Fort Lauderdale. Any basic sedan or SUV will do—no need for a 4x4.

• Pick a car with good gas mileage.
• Make sure it has USB ports for charging.
• Check that it includes unlimited mileage.

 

🧳 What to Pack for the Drive

Here’s what to bring for a smooth ride:

• Cooler with snacks, drinks & water
• Sunscreen, sunglasses, and hats
• Bathing suit & towel for beach stops
• Reusable water bottle
• Phone car mount & charger
• Flip-flops or slides (you’ll be in & out of the car a lot!)

 

🗺️ Apps You’ll Love for the Trip

• Google Maps: Save the route in advance in case signal drops.
• GasBuddy: Find the cheapest fuel near you.
• AllTrails: Good for quick nature stops.
• Spotify / Apple Music: Build your ultimate road trip playlist!

 

📸 Fun Facts to Share on the Road

• The Florida Keys are closer to Cuba than to Miami.
• US Route 1 runs from Maine to Key West, making it the longest north-south road in the U.S.
• The Old Seven Mile Bridge was originally built as part of a railroad in the early 1900s!

 

🏁 Final Thoughts: Take It Slow and Savor the Ride

The road to Key West isn’t about how fast you get there—it’s about the magic of the journey itself. With warm ocean breezes, colorful pit stops, and sunsets that belong on postcards, this route gives you a taste of island life without leaving the mainland.

If you're new to road tripping, this is the perfect starting point. It’s safe, easy to navigate, and full of iconic moments.

And if you want help planning your full Florida road trip, check out our digital Florida RoadBook—packed with clickable maps, hotel suggestions, activity links, and Google Maps routes so you can just hit the road and go!