Must-Do Florida Keys Road Trip Itinerary

If you caught our previous Florida roadtrip itinerary, you already know we love a good adventure behind the wheel. This time, we’re heading south— all the way south— to explore one of the state’s most famous drives: the Overseas Highway to Key West.

 

There’s no better way to experience the Florida Keys than by driving through them. The stretch of Route 1 that connects the iconic chain of islands is one of the most scenic drives in the country, surrounded by clear blue water and small, charming beach towns. 

 

Ultimate Florida Keys Itinerary

Whether you’re staying a week, month, or year, here are six must-see stops on any Florida Keys road trip.

 

Stop #1: Fort Lauderdale

All journeys must start somewhere! Fort Lauderdale is the ideal place to kick off your Florida Keys adventure. Known for its palm-lined waterways, the city will offer you plenty to do before you hit the road south. 

 

If you’re traveling by RV, Yacht Haven Park & Marina is the perfect spot to settle in for a few days. This waterfront resort sits right along the New River, offering large, shaded RV sites, and great sunset views. You’ll find resort-style amenities, including a pool, tiki area, boat rentals, and more. And if you don’t have an RV, you can still snag a spot in one of the park’s three RVBnbs.

 

It’s also one of the most convenient places to stay before heading toward the Keys. The resort is also minutes from I-95 and Route 1, making it easy to continue your drive once you’re ready to move on.

 

Stop #2: Key Largo

Once you leave the mainland, Key Largo will give your first real taste of island life. Though it’s not far from Fort Lauderdale, the change in pace is instant. You can expect slower traffic, salty air, and a laid-back Keys attitude everywhere you go.

 

If you only make one stop here, make it John Pennekamp Coral Reef State Park. Locals love it for snorkeling, diving, and kayaking through the mangroves. The coral reefs offshore are some of the best in Florida, and you don’t need to be a pro to enjoy them!

 

After a day on the water, grab dinner at Mrs. Mac’s Kitchen or The Fish House. Both are long-time favorites that serve the best kind of seafood: fresh, unfussy, and cooked just right. 

 

Stop #3: Islamorada 

The Keys really start to shine about 30 miles south of Key Largo in Islamorada. It’s a small stretch of islands known for great fishing, easygoing vibes, and unforgettable sunsets.

 

If you’re into fishing, this is the place. Islamorada calls itself the Sportfishing Capital of the World, and locals stand by it. You can book a charter, fish off the bridges, or just watch the boats come in with the day’s catch.

 

Make time for Robbie’s Marina. It’s a local favorite where you can feed giant tarpon and browse an open-air market. For a sunset dinner, Morada Bay and Lorelei Cabana Bar are two of the best spots in town.

 

Stop #4: Marathon

Next up: Marathon. This town is a great spot for families or anyone who wants the classic small-town Florida feel. It’s got beaches, wildlife centers, and just enough activity to fill a couple of easy days.

 

Start at the Turtle Hospital— where rescued sea turtles are treated and released— for one of those experiences that sticks with you. The Dolphin Research Center is nearby on Grassy Key and offers educational encounters that are worth the stop, especially if you’re traveling with kids.

 

When you’re ready to stretch your legs, head to Sombrero Beach for soft sand and calm water, or take a drive across the Seven Mile Bridge for one of the most beautiful views in the Keys.

 

Stop #5: Big Pine Key and the Lower Keys

If you’re craving a quieter stretch of the Keys, you’ll find it around Big Pine Key. Things move even slower here, with fewer crowds, more nature, and more of that laid-back charm the Keys are known for.

 

The main draw is the National Key Deer Refuge, home to the tiny Key deer that wander freely through the island. You’ll often spot them right along the roadside, especially early in the morning or around sunset.

 

If you love the outdoors, you should stop at Bahia Honda State Park, which is known for its clear water and some of the best beaches in the Keys. It’s great for swimming, snorkeling, or just taking in the view from the old bridge.

 

Stop #6: Key West

At the end of the road sits Key West, the southernmost point in the continental U.S. and the perfect finale to your drive. The island is full of history, color, and a little bit of chaos in the best way.

 

Walk down Duval Street for lively bars, local art, and endless Key lime pie. Visit the Ernest Hemingway Home & Museum, then spend the afternoon at Fort Zachary Taylor Historic State Park, one of the island’s best beach spots.

 

Stick around for the sunset celebration at Mallory Square, where locals and visitors gather every evening to watch the sky light up. It’s a classic Key West moment and a fitting way to end your trip through the Keys.

 

Hit the Road Along the Florida Keys

The drive through the Florida Keys is one of those classic Florida experiences that never gets old. Each stop along the way has its own pace and views worth slowing down for.

 

Take your time, stop often, and let the islands show you what makes this stretch of road so special.