From Key Largo to Key West, this scenic road trip along the Overseas Highway is full of beaches, historic sites, and quirky must-see stops. Here’s your ultimate guide, with photos and highlights for each stop.
1. Gilberts Resort (Key Largo)
Start your Keys adventure with a classic oceanfront resort. Great for coffee on the water, snorkeling gear rentals, or simply take a moment to stretch your legs and soak in the relaxing atmosphere.
Key Largo isn’t just for snorkeling—the drive along the island is dotted with beautiful resorts. Stay at one for a night or two and soak in a stunning sunset over the water.
3. Harry Harris Park (Islamorada)
A family-friendly stop with picnic tables and calm waters. Great for a mid-morning break, a short swim, or letting the kids run on the beach.
4. Island Home Garden (Islamorada)
Hidden along the Keys, this nursery is a treat for plant enthusiasts—and don’t miss Gardenia’s Bistro for a quick bite.
5. Rain Barrel Ship (Islamorada)
One of the Keys’ quirky, offbeat attractions—perfect for a fun photo op. A little detour with big character and local charm.
A must-see for wildlife and local flavor. Feed the massive tarpon, browse the shops, or grab a casual bite with water views.
Anne’s Beach is perfect for stretching your legs, wading in shallow waters, or enjoying a peaceful picnic. With boardwalks, shaded areas, and calm water, it’s a great spot to relax and take in the Keys’ natural beauty.
Sombrero Beach is perfect for a swim or stroll, and the Seven Mile Bridge is a photo-worthy icon. Stop at scenic pull-offs to capture the turquoise water and panoramic views.
A tranquil spot for kayaking, bird-watching, or a short hike. Curry Hammock is less crowded, offering a real taste of the Keys’ natural beauty.
10. Bahia Honda State Park
One of the most scenic beaches in the Keys. Soft sand, turquoise water, and palm trees make it a must-stop for swimming, picnicking, or simply enjoying the view.
11. Smathers Beach (Key West)
Key West’s largest public beach is perfect for sunbathing, water sports, or a casual stroll. It’s a lively spot with plenty of room to relax and enjoy the Gulf breeze.
12. Fort Zachary Taylor (Key West)
Mix history with beach time at this Civil War-era fort. Explore the historic structure and enjoy one of Key West’s best beaches nearby.
13. Key West Town / Duval Street & Landmarks
Finish your trip exploring the vibrant streets of Key West. From colorful buildings and quirky shops to sunsets at Mallory Square, this town is full of character and memories to make.
Driving the Florida Keys from Key Largo to Key West is more than just a road trip—it’s an experience. Each stop along the way offers something different, whether it’s a quiet beach, a quirky roadside shop, a scenic bridge, or a perfect spot to slow down and enjoy island time. You don’t need to rush this drive to appreciate it. Take your time, pull over often, and enjoy the moments in between the destinations. By the time you reach Key West, you’ll realize the journey itself is just as memorable as the final stop.
Planning your own Florida Keys road trip? Be sure to check out my individual posts for each stop along the way, where I share tips on what to see, where to eat, and how to make the most of your time.
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