16 Unmissable Stops from Key Largo to Key West: Your Ultimate Florida Keys Road Trip Guide! 🌴🚗

Dear Road Trippers,

Ready for the ultimate adventure down the Overseas Highway? This week, we’re diving into 16 unforgettable stops from Key Largo to Key West. Whether it’s marveling at giant sculptures, feeding tarpon, or finding hidden beaches, each stop along this iconic route offers something special. Don’t miss out on this epic journey—every mile marker holds a new treasure!

1. John Pennekamp Coral Reef State Park – Key Largo (MM 102.5)

Why You Can’t Miss It: John Pennekamp Coral Reef State Park is the first undersea park in the U.S., famous for its vibrant coral reefs, crystal-clear waters, and unique underwater sights. Imagine snorkeling with schools of colorful fish or gliding over the reefs in a glass-bottom boat, catching a glimpse of the Christ of the Abyss statue submerged below. For a more hands-on adventure, paddle through mangrove tunnels and discover the park’s lush marine life.

2. Blond Giraffe Key Lime Pie Factory – Key Largo (MM 92.2)

Why You Can’t Miss It: You simply cannot leave the Keys without tasting key lime pie, and Blond Giraffe is famous for serving one of the best. Known for its ultra-creamy, tangy pie with a perfect graham cracker crust, this spot is a slice of heaven. Try a frozen pie bar dipped in chocolate to cool off, or grab a whole pie to keep the flavors of the Keys going as you continue your journey!

3. Betsy the Giant Lobster – Islamorada (MM 86)

Why You Can’t Miss It: Meet Betsy, a towering 30-foot lobster sculpture that’s both an art installation and a famous roadside photo op. Located at the Rain Barrel Artisan Village, Betsy embodies the quirky charm of the Keys. Stop by for a fun photo, then explore the artisan village, where local crafts, handmade jewelry, and other unique souvenirs await. Betsy is impossible to miss—and you’ll be glad you didn’t!

4. Windley Key Fossil Reef Geological State Park – Islamorada (MM 85.5)

Why You Can’t Miss It: At Windley Key Fossil Reef Geological State Park, you’ll walk through ancient coral reefs that date back over 100,000 years. Wander the park’s quarry walls and marvel at fossilized coral formations, a testament to the area’s geological history. A short hike through these serene trails offers a unique glimpse into the forces that shaped the Keys. It’s a quiet, educational stop that brings the natural history of the region to life.

5. Robbie’s Marina – Islamorada (MM 77.5)

Why You Can’t Miss It: Robbie’s Marina is one of the most entertaining and beloved stops along the Keys. Here, you can buy a bucket of fish and feed the giant tarpon that gather near the docks. These fish leap out of the water in a thrilling display! Beyond the tarpon, Robbie’s offers an eclectic open-air market with local art and a laid-back restaurant with fresh seafood and tropical drinks. It’s a true taste of the Keys’ vibrant personality.

6. Morada Bay Beach Café & Islamorada Beer Company – Islamorada (MM 81.6)

Why You Can’t Miss It: For a true island vibe, head to Morada Bay Beach Café, where you can sink your toes into the sand, sip on tropical cocktails, and watch the sunset. Just steps away, Islamorada Beer Company offers a taste of local craft brews. Try a flight or a pint of their signature Sandbar Sunday. This beachside stop combines food, drink, and the relaxing atmosphere that makes the Keys so irresistible.

7. Long Key State Park – Long Key (MM 67.5)

Why You Can’t Miss It: If you’re craving nature and tranquility, Long Key State Park is your paradise. This peaceful park offers pristine beachfront campsites and kayaking trails through gentle waters. It’s also a prime spot for birdwatching and stargazing. Camp out for the night or simply enjoy the serene beauty on a leisurely walk—it’s a slice of Keys paradise that feels worlds away.

8. Dolphin Research Center – Grassy Key (MM 59)

Why You Can’t Miss It: At the Dolphin Research Center, you can meet dolphins up close and even participate in interactive programs, including swimming with these amazing creatures. The center, a non-profit organization, is dedicated to the rescue and rehabilitation of marine mammals. Watching the dolphins perform and play is a magical experience that adds a unique touch to your road trip.

9. The Turtle Hospital – Marathon (MM 48.5)

Why You Can’t Miss It: A visit to The Turtle Hospital is both heartwarming and educational. This rehabilitation center rescues and treats injured sea turtles, and you’ll get an up-close look at these creatures in various stages of recovery. The guided tour teaches about the hospital’s conservation efforts, and you’ll leave inspired by the dedication to saving endangered sea life.

10. Seven Mile Bridge & Pigeon Key – Marathon (MM 47)

Why You Can’t Miss It: The Seven Mile Bridge is one of the longest and most scenic bridges in the world, connecting Marathon to the Lower Keys. Stop to marvel at the views, then take a short ferry ride to Pigeon Key, a small island with a rich history as a work camp for Flagler’s Overseas Railroad. A guided tour of Pigeon Key reveals fascinating history amidst breathtaking ocean views.

11. Fred the Tree – Seven Mile Bridge (MM 40)

Why You Can’t Miss It: Keep an eye out for Fred the Tree, a mangrove growing on an old section of Seven Mile Bridge. Fred has survived hurricanes and strong winds, becoming a beloved symbol of resilience in the Keys. It’s a quick photo op, but one that captures the spirit of life in the Keys.

12. Sombrero Beach – Marathon (MM 50)

Why You Can’t Miss It: A hidden gem, Sombrero Beach is perfect for swimming, sunbathing, and picnicking. With soft sands, clear waters, and a family-friendly atmosphere, it’s a relaxing spot where you can spend hours soaking up the sun. Take a refreshing dip or enjoy a seaside picnic—the choice is yours.

13. Bahia Honda State Park – Big Pine Key (MM 37)

Why You Can’t Miss It: Bahia Honda State Park boasts some of the most stunning beaches in the Keys. The water here is crystal clear, ideal for snorkeling, and a hike up to the old Bahia Honda Bridge rewards you with panoramic views of the island and sea. It’s a must-visit for beach lovers and nature enthusiasts alike.

14. No Name Pub – Big Pine Key (MM 30.5)

Why You Can’t Miss It: The offbeat charm of No Name Pub is undeniable. This hidden pub, adorned with dollar bills covering the walls, is famous for its cozy, quirky atmosphere and delicious pizza. It’s a truly local experience, where you can grab a bite and a drink while surrounded by the unique decor and spirit of the Keys.

15. Key West Historic Seaport Harbor Walk – Key West (MM 1)

Why You Can’t Miss It: The Key West Historic Seaport is bustling with restaurants, bars, and shops that capture the heart of Key West. Wander along the boardwalk, book a sunset cruise, or indulge in fresh seafood. This scenic waterfront walk offers both activity and relaxation, making it an unmissable part of Key West.

16. Mile Marker 0 & Mallory Square – Key West (MM 0)

Why You Can’t Miss It: Finally, celebrate the end of your journey at Mile Marker 0, the southernmost point of U.S. Highway 1. Head to Mallory Square to join the iconic sunset celebration, complete with street performers, local artists, and breathtaking views of the sun sinking below the horizon. It’s the perfect way to wrap up your unforgettable road trip.

Final Thoughts

From natural wonders to quirky roadside stops, these 16 locations capture the essence of the Florida Keys and make for a memorable road trip. Whether you’re a first-time visitor or a seasoned road tripper, these stops offer a mix of adventure, relaxation, and local charm that will make you fall in love with the Keys.

Until next time,
Brian

Florida Keys Road Trip Team