5 Best Stops on a Florida Keys Road Trip
5 Best Stops on a Florida Keys Road Trip
Winter is the best time to visit the beautiful Florida Keys, and there’s no better way to enjoy the sunshine and ocean views than a classic Florida Keys road trip. With warm weather, fewer crowds, and endless turquoise water, the Overseas Highway becomes a destination all its own.
While everyone will tell you to visit John Pennekamp Coral Reef State Park in Key Largo or Robbie’s Marina in Islamorada—and with good reason—we’re here to share the stops locals love most. These are the places that capture the laid-back magic, quirky charm, and authentic flavor of the Keys.
Here are our 5 favorite stops to add to your next Florida Keys road trip.
For a quieter, more nature-forward experience in Key Largo, Dagny Johnson Key Largo Hammock Botanical State Park is a must. This protected preserve showcases the natural side of the Keys, with winding trails through tropical hardwood forests and native wildlife at every turn. It’s the perfect reminder that the Florida Keys aren’t just about the water — they’re also about preserving the land that makes this destination so special. You can review park hours here.
No Keys road trip is complete without a slice of key lime pie, and The Blonde Giraffe is legendary for it. Family-owned and proudly local, this stop is perfect for a mid-drive sugar break. You can choose between meringue or whipped cream topping (always a debate). Grab a slice (or two), hang out in their beautiful back patio, and enjoy a moment of pure Florida Keys nostalgia. Or do what we do and get a frozen chocolate covered slice on a stick! Don’t forget to grab a pack of key lime cookies for gifts to take home and share with friends.
Located in the Morada Way Arts & Cultural District, Florida Keys Brewing Company blends craft beer with local creativity. This stop offers refreshing island-inspired brews, live music, food trucks, and a relaxed atmosphere that captures Islamorada’s artistic spirit.
It’s an ideal afternoon stop to stretch your legs, sip something cold, and soak up the community vibe. It’s extra special because of its location, surrounded by local shops and artist studios filled with local crafts, trinkets, art and other fabulous shopping.
4. Sombrero Beach (Marathon)
If you’re craving a beach stop that feels uncrowded and peaceful, Sombrero Beach is a must. With soft sand, clear water, and plenty of space to relax, it’s one of the most beautiful public beaches in the Keys. It’s also a hidden gem with mostly locals so it’s rarely crowded on busy holidays or weekends.
Pack a towel, take a swim, or just enjoy the view—this is Keys relaxation at its finest.
End your road trip with a meaningful experience at The Turtle Hospital. This unique nonprofit rescues, rehabilitates, and releases injured sea turtles while educating visitors on conservation efforts in the Keys.
It’s a great stop for families, animal lovers, and anyone looking to connect more deeply with the Florida Keys ecosystem. Learn more about the Turtle Hospital and their mission here.
Final Thoughts
A Florida Keys road trip isn’t about rushing from point A to point B—it’s about the stops in between. From iconic waterfront bars and local bakeries to hidden beaches and cultural landmarks, each stop adds a new layer to the journey.
👉 Where to stay nearby: when you’re ready to unwind, SoFLA Vacations’ properties in the FL Keys—SeaGlass Cove, Executive Bay, and Oleander—offer the perfect place to relax, recharge, and experience the Keys like a local. Click here to see all South Florida listings.








































