5-Day Florida Keys Road Trip

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  Travel and Leisure on Fri, Jan 09th, 2026 by Travel + Leisure
      Locale: UNITED STATES

Planning Your Adventure: A 5-Day Itinerary

To make the most of this incredible road trip, consider a five-day itinerary allowing you to fully immerse yourself in the beauty and culture of the Florida Keys.

Day 1: Key Largo - Underwater Wonders

Begin your adventure in Key Largo, aptly nicknamed the "Diving Capital of the World." This is the perfect place to dive into (literally!) the wonders of the coral reefs. John Pennekamp Coral Reef State Park offers exceptional snorkeling and diving opportunities, allowing you to witness vibrant coral formations and a kaleidoscope of marine life. Beyond the underwater world, Key Largo provides a relaxed atmosphere and excellent restaurants.

Day 2: Islamorada - Fishing and History

Continuing south, you'll arrive in Islamorada, known as the "Sportfishing Capital of the World." Whether you're an experienced angler or a novice, numerous charters are available for deep-sea fishing excursions. For those interested in history, the History of Diving Museum provides a fascinating look at the evolution of underwater exploration. Finish the day with a stroll along one of Islamorada's beautiful beaches.

Day 3: Marathon - Turtle Rescue and Coastal Beauty

Marathon is a key (pun intended!) stop for animal lovers and beachgoers alike. Here, you can visit the Turtle Hospital, a renowned rehabilitation center dedicated to rescuing and caring for injured sea turtles. Witness the incredible work being done to protect these gentle creatures. Sombrero Beach offers a pristine stretch of sand and calm waters, perfect for swimming, sunbathing, or a leisurely picnic.

Day 4: Bahia Honda State Park - Panoramic Views and Water Activities

Bahia Honda State Park is consistently ranked among the best beaches in the United States. With its clear waters, white sand beaches, and opportunities for kayaking, paddleboarding, and snorkeling, it's a paradise for water enthusiasts. Don't miss the chance to climb the old Bahia Honda Bridge for breathtaking panoramic views of the surrounding islands and turquoise waters. The park offers excellent camping facilities as well, for those wishing to spend more time enjoying the natural beauty.

Day 5: Key West - Southernmost Charm

Finally, reach your destination: Key West, the southernmost point in the continental U.S. Explore the lively Duval Street, famous for its shops, restaurants, and nightlife. Immerse yourself in literary history with a visit to the Hemingway Home and Museum, where the author lived and wrote for many years. As the sun sets, enjoy the vibrant atmosphere and celebrate the end of your unforgettable road trip.

The Overseas Highway isn't just a drive; it's an immersive experience that captivates the senses and leaves a lasting impression. It's a chance to escape the everyday, embrace the island lifestyle, and witness the breathtaking beauty of the Florida Keys. So, plan your trip, pack your bags, and prepare for an adventure you won't soon forget.