The Florida Keys stretch for over 100 miles along a single scenic highway, connecting a string of islands each with their own personality — from the diving-focused Key Largo to the quieter, fishing-village feel of Marathon and Islamorada, all before reaching Key West at the very end. It's one of the best road trips in the country for anyone who loves the water.
Top Things to Do in the Florida Keys
Key Largo, the first island in the chain, is the diving and snorkeling capital of the Keys, home to John Pennekamp Coral Reef State Park and the country's only living coral barrier reef accessible from shore. Islamorada, known as the sport fishing capital of the world, is the place to book a deep-sea fishing charter or visit the History of Diving Museum.
Marathon, roughly the halfway point, is home to the Turtle Hospital, where injured sea turtles are rehabilitated, and the Seven Mile Bridge, one of the most photographed stretches of road in the country. The Overseas Highway itself, connecting all the islands via a series of bridges built partly on the old Florida East Coast Railway, is a destination in its own right — an easy multi-day drive with a beach or dive shop around every bend.
What to Pack for the Florida Keys
Island-hopping by car means frequent stops for swimming, snorkeling, and boat trips, so something easy to grab and go matters. The VacationGrabs Leather Sling Bag is a great option for beach and boat days, and the VacationGrabs Leather Duffel is easy to live out of for a multi-island road trip.
Book Florida Keys Tours and Experiences
Snorkeling and diving trips, deep-sea fishing charters, and sunset sailing cruises are among the best ways to experience the Florida Keys. Browse Florida Keys tours and experiences below to plan your trip.
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