Drive south of MiamiAfter Florida City, the landscape quickly changes from suburban sprawl and big-box shops to mangroves and sea. The multi-lane turnpike gives way to two-lane bridges—slender ribbons of road suspended between the Gulf of Mexico and the Atlantic Ocean. The 120+ mile journey begins to the Florida Keys. It crosses 42 bridges as it passes through an enchanting chain of islands strung like a shell-necklace. Every Key has a unique personality. So whether you are barefooted and wild, quiet refined or unapologetically celebratory, there’s a Key to suit your mood.
Key Largo comes first. There are many kitschy roadside shops, but once you get off the highway you will find calm coves with coral reefs and a relaxed pace. Islamorada, just beyond the highway, is known for its fresh-caught fish, excellent sport fishing and famous violet sunsets. After all, the name of this island means “purple” (in Spanish). As you approach the Seven Mile Bridge that connects the Middle Keys with the Lower Keys, enjoy 360-degree panoramic views. Upon landfall, keep an eye out for blink-and-you’ll-miss-it Little Torch Key, the launch pad for America’s most coveted private island escape: Little Palm Island. Stock Island, located just north of Key West and at the end of Key West’s archipelago, offers a more gritty, local feel with its working docks, and an increasing number of upscale surprises.
Key West, the final destination. Since generations, Key West has attracted travelers with its “anything goes” energy, sun-faded appeal, and fiercely independent attitude. The “Conch Republic”, though connected to the mainland by US Highway 1 since 1938, has always kept its own rhythm and even tried to achieve success from the US. Guesthouses and resorts of all sizes coexist here on an island which still feels like it is its own country.
Just like the islands themselves, the Florida Keys are home to a wide range of places to stay—from intimate hideaways to luxe, full-service resorts. We present 15 of the best.
Please read our article Key West travel guide hereThis includes:
How do we select the best hotels on the Florida Keys?
Each hotel review in this list was written by an unbiased individual. Condé Nast Traveler Journalist who has been to the property and knows about the destination. Our editors choose hotels based on their price ranges that provide an authentic insider’s experience of the destination. They also consider design, location and service credentials, as well as sustainability credentials.