Everything you need to know about exploring the most famous street in Key West—from iconic attractions and historic landmarks to award-winning restaurants, legendary bars, boutique shopping, and unforgettable island experiences.
Planning a family vacation that everyone will enjoy can be a challenge, but Key West makes it surprisingly easy. From fascinating marine life and historic landmarks to beautiful beaches, interactive museums, and unforgettable sunsets, there's something here for every age. Whether you're visiting for a single day or an extended stay, you'll find plenty of family-friendly activities that create lasting memories.
There’s no better way to experience Key West than by exploring it on foot. From colorful historic homes and legendary landmarks to lively waterfronts and tropical side streets, a walking tour allows visitors to fully experience the charm and personality of the island at their own pace.
Key West is a place where "Island Time" isn't just a phrase—it's a way of life. While the neon lights of Duval Street have their charm, the true magic of the island lies in its quiet corners, the scent of blooming jasmine, and the steady rhythm of the tide. This guide is for those looking to trade the crowds for calm and find the soulful, relaxed side of the Conch Republic.
No matter where you live or what you do, time seems to escape us. How many times have we referred to "time flying". Despite our best intentions, popular destinations and points of interest in our own backyard that are enjoyed by visitors are always on our "things to do and see list". One of the most common phrases we hear, at Key West Express is... " I've lived in Florida for XX number of years, but I've never been to Key West." Yes, we get it but, "Why NOT? What are you waiting for?" A staycation to Key West is just what the "ho-hum" doctor ordered.
When many people think of Key West, they picture lively nightlife, famous bars, and colorful Duval Street. While those attractions are certainly part of the island's personality, there's another side of Key West that families quickly fall in love with.
Key West, Florida.... There is so much to see and do on this island oasis, the Southernmost Point of the United States. What to choose? How to decide? S.O.S! We're here to give you a hand with just a few of the best things to make the most out of your 2 day vacation.
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While Key West can't take the crown for the oldest settled city in Florida, it does have one of the more interesting and wide ranging historical pasts of almost any place in the state. Whether you're looking for tales of pirates, shipwrecks, US Presidents or Civil War era historical significance, Key West has a little bit of it all.
Have you ever had a memory so vivid and real that you could put that visual memory, in every detail, to pencil and paper? Well, Mario Sanchez was just such an artist.
You may not have heard of him before, but you'll soon discover that Mario Sanchez was a man to remember and is a great part of Key West's historical and legendary art scene.
A successful family vacation does not require every traveler to want the same thing. One child may be happiest spotting dolphins, another may want a beach, a teenager may crave independence and a grandparent may prefer a comfortable museum or scenic ride. Southwest Florida and Key West make it possible to combine those interests without turning every day into a long drive.
The best plan is not a packed checklist. It is a flexible mix of outdoor time, hands-on learning, local history, good food and room to slow down. Use these ideas to build a vacation that works for toddlers, school-age children, teens, parents and grandparents—and leaves everyone with stories to bring home.
