Key West is not just a destination—it’s a state of mind. This little island at the end of the Florida Keys is all about sunshine, salty air, and not taking life too seriously. If you’re planning a trip, here are some unapologetic tips to make the most of your Key West adventure.
- Ditch the Car—You’re on Island Time
Driving in Key West is about as useful as a snorkel in a hurricane. The streets are narrow, the parking is expensive, and the best experiences happen when you’re strolling, biking, or hopping on a scooter. Plus, let’s be real—if you’re here to enjoy a few drinks, you don’t want to be worrying about driving. Park that rental and embrace the slow, meandering pace of island life.
- Sunblock Like Your Vacation Depends on It (Because It Does)
The Key West sun does not play games. You might think you can handle it, but after a day on the beach or a boat without sunscreen, you’ll be redder than a Florida lobster. Slather it on, reapply often, and thank us later.
- You Didn’t Come Here for a Chain Restaurant
Key West is a food lover’s dream—if you know where to look. Skip the generic chains and dive into some real island flavor. From fresh conch fritters at a local seafood shack to a perfect Cuban sandwich at El Siboney, your taste buds deserve the adventure. Oh, and Key Lime Pie? You’re required to have at least one slice per day. It’s the law (well, at least it should be).
- Mallory Square at Sunset—Yes, It’s Worth It
Sure, it’s touristy, but it’s also magical. The nightly sunset celebration at Mallory Square is a Key West tradition, complete with street performers, live music, and a front-row seat to one of the best sunsets on the planet. Get there early, grab a mojito, and soak in the atmosphere.
- Expect the Unexpected on Duval Street
Duval Street is a glorious mix of history, debauchery, and pure fun. You might start with a casual drink at a historic bar and somehow end up dancing in a conga line with strangers. Just roll with it. This is Key West—anything goes.
- Respect the Chickens (And the Cats at Hemingway’s House)
Key West’s famous free-roaming chickens are basically the island’s unofficial mascots. They’re everywhere, they’re loud, and they don’t care about your schedule. Just let them be. The same goes for the six-toed cats at the Hemingway Home—give them space, and they might just let you admire them.

- Get on the Water—Any Way You Can
You didn’t come all this way just to sit on land, did you? Whether it’s a sunset cruise, snorkeling at Dry Tortugas, kayaking through mangroves, or deep-sea fishing, you need to experience Key West from the water. Bonus points if you see a dolphin or two.
- Don’t Be That Tourist
You know the one—loud, impatient, and treating Key West like an amusement park. This island thrives on a laid-back, friendly vibe. Be kind to the locals, tip your bartenders well, and embrace the easygoing pace.
Ready to explore Key West the right way? Ocean Beach Travel, founded by seasoned travel expert Bradley Schnickel, is your go-to for expert travel advice and planning. Visit OceanBeachTravel.com for the best tips, itineraries, and local insights to make your trip unforgettable. See you in paradise!