A Stroll Through Key West
They say Key West is “New Orleans meets the Caribbean.” I have yet to travel to the Caribbean, so I can’t fully speak to that comparison, but I was definitely reminded of New Orleans’ French Quarter when I finally reached Key West at the terminus of the Overseas Highway. And everywhere you go in Key West, you’re constantly reminded that you’re at the southernmost point of continental USA ― which puts you closer to Havana than Miami.

A large Cuban flag flies over Duval Street
The great thing about Key West is how walkable it is. If you go along Duval Street ― the Old Town’s main drag ― you can literally (no, really!) walk from the Atlantic Ocean to the Gulf of Mexico in half an hour.
Duval is the part of Key West that made me think I was in New Orleans, and happy hour is when the party most decidedly gets going. At the Gulf-of-Mexico end of Duval Street is Mallory Square, where everyone gathers at sunset. Buskers entertain you while you enjoy your sundowner and watch the cruise ships leave port.

Duval Street

A bar on every corner along Duval Street ― check out all the foliage on the roof

Lots of buskers, too
The other great thing about Key West is that when you tire of the crowds of people, all you have to do walk over a block or two, and all becomes quiet. You have only the chickens that roam the streets of Key West for company.
There are lots of cute houses. Like this one.
Some of them are well maintained …
… while others could use a bit of paint.
If walking isn’t your thing, you can get around town in one of these …
… or on one of these.
And if you’d rather spend the day at the beach, that’s an option as well.
My only regret about my stroll through Key West is that I didn’t have more time. As I drove away, the sunset in my rear view mirror caught my eye. I pulled over to soak in a few more minutes of the Key West vibe, and then, reluctantly, got back in my rental car and drove away.