Key West: Paradise at the Edge of the Map

Key West isn’t just a place—it’s a feeling. It’s Hemingway and roosters, and conch fritters and Cuban coffee. It’s flip-flops and sundresses, open-air bars, and a sunset celebration that turns into a giant Jimmy Buffet karaoke street party every single night.

Locals live by the motto “One Human Family,” a philosophy of inclusiveness and acceptance that makes everyone feel at home—whether you’re a sailor, artist, biker, or just someone looking to escape.

Getting There: The Scenic Route Is Half the Fun

You can fly into Key West International Airport, which is easy breezy! Many travelers opt for the iconic drive down the Overseas Highway from Miami. It’s a 113-mile road trip across 42 bridges, including the breathtaking Seven Mile Bridge, with turquoise waters on either side and the occasional dolphin sighting. The views are stunning! 

Top Things to Do in Key West

1. Sunset at Mallory Square

Every evening, locals and visitors gather at this lively waterfront plaza for the Sunset Celebration, complete with street performers, musicians, food carts, and some of the most spectacular skies you’ll ever see.

2. Ernest Hemingway Home and Museum

Step into the Spanish Colonial house where Papa Hemingway wrote some of his most famous works (and meet the descendants of his six-toed cats).

3. Duval Street

Key West’s main drag is equal parts bar crawl and cultural tour. Pop into dive bars like Sloppy Joe’s, explore art galleries, or savor key lime pie at Kermit’s.

4. Southernmost Point Buoy

Snap a photo at this colorful landmark just 90 miles from Cuba—then reward yourself with a mojito.

5. Snorkeling and Watersports

The coral reefs off Key West are the only living barrier reef in the continental U.S. Book a snorkeling or diving tour, or rent a kayak to explore mangrove tunnels and hidden beaches.

6. Dry Tortugas National Park

Accessible only by ferry or seaplane, this remote island park features crystal-clear waters, coral reefs, and the massive 19th-century Fort Jefferson.

Local Flavors: A Taste of the Keys

Key West is a culinary crossroads with Caribbean, Cuban, and Southern influences. Must-tries include:

• Conch fritters: Crispy, savory bites of Bahamian-influenced goodness.

• Cuban mix sandwiches: Pressed, porky perfection.

• Key lime pie: Tart, creamy, and best enjoyed with a view of the sea.

Pair it all with a rum punch or a cold local brew from The Waterfront Brewery.

Best Time to Visit

The most popular time is winter to early spring (December to April), when temperatures are mild and dry. Summer brings fewer crowds, hotter temps, and occasional storms—but also better hotel rates and a more local vibe. We just went (again), and we loved it!

Final Thoughts

Key West is more than just a tropical escape—it’s a place that invites you to drop your guard, embrace the weird, and live in the moment. Whether you're chasing sunsets, sipping rum by the water, or exploring hidden beaches, this little island packs a whole lot of magic into just a few square miles.

So, kick off your shoes, raise a glass, and let the island spirit take over. After all, you’ve made it to the end of the road—and the beginning of something unforgettable.