The Florida Keys
Escape to the Florida Keys
The Florida Keys are a tropical paradise made up of a string of coral islands stretching about 120 miles off the southern tip of Florida, connected by the scenic Overseas Highway (U.S. 1). They’re known for their laid-back vibe, world-class fishing, snorkeling and diving, and some of the most beautiful sunsets in the U.S.
History
The Florida Keys aren’t just a tropical getaway—they’re steeped in rich history and fascinating stories. Originally inhabited by the Calusa and Tequesta tribes, the Keys were first charted by Spanish explorers in the early 1500s. Over the centuries, they became a haven for pirates, salvagers, and adventurers seeking opportunity along the treacherous coral reefs.
By the 1800s, Key West had become one of the wealthiest cities per capita in the U.S., thanks to the shipwreck salvage industry. In 1912, Henry Flagler completed the ambitious Overseas Railroad, linking the Keys to mainland Florida a project later devastated by the 1935 Labor Day Hurricane.
The highway that replaced the rail line, known as the Overseas Highway, now offers one of the most scenic drives in the country. Key West also gained fame as a creative retreat for writers like Ernest Hemingway and continues to embrace its independent spirit, even playfully declaring itself the “Conch Republic” in 1982. From indigenous roots to quirky revolutions, the Keys are far more than just a beach destination—they’re a slice of living history.
Best time to visit
Best Weather: December – April
Dry season = sunny skies, low humidity, perfect beach
weather Temps in the 70s-80s°F (mid-20s°C)Most popular time = higher prices, more tourists
Best Deals: May – November
Fewer crowds and lower hotel rates. Still warm, but more humid and chance of rain. Hurricane season is June to November (especially watch
August–October)
Best for Events & Festivals:
January – Key West Literary Seminar
March – Conch Republic Days (super quirky fun!)
October – Fantasy Fest (adult Mardi Gras-style party)
Pro Tip: May and early June = sweet spot! Great weather
and better prices.
Getting there
By Car (Most Popular Option)
Start in Miami and head south on U.S. 1, also known as the
Overseas Highway.
It’s about a 3.5 to 4-hour drive from Miami to Key West (the
furthest Key).
You’ll drive over 42 bridges, including the famous Seven Mile
Bridge — epic ocean views the whole way!
By Plane
Key West International Airport (EYW) has direct flights from
major cities like Miami, Orlando, Tampa, Atlanta, Charlotte,
and more.
Marathon Airport (MTH) also offers some regional flights.
Or fly into
Miami International Airport (MIA) – about 60 miles from Key
Largo
Fort Lauderdale-Hollywood Airport (FLL) – about 90 miles
from Key Largo Then drive or shuttle down the Keys.
By Boat or Ferry
You can take the Key West Express Ferry from Fort Myers or
Marco Island to Key West (about a 3.5-hour boat ride
Place to stay
Where you stay in the Florida Keys can completely change the feel of your trip. Key Largo and Islamorada are perfect if you want snorkeling, diving, fishing, and easy access from mainland Florida, while Marathon and the Middle Keys give you a quieter, laid-back island vibe with beautiful resorts and plenty to explore. Head all the way south to Key West if you want colorful streets, historic charm, restaurants, nightlife, and those famous sunset celebrations. From romantic adults-only hideaways and luxury waterfront resorts to family-friendly properties and funky Old Florida stays, there really is something for every kind of Keys getaway. My biggest advice? Don’t just choose a hotel choose the part of the Keys that matches the vacation you actually want.
Things to do
There’s so much more to the Florida Keys than sitting on the beach—although I fully support doing plenty of that too. Spend your days snorkeling colorful reefs, kayaking through mangroves, fishing, boating, swimming with dolphins, visiting sea turtles, or exploring beneath the surface on a dive trip. On land, you can feed the tarpon at Robbie’s, walk the Old Seven Mile Bridge, visit the Turtle Hospital, explore Key West, catch a sunset at Mallory Square, and make plenty of quirky roadside stops along the Overseas Highway. And honestly, some of the best Keys memories come from the unplanned moments pulling over when you spot ridiculously blue water, finding a little waterfront restaurant, or ending the day with a drink in your hand while watching one of those incredible Florida Keys sunsets. Slow down, get on the water, and embrace island time—that’s what the Keys are all about.