Things to Do in Islamorada

By VI | Disclosure: I use affiliate links

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Dreaming of turquoise waters, fresh seafood, and tropical vibes? I say head to Islamorada—you won’t regret it! I absolutely love the beaches there. Every time I visit, I feel like I’ve stepped into a laid-back paradise. Located in the Florida Keys, this charming village of islands is perfect if you’re into snorkeling, sport fishing, or just sipping a cocktail while watching the sunset. If you’re anything like me, and the ocean is your happy place, Islamorada is calling your name.

When I Think You Should Go

In my experience, the best time to visit Islamorada is from December through May. The weather’s warm, dry, and just right for being outside all day. If you don’t mind some heat and humidity (and want to avoid crowds), summer and early fall can be nice too—just keep an eye on the forecast since it’s hurricane season.

How I’d Get There (and How You Can Too)

By Car: I love driving the scenic Overseas Highway (US-1). It takes about 1.5 hours from Miami or 2 from Key West—and the ocean views are incredible the whole way.
By Air: I usually fly into Miami International Airport (MIA), but Key West International Airport (EYW) works too. Either way, you’ll enjoy a beautiful drive down through the Keys.
By Shuttle: If you’d rather not drive, there are great shared and private shuttle options from both major airports. I’ve done it when I just wanted to sit back and relax.

Where I’ve Stayed (and Think You’ll Love)

Cheeca Lodge & Spa – This one’s a favorite when I want to splurge. You get a private beach, golf course, and some seriously good dining—all in one place.
Islander Resort – I like this one for its roomy oceanfront suites and tropical gardens. It’s got a relaxed vibe that makes you want to stay an extra night.
Amara Cay Resort – If you’re dreaming of hammocks, tiki bars, and that true island feel, this is where I’d point you. I’ve lounged there for hours just soaking it all in.