Florida Keys & Key West Holidays

Stretching 125 miles tinto the Gulf of Mexico, the Florida Keys and Key West are a dreamy chain of islands connected by the iconic Overseas Hghway. Whether you're relaxing in laid-back Key Largo, enjoying watersports in Islamorada, or soaking up the lively nightlife of Key West, every island offers something unique. With year-round sunshine, turquoise seas and a Caribbean-style atmosphere, the Florida Keys and Key West are the perfect escape. 

Best Attractions in Florida Keys and Key West

  • Mallory Square Sunset Celebration:

    Every Evening, crowds gather on the waterfront in Florida Keys and Key West for one of the most famous sunsets in the world. As the sun sinks below the horizon, the square comes alive with street performers, artists, and food stalls. It's a festival atmosphere every night - and the perfect way to end a day in paradise.

  • Ernest Hemingway Home & Museum:

    Step inside the former home of literary legend Ernest Hemingway, where he wrote some of his most famous works. The Spanish colonial house is filled with fascinating memorabilia, lush gardens, and of course the famous six-toed cats that roam the property.  A must for history and culture lovers.

  • Seven Mile Bridge:

    One of the most iconic stretches of the Overseas Highway, the Seven Mile Bridge offers sweeping views of turquoise seas on both sides. Whether you’re driving across it or simply stopping to take photos, this engineering marvel is a highlight of any Florida Keys and Keywest road trip.

  • Duval Street:

    The beating heart of Key West, Duval Street is lined with lively bars, restaurants, and boutique shops. From morning coffee stops to late-night live music, there’s always something happening here. Don’t miss Sloppy Joe’s, a favourite haunt of Hemingway himself.

Getting Around Florida Keys and Key West

  • Car Hire:

    Driving is a flexible way to explore at your own pace. At SuperValu Getaway Holidays, we’ve partnered with Cartrawler to provide affordable and reliable car hire.

  • Bikes & Scooters:

    Perfect for getting around compact Key West at your own pace.

  • Shuttle Buses:

    Convenient services link Miami with Key West and major islands in between.