Luxury Florida road trip: Miami to Key West

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    See palm lined streets and art deco building in Miami | Travel Nation

    See palm-lined streets and art deco building in Miami

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    See the colourful beach huts of Miami, Florida | Travel Nation
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    Drive the Florida Overseas Highway | Travel Nation

    Drive the Florida Overseas Highway in a convertible

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    Feast on Florida's finest seafood | Travel Nation

    Feast on Florida's finest seafood

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    Relax on the beaches of the Florida Keys

    Relax on the beaches of the Florida Keys

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    Take a sunset champagne cruise from Key West | Travel Nation

    Take a sunset champagne cruise from Key West

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    Taste real Key Lime Pie on the Florida Keys | Travel Nation

    Taste real Key Lime Pie on the Florida Keys

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    Enjoy the art-deco glamour of South Beach, Miami

    Ocean Drive, Miami, Florida, USA

Trip ideas

Duration(in days): 8

From: Miami

To: Miami



Exc. International flights (per person, based on 2 sharing)

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See more ideas for: USA

    Get a taste of the high life with this top-notch Florida road trip from Miami to Key West. Your luxury week in the Sunshine State will begin in Miami, a glitzy city of Cuban culture, golden beaches and art deco architecture. Relax by the pool, wander through the colourful downtown streets and sip mojitos in the bars along Miami Beach. Next, you’ll jump in your stylish convertible and drive across the stunning Overseas Highway from Miami to Key West. Arriving in Key West, you can wander past brightly painted houses, eat fresh seafood in tiny beachfront restaurants and toast a glass of champagne on a catamaran while the sun goes down – the best way to finish a luxury Florida road trip.

    This itinerary can be tailored to suit your requirements, so please contact one of our consultants to start planning your dream American road trip.


    • Relax on the golden sands of Miami Beach            
    • Discover art deco architecture in Miami  
    • Enjoy Miami’s delicious Cuban cuisine      
    • Drive the Overseas Highway from Miami to Key West in a convertible
    • Enjoy the best of the Keys fresh seafood overlooking the ocean
    • Take a sunset champagne cruise on the waters around Key West  

    Itinerary in brief:

    • 4 nights Miami Beach     
    • 3 nights Key West   


    Day 1: Arrive Miami       

    On arrival at Miami Airport, you’ll make your own way to Miami Beach, where you’ll check into your hotel for four nights.            

    Days 2-4: Miami Beach        

    Spend a few days relaxing on this famous stretch of sand and swimming in the turquoise waves. If you’re in the market for retail therapy, Miami Beach has some of the best shopping in the country, housed in huge modern malls or tiny art deco buildings like The Webster, brimming with boutique designers and cafes. Take a wander through Wynwood, packed with galleries, clubs and street art, before finishing your day with a Cuban sandwich and a few mojitos in one of the beachfront bars.

    Day 5: Drive to Key West      

    Today you’ll pick up your rental car, an upmarket convertible, and drive from Miami to Key West on the famous Overseas Highway. Roll down the roof and feel the wind in your hair as you cruise the 113 miles down through the Florida Keys – there’s nothing quite like it! Why not stop at Duck Key for a seafood lunch overlooking the ocean before continuing to Key West, where you’ll check into your hotel for three nights.     

    Day 6: Key West    

    In Key West, life is sweet and easy, so slow your pace and soak up the atmosphere. This is a place of afternoon cocktails, colourful houses and the best seafood in the state. Why not stop into the Ernest Hemmingway Museum to see how the author enjoyed his time in Key West or hire and weave through the small sandy streets, finishing at the southernmost point of the USA – only 90 miles from Cuba! In the evening, we’ve included a catamaran cruise out on the ocean, where you’ll sip champagne and watch the sun tuck itself behind the horizon in a splash of pink and orange.

    Day 7: Depart Miami      

    Today is your final day in Florida, so you’ll drive back to Miami Airport and drop off your rental car in time to catch your onwards flight.


    The idea of Florida brings to mind clear skies and sunny days. The Sunshine State is well known for its warm weather and cheery outlook. It’s handy to remember that the hurricane season lasts between June and November, although in practice this just means that sunny days are peppered with rainy downpours and strong winds from the Caribbean. If you are planning to visit Orlando, winter is an ideal time to travel, as the amusement parks are usually quiet, with kids at school. However, December doesn’t bring beach weather, so if you’re looking to relax on the sand, March to May is the best time of year to book a trip.

    This itinerary is purely a suggestion and can be tailor-made to your requirements. Please contact us with your dates and requests, and we’ll put together a bespoke quotation for you.

    What's included
    • 7 nights’ accommodation             
    • Convertible car
    • Champagne sunset cruise             
    Not included
    • Fuel       
    • Tips and personal expenses          

    7 nights in 4*-5* accommodation.

    Hotels in this category include:

    • Mondrian South Beach

    • Key West Marriott Beachside Hotel