Miami to the Florida Keys

10 night self-drive holiday exploring Miami to Key West, the southernmost tip of the USA

Fly into the Sunshine State and enjoy a few nights in the trendy Miami Beach before heading down one of the most amazing roads in the world through Key Largo and Islamorada down to Key West, the most southern point in the USA. You’ll then drive back to Miami for your flight home. This trip is easily customisable; perhaps you’d like to fly into Orlando to spend a few days at the theme parks or maybe you’ll take a couple of days to explore the Everglades National Park.

Remember - All our holidays can be shortened or extra nights added or modified with upgraded hotels, car etc. We love building tailor made road trip holidays!

Fly into and
out of Miami

340 miles

Includes flights, car &

miami florida keys holiday

Our 10 Night Miami to the Florida Keys holiday starts and ends in Miami: Miami (4 nights), Islamorada (1 night), Key West (3 nights), Key Largo (2 nights)

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Your Itinerary

miami flydrive

Days 1 - 4:
Miami Beach (4 nights)

You’ll arrive in Miami and settle down at your hotel for 4 nights in trendy South Beach. You may want to relax on one of the gorgeous beaches or do a bit of shopping. We can recommend taking a walk down Ocean Drive enjoying the many art-deco buildings. We can supply a great art-deco self guided walking tour for you at no extra charge.


South Beach,
Miami, FL

3 Star

florida flydrive

Day 5:

Islamorada is known for its sport fishing and, as you’d expect fresh seafood is the highlight of the Islamorada restaurant scene. Visit a tropical themed bar to take in the Florida Keys ambiance, take in the fine art and music while wandering through the Art and Cultural District, or just relax around and enjoy this beautiful part of Florida.



3 Star

key west road trip

Days 6 - 8:
Key West (3 nights)

Continue along the “Overseas Highway” which connects the Florida Keys until the end of the road in Key West where you’ll stay for three nights. Enjoy the laid back atmosphere and the gorgeous sunsets at Mallory Square. You’ll want to see the Southernmost Point; a large concrete buoy and also visit Ernest Hemmingway’s house while you’re here.


Key West,

3 Star

florida keys road trip

Days 9 & 10:
Key Largo (2 nights)

Head back along the “Overseas Highway”, the breathtakingly scenic road made up of bridges connecting the many islands together and take in the stunning views until you arrive in Key Largo. You’ll stay here for your final two nights in Florida. 


Key Largo,

3 Star

florida fly drive

Days 11 & 12:
Key Largo & Fly Home

There’s plenty to do in Key Largo. We highly recommend visiting the Key Largo Hammock Botanical State Park and the John Pennekamp Coral Reef State Park and there are various wildlife sanctuaries in the Key Largo area. In the afternoon you’ll take the 60 mile trip back to Miami and this evening you’ll catch your overnight flight back to the UK.




everglades holiday

Everglades National Park, FL

Just west of Miami, the Everglades National Park covers 1.5 million acres of swampland. Enjoy this stunning and unique environment which is home to a variety of wildlife including Alligators!

orlando florida holiday

Orlando, FL

Orlando is less than 250 miles north of Miami. Why not fly into Orlando instead of Miami and add an extra few days at the beginning of your trip to visit Universal Studios or Walt Disney World?

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All per person prices (pp) shown on this website are based on two adults sharing. Where hotel ratings are shown, these are US ratings, half stars are rounded up to the next full star. RouteTrip USA and RouteTrip are registered trademarks of RouteTrip USA Ltd. *T&Cs Apply. **Subject to availability. ***On request, subject to availability and refundable deposit required. Client monies for flight inclusive bookings taken on or after 1st April 2021 are protected by a trust scheme provided by Protected Trust Services, any bookings before this date remain protected under our ATOL license  and insurances.