Itinerary Highlights
    • Tour star-studded Miami on a private tour
    • Set off in a convertible and road trip along the low-key Florida Keys
    • Discover the historic and charming Naples, with a sailing cruise or airboat safari in the Everglades
    • Keep the beach theme going with South Beach, Key West and the Gulf of Mexico

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Take the roads less driven on this ten-day Florida road trip and experience the wonders of getting off the beaten path. We’re talking drives framed with pristine sandy beaches and lots of sun, with plenty of mind-bending amusement parks and trendy art deco districts thrown in for good measure too. Visit Miami’s chic South Beach and duck into one of the many trendy bars and restaurants to refuel. Beach enthusiasts and warm water lovers needn’t worry, as you can wade through the Gulf of Mexico and bask in the coastal beauty found on the legendary beaches of Sanibel and Sarasota. Or head deeper underwater for a diving adventure in Key Largo. There are alligators to encounter in the Everglades and unforgettable rides on airboats,
before you head to Key West for all things picturesque, from the lighthouses and colourfully coated wooden houses to the famous dwelling of Ernest Hemingway, there’s plenty to see, do and experience in the ‘Sunshine State’.


Everything is 100% tailored to you


An early morning flight from the UK sees you land in Miami at midday, with a private transfer and accommodation for four nights in this star-studded location and cultural southern Florida hub. Unpack, relax and ready yourself for ten days of exploration. We can also recommend the best places to wine and dine the night away to really kickstart your holiday.

DAYS 2 to 4


The thrumming city of Miami has sun, sea and culture in abundance. Discover its labyrinth of trendy bars and restaurants, with all roads appearing to lead to the pristine stretch of coastline and warm lapping waves. Start your Miami exploration with a private half day tour with a guide (to help get your bearings) and get to know the iconic beach neighbourhoods, from the glitz and glamour of Ocean Drive to the Floridian ode to the Med found in the Spanish Village - complete with tapas and Mediterranean influenced architecture. The Coral Gables Pol are also listed among the region's must-see attractions and there are plenty of mouth-watering opportunities for foodies too. So, enjoy the time in Miami at your own leisure.



It’s time to collect your hire car and begin your Florida road trip. It’ll take two-and-a-quarter hours to complete the journey between Miami Beach and Duck Key, clocking up 109 miles in the process, but it’s worth it we promise. The road heads south and skirts the Biscayne Bay, crossing the southern tip of the Everglades. Soon, you will arrive in Key Largo, the first stopover in the Keys, best known for its John Pennekamp Coral Reef State Park (a snorkellers paradise). Then, set off on the legendary Overseas Highway, which ricochets from island to island, offering dolphin spotting as far as Islamorada. After driving through Layton, you’ll arrive at Duck Key and its marina.



You’ll be heading on down to Key West today, which has long since been the favourite haunt of famous writers like Ernest Hemingway, whose home you can visit, and Tennessee Williams. Its Eden-esque beauty has proven a great source of inspiration and nowadays this paradise between land and sea is still home to plenty of bars and cafes that have retained their ambience of yesteryear. Head to Sloppy Joe's Bar, where Hemingway enjoyed rum cocktails, and the terrace of the La Concha Hotel, where Tennessee Williams enjoyed a Ramos Gin Fizz cocktail while he wrote his works. Spend the evening sunset chasing at Mallory Square or taking to the waters and cruising with a wine and beer tasting experience, as the sun dips behind the lapping waves.



It's time to take to the roads again, with a two-and-a-half-hour drive towards the fishing mecca of the Keys: Islamorada. This coral archipelago, consisting of six islands, is back up towards the mainland, a couple of miles south of Key Largo. It's one of the last coral reefs in the Straits of Florida, making it perfect for diving enthusiasts. Non-divers still keen to take to the waters can instead enjoy a fishing trip or opt to stay on land with walks through the botanical gardens. Sampling some seafood specialities in rustic quayside cafes is a must too.



Hit the road once more, with a three-hour drive from Islamorada towards the Gulf of Mexico, or more specifically, to Naples (no, not the Italian one). A private tour of the Everglades by airboat awaits, where you’ll spend an action-packed hour in the company of a private local guide, as you discover the incredible location aboard a zippy hydrofoil. Crisscross your way through the park and get closer than ever to the incredible wildlife, you can even get up close and personal with alligators (if you’re feeling brave enough…).



Explore the Naples beach and pier, complete with crystal clear waters from the Gulf of Mexico, wander through the old town’s trendy galleries and boutiques or leave the thrum of the centre behind completely. Those in search of secluded serenity will find many nature reserves offering just that. Vast mangroves, swampy plains, unusual wildlife, hammocks and walks down wooded paths await. You could even boat trip your way to the bay of Naples in search of manatees. There are only about two thousand of these 'sea elephants' living in the warm waters of Florida, making them even more exciting to spot. However you opt to spend your Naples excursion, be sure to soak it all up and enjoy your last night, as you reminisce on a road trip well spent.

DAY 10


Sadly, it’s time to head homewards today. There are two possible routes connecting Naples and Miami. The first is two hours, covering 124 miles and running horizontally to the east of the Florida peninsula. It heads towards Fort Lauderdale, a small ‘American Venice’, with the bonus of some palm trees. The second is 20 minutes longer, but shorter geographically by 12 miles. It follows the famous Tamiami Traill, which runs through the Big Cypress National Preserve and the Everglades, before arriving directly in the heart of Miami, via its western districts. Then it’s time to return your hire car to the airport and catch your overnight flight home, arriving the next day.

A la carte


Head offshore for an outing to discover Biscayne Bay, one of the hippest locations in Florida. This original tour is enhanced with commentary on Miami's monuments as well as the other landmarks that can be seen from the Zodiac boat. A beautiful glimpse of Miami and its coast, which also provide the opportunity to discover the little known places in the bay.



A private boat trip to discover the scenery of the bay of Naples and to see manatees. There are only about two thousand 'sea elephants' living in the warm waters of Florida; these huge marine mammals look a little like dolphins and a little like sea lions, and a lot like elephants. They're herbivorous, entirely harmless, approachable and present in large numbers in the Naples region.

Optional add-on

A Rough Idea of Price

Dependent on season, accommodation and activities
The cost for this trip starts from £3,660 per person. The final cost of the trip depends on the way we tailor it especially for you. The final cost varies according to several factors, which include the level of service, length of trip and advance booking time. The exact price will be provided on your personalised quote. The average starting price for this trip is £4,020 per person.
  • International flights with a scheduled airline
  • Airline taxes and fuel surcharge
  • Airport/hotel private transfer on arrival in Miami
  • A convertible hire car for seven days
  • Three-night stay in Miami in double room (accommodation only)
  • Two-night stay in Key West in double suite (accommodation only)
  • Overnight stay in Islamorada in a garden suite (accommodation only)
  • Two-night stay in Naples in double room (accommodation only)
  • Two half-days with a Miami local, to discover the iconic neighbourhoods of Miami Beach and Wynwood
  • A sailboat and sunset cruise to Key West with wine and beer on board
  • A one-hour private airboat safari in the Everglades
  • Our local Concierge service
A few of the benefits of travelling with us
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