This 2-week road trip through Southern Florida combines pristine beaches, Everglades adventure, and lively cities – with plenty of time to relax and explore.
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Itinerary
3 Nights – Fort Lauderdale
4 Nights – Key West
4 Nights – Naples
3 Nights – Miami
Option to visit the Florida Everglades.
✈️ UK to Fort Lauderdale (3 nights): Your Southern Florida adventure begins in Fort Lauderdale, a city often overshadowed by Miami but a true treasure in its own right. Known as the ‘Venice of America,’ Fort Lauderdale is famous for its extensive canal network that winds through the city. A great way to ease yourself in and to get the lay of the land is to take a water taxi, gliding past millionaire mansions and mega yachts that line the shores. For some relaxation, head to Fort Lauderdale Beach with its soft sands and ocean breeze. The area is home to various luxurious beachfront hotels, providing an ideal base to enjoy the beauty of the beach and the atmosphere of the city. When it comes to shopping, dining, and culture, Las Olas Boulevard is the place to be, with cafés spilling out onto the pavement, trendy art galleries, and chic boutiques.
🚗 Fort Lauderdale to Key West (4 nights): From Fort Lauderdale, you’ll head south and follow the legendary Overseas Highway towards the stunning Florida Keys. This isn’t just any old road! This iconic, island-hopping route stretches 113 miles, crossing 42 bridges, weaving you through the islands of the Keys. As you head towards Key West, you’ll be surrounded by shimmering turquoise water on both sides of the road. For a pitstop on the way, consider taking the short detour to John Pennekamp Coral Reef State Park on Key Largo. It’s the first underwater park in the USA where you can snorkel among the colourful coral reefs. After crossing the epic Seven Mile Bridge, you’ll eventually arrive in Key West, the southernmost point of mainland USA. Key West is known as one of the more characterful islands of the archipelago with its vibrant streets, lively atmosphere, and laid-back feel. Visit Ernest Hemingway’s former home (complete with six-toed cats), and the Southernmost Point marker. The beaches here are fringed with palm trees and perfect for swimming and relaxing. The snorkelling is also excellent with various options: Head offshore to Sand Key, stay close to shore at Fort Zachary Taylor State Park, or take a day trip to the pristine waters of Dry Tortugas National Park. In the evening, make your way to Mallory Square for Key West’s famous Sunset Celebration. Every day, people gather here to watch the sunset, and the whole waterfront area comes alive with street performers and musicians, with food and drink stalls rounding it off. This is the perfect chance to enjoy the local fresh seafood and a slice of the iconic Key lime pie.
🚗 Key West to Naples (4 nights): Next, you’ll cross the state to the Gulf Coast and head for Naples. This elegant seaside town is known for its well-kept beaches, high-end shopping and dining, and pretty downtown area with pastel-coloured buildings. Popular beaches include Vanderbilt Beach, with its powdery white sand and clear, calm waters, and Clam Pass Park, where you can stroll along a boardwalk through a mangrove forest to a quiet beach. If you prefer not to walk, there is a free tram service to take you directly to the beach. In the heart of downtown, you’ll find the iconic Naples Pier (built in 1888), offering spectacular views of the Gulf and ideal for fishing, dolphin watching, or simply enjoying the sunset. Just steps from the pier, Fifth Avenue South is home to boutique shops, art galleries, and al fresco cafés. So grab a drink, enjoy the laid-back atmosphere, and indulge in some people-watching whilst soaking up the rays.
🚗 Key West to Miami (3 nights): Your final stop is Miami but getting there is half the adventure. We recommend that you take a slight detour on your drive east through the Big Cypress National Preserve and the Everglades. This route adds a little bit of extra time to your drive, but it’s definitely worth it to experience this unique ecosystem teeming with wildlife, including alligators, manatees, and herons. The most iconic way to explore the Everglades is to take an airboat trip and glide over the sawgrass plains with an experienced guide to help you spot the wildlife hiding in the reeds and shallow waters. Once you reach Miami, you’ll feel the pace shift to the city’s electric energy, with each area offering its own distinct vibe. Wander the mural-covered streets of Wynwood, grab a strong Cuban coffee in Little Havana, or soak up the sun while watching the classic cars cruise by on Ocean Drive. Take a boat tour around Biscayne Bay to admire the millionaire homes on Star Island or head to the gardens of Vizcaya Museum & Gardens. Miami has an excellent dining scene whether you’re indulging in fresh seafood, Cuban cuisine, or Michelin star restaurants. At night, the energy ramps up as the city comes alive with cocktail lounges, rooftop bars, and trendy clubs – a wonderful finale to your trip.
✈️ Miami to UK: Capping off your Southern Florida road trip, you’ll head to the airport for your flight back to the UK.
Why choose eShores?
One to One Service
Our experienced personal travel consultants will ensure you find the most suitable holiday, whilst taking care of every last detail. Everything from start to finish will be effortless.
100% Tailor Made
We can use any hotel, in any destination, so we will craft an itinerary to suit your exact needs. Also, as we can provide any itinerary, the only holiday we'll offer, is the one that's right for you.
Fully Protected
Our ATOL bonding provides you with the financial protection you need and as a member of the Travel Trust Association, you'll have 100% financial protection. Covering you for any eventuality.
Competitive Pricing
As a tour operator & travel agent, we'll search the market to ensure that we find you the best price. Also as an online business, we can ensure our prices are as competitive as possible.
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Michael
Laura has been very helpful in assisting us twice and responds quickly to our many queries. Our recent holiday to Lake Garda was a great success and we hope Madeira next year will prove likewise
Posted 19 hours ago -
DeborahChristine
Excellent service from start to finish. Our hotel package was designed totally to our requirments. Matt was super efficient and was more than happy to go that extra mile to ensure our package was the best..i would definitely recommend eShores and i will be using them again in the future.
Posted 22 hours ago -
Peter
Nick was a pleasure to deal with, He was patient and happy to make changes to our trip several times, I'd recommend dealing with him and eshores, Thanks nick
Posted 1 day ago -
Geoffrey
Have used E-Shores for years & always been very pleased. I have mainly booked all my trips with Dave, who has always been excellent & seems to go the extra mile in all my dealings with him. All the flights, hotels & transfers have run like clockwork. Fantastic service.
Posted 2 days ago -
Anonymous
Chris was excellent, patient and efficient.
Posted 2 days ago -
Paul
Booking process really good & Michelle was exceptionally helpful in getting the trip booked to our requirements
Posted 3 days ago -
Susan
As always Dave came back to us quickly. He has come up with everything we wanted for our holiday to Italy next June. He is so helpful. It’s such a pleasure to book through Eshores.
Posted 4 days ago -
MartynPaul
My wife and I are independant travellers who did not want to be part of a larger tour group although we needed some help with the itinerary - flights, hotels, transfers etc. This is where eShores came in to the picture. I found the entire booking process to be a very positive experience primarily because we were assigned a dediacted travel advisor who remained with us as the sole point of contact throughout the entire process. Kelly was friendly, knowledgeable and responded back to any query promptly. We discussed some initial ideas over the phone and then she e-mailed me various options and we finally selected a trip to Cambodia and South Vietnam. Overall a brilliant service from Kelly and the eShores team (ps We are yet to take the trip but will report back on how the itinerary works out in practical terms when we head out in 2026)
Posted 4 days ago -
Helen
We have booked our honeymoon to Lake Como in Italy through eShores and Anna was brilliant, she found exactly what we wanted for better value for money than other webistes I came across, and made the whole experience so simple!
Posted 5 days ago -
RosemaryAnne
Brilliant travel company, Dave listens carefully to what you would like then gets it sorted to your budget. Very pleased with the quote.
Posted 6 days ago
Talk To The Experts
Your personal travel consultant will get to know your needs, ensuring they find you the most suitable holiday, at the best price!