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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Frances
Kadie is there for us on every occasion and delivers whatever we are looking for in an efficient and friendly way that cannot be beaten.
Posted 1 week ago -
Grant
I contacted eShores on a reccomendation and I was not dissapointed. The level of service was the best I have encountered. Needless to say we have booked our holiday with them. A special thanks to Laura who was very helpful and understanding of our needs. Many Thanks Grant J
Posted 1 week ago -
Anthony
As always, a thoroughly professional service. We have booked a number of times through e shores and they endeavour to go the extra mile to ensure complete satisfaction
Posted 1 week ago -
Julie
We cannot thank Emily at eShores enough for her outstanding service in planning our holiday to Kuala Lumpur and Langkawi next March. From the moment we made our initial enquiry online, she was quick to follow up with a phone call. Emily listened attentively as we shared our interests in multiple-centre destinations and our preferred travel dates. With her first-hand experience in one of the locations, she provided invaluable advice that helped us make informed decisions. She sent us an initial quote that included various hotel options across different budgets, allowing us to choose what suited us best. Throughout the planning process, we exchanged numerous questions and queries, and Emily always responded with warmth and patience, making us feel that nothing was too much trouble. Her approachable and supportive communication made the experience enjoyable, and we felt guided every step of the way. Thanks to Emily, we have a fantastic booking in place, complete with all transfers from the airports to our hotels organised seamlessly. We’re extremely excited about our upcoming trip without the stress of planning it ourselves. We highly recommend Emily and eShores to anyone looking to book a holiday. Thank you, Emily, for making this process so easy and enjoyable! Best wishes, Julie and Paul Jackson
Posted 1 week ago -
DerekMichael
Prompt and efficient service, catering to our requirements.
Posted 1 week ago -
Rebecca
We haven't taken our holiday, yet but to date our consultant, Rachel, has been fantastic! Rachel has delivered on all communication promises, always contacting us as promised. She has been more than happy to answer all questions, even daft ones, and been incredibly professional at all times. If our holiday is as good as the service recieved to date then we will be thrilled to bits.
Posted 1 week ago -
Anonymous
Efficient, helpful and friendly service from Nick who understood what we were looking for and made excellent suggestions. Easy booking process.
Posted 1 week ago -
CarolynMary
I have only just booked my trip to Italy with eShores and paid my deposit. I hope that all will go well in September but I can't comment on that yet. However, I can comment about your travel advisor, Nick. He has been absolutely excellent throughout. I originally contacted you in November about a different holiday in Italy but had to pause proceedings when my inheritance didn't come through soon enough. Nick had designed and tweaked the trip and was so patient and helpful with my questions and changes. Then when I changed the trip in April again he was so helpful and patient. He is a credit to your company!
Posted 2 weeks ago -
Latif
Laura , spent alot of time as i changed holiday location pleased , booked for september 2025 to Eastern Algarve. paid deposit. request for balance 12 weeks before travel. British Airways holiday bookings ask for balance 4 weeks prior to travel . eShores ought to mirror BA for competitinion,
Posted 2 weeks ago -
Jane
Excellent service...they arranged our trip quickly and we're available to make amendments as required. Very good efficient service
Posted 2 weeks 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!