4 Nights – Orlando
3 Nights – Tampa or Clearwater/St. Pete
2 Nights – Sarasota
4 Nights – Naples
3 Nights – Key West
3 Nights – Miami
Don’t fancy Orlando? Fly to Tampa to start your adventure there, either reducing the duration of the trip or spending longer at some of the other stops.
Option to visit the Florida Everglades.
✈️ UK – Orlando (4 nights): Your adventure will begin in Orlando, home to some of the world’s biggest and best theme parks. Whether you want to experience the magic of Walt Disney’s parks, including Magic Kingdom, Epcot, or Animal Kingdom, or immerse yourself in the world of Harry Potter at Universal Studios, there’s so much to see and do. But Orlando isn’t just about theme parks. Take a break with a round of golf at one of the world-class courses or indulge in a shopping spree at one of the huge malls.
🚗 Tampa – Clearwater/St. Pete (3 nights): After soaking up the excitement of Orlando, you’ll swap the theme parks for some R&R on Florida’s Gulf Coast. Whether you choose Tampa, Clearwater, or St. Pete Beach, you’ll find huge stretches of soft sand and calm waters. This coast faces west, so each day ends with a spectacular sunset view over the ocean. Tampa, the largest of the three, has more of a city feel, with a lively downtown, fantastic restaurants, museums, and attractions such as Busch Gardens. Perfect if you’re still in the mood for a few more rides or want a bit of culture. Clearwater Beach, with its lively atmosphere, is busier and more resort-like, especially around Pier 60, where you’ll find sunset festivals and street performers. A little further south, St. Pete Beach offers a quieter, more laid-back vibe. It’s ideal for families, with clean, uncrowded beaches perfect for sunbathing, beach walks, and spotting sand dollars in the shallows. While you’re in the area, visit the Clearwater Marine Aquarium, once home to Winter the dolphin, famous for her prosthetic tail and inspiring story. Although Winter passed away in 2021, her legacy lives on at the centre which supports marine conservation and education.
🚗 Clearwater/St. Pete – Sarasota (2 nights): From the Gulf Coast, you’ll take the short drive south to Sarasota. The beaches here are considered some of the best in the state, with Siesta Key often topping national ‘best beach’ lists for its pure white sand and shallow waters. You can also enjoy live music and watch the sunset at Siesta Key Village, a lovely area of shops, restaurants, and tiki bars just steps from the beach. Sarasota is also home to the renowned Ringling Museum of Art, which has collections of European art and a beautiful circus museum. The Ringling’s legacy is tied to P.T. Barnum’s legendary circus, which inspired the film The Greatest Showman. Explore the beautifully restored circus wagons, original costumes, props, vintage posters, and memorabilia from famous circus acts. The museum’s gardens are equally enchanting, with statues, fountains, and a secret garden where John and Mable Ringling are buried.
🚗 Sarasota – Naples (4 nights): Next, you’ll head to Naples on Florida’s southwestern coast. This charming town is known for its upscale shopping, fine dining, and pristine beaches. Popular beaches include Vanderbilt Beach, with its soft, white sands, and Clam Pass Park, which has a boardwalk through mangrove trees leading to a quiet stretch of beach. You can also take a tram directly to the beach if you prefer not to walk. In downtown Naples, the iconic Naples Pier, dating back to 1888, offers stunning ocean views, especially at sunset. A short stroll from the pier, Fifth Avenue South boasts boutique shops, art galleries, and outdoor cafés. Perfect for relaxing with a drink and soaking up the atmosphere. Naples also serves as a great base for exploring the Everglades National Park, Florida’s famous wetlands. The nearest entrance at Everglades City is only about an hour’s drive away, where you can take airboat rides through the maze of mangrove waterways and spot alligators hiding in the reeds and a wide array of birds.
🚗 Naples – Key West (3 nights): From Naples, you’ll head to Key West, the southernmost point of the USA’s mainland. The journey takes about 5 or 6 hours, but the drive itself is a highlight. First, you’ll pass through the heart of Everglades National Park along the Tamiami Trail, offering breathtaking views of this wild, untamed landscape. If you’d prefer a faster route, you can take the I-75 (Alligator Alley). Then, as you head further south, you’ll travel along the Overseas Highway, with stunning views of turquoise waters and the chain of islands that make up the Florida Keys. Key West itself is one of the more characterful islands in the archipelago, known for its historic charm, lively streets, and laid-back beaches. It was also the home of author Ernest Hemingway, now a museum, where you can explore the rooms where he lived and worked, filled with personal artefacts. Another highlight is the sunset celebration at Mallory Square, where locals and visitors gather each evening to watch the sun set behind the Gulf of Mexico. The square comes alive with street performers, food stalls, and activities. Just off the coast, the coral reefs offer wonderful opportunities to snorkel or dive among colourful fish, sea turtles, and occasional manatee, with plenty of boat trips on offer.
🚗 Key West – Miami (3 nights): You’ll finish your Florida road trip on a high in the energetic city of Miami. This fascinating place blends beautiful beaches, Latin culture, and an exciting nightlife scene. Explore the creative heart of the city in Wynwood, home to Wynwood Walls, which is an outdoor museum featuring massive murals and graffiti by some of the world’s top street artists. Also head to the Cuban-influenced Little Havana, known for its bright murals, Latin music, deliciously strong coffee, and lively streets. For some relaxation, head to the famous South Beach and soak up the rays, or people-watch along Ocean Drive and admire the Art Deco architecture while enjoying the lively cafés. A great way to get around the city is on the Miami Trolley, which allows you to hop on and hop off at various stops, giving you the freedom to explore at your own pace.
✈️ Miami to UK: Time to pack your suitcases, return the hire car and head back to the UK, having experienced some of the best of Florida’s theme parks, wildlife, beaches, and culture.
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Matt was very knowledgable and put together an itinerary really quickly, which was competitively priced! Impressed so far!
Nadine was a joy to deal with. We changed our mind a few times but she was always there to offer help and requote. Pleasure to deal with someone also so down to earth...
I have recently booked a multi centre holiday with Nick at eShores. He was great, he advised me with a few different destinations and timescales for each stop, with different price options also. Nothing was set in stone and I’m now looking forward to a wonderful holiday in Croatia.
This is the 1st time I have used Eshore or even booked a holiday online. Emily was so helpful. Nothing was too much trouble. Everything I asked for was dealt with by Emily professionally and with care and consideration. I would definately use her again in the future if this type of holiday was required…
Trip to Baltic capitals in June, options well presented and discussed and organised for me. Looks spot on & I've used eShores last year too so I expect it will prove to be a good trip.
Claire was fantastic at eShores. She managed to tailor my holiday exactly to my requirements and was well below my budget. She managed to find me hotels with easy train/airport access in the different cities I will be staying at in France. This was very important to me. Wonderful service and I will definitely be…
I recently booked my holiday and I couldn’t be more pleased with how everything was handled from start to finish. The entire process was smooth, efficient, and completely stress-free. Every detail was clearly explained, and all my questions were answered promptly and professionally. What really stood out was the excellent communication throughout. I was kept…
Excellent service, Anna was a joy to work with, very pleasant and polite, she couldn't do enough to help me find the perfect holiday. Much appreciated, thank you Anna.
Nick made the process easy, taking into consideration any requests. No pressure and we’re looking forward to our 2027 adventure!
Hannah is always extremely helpful and professional and keeps us up to date on our options.
Very happy with holiday choice and the way our preferences were taken into consideration .All our questions were answered and we were made to feel at ease. Would happily book with them again
So far an excellent experience can’t fault your efforts to find us our dream getaway John. Linda
Brilliant service, competitive pricing and always available to advise or modify your itinerary
Thorough professional service in arranging all our travel and accomodation requirements.
Booked another trip with Eshores, Nick is our agent, always willing to help with choosing locations, finds great hotels and builds our holiday to our specifications and budget. We’ve been booking with Nick for a few years now and he never disappoints. Thank you!
The agent who organised my holiday was friendly, kind and very efficient - a delight! She gave me exactly what I asked for without raising any issues and for a good price. Can't do better than that!
Booked my second holiday cruise with Dave. He spent lots of time and described everything in detail. Made me feel very comfortable before I booked the cruises. One bring a 67 day cruise and the other a New Years cruise. So I was spending a lot of money. He went above and beyond my expectations.…
Kelly Bennett has been amazing each and every time, she takes the time to listen and understand the requirments and always delivers. 10 out 10 every time.
2nd time booking with eShores and they didn't dissapoint. Following our amazing holiday (1st booking) to Malaysia/Borneo we contacted Dave with an initial enquiry for an Australian multitrip holiday; compared to others Dave and team offered great knowledgeable, experienced advise and delivered an itinerary fully reflective of our wishlist travelling with a great airline and…
Just booked a holiday for later in year. I have total confidence on Hannah arranging yet again. Fab service given.