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.
Your personal travel consultant will get to know your needs, ensuring they find you the most suitable holiday, at the best price!
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Absolutely love eshores just booked my 3rd holiday for September...Matt who deals with all my holidays is absolutely a great guy he looks for the greatest deals for you and always helps you with your itinerary on the phone even if I call eshore all staff are all lovely and helpful. 5 stars *****
Anna was so helpful in helping us sort out our Thailand trip. We ended up getting it cheaper than expected and also for longer taking in Kuala Lumpur. Highly recommend them.
Chris helped us plan our honeymoon to the Caribbean. We’ve never been to the Carribean before but Chris was really knowledgable of the different areas & resorts and helped us decide on what islands to visit. He also found us a great hotel & arranged all flights / transfers. Overall a really great expedience and…
Such a great experience booking with Claire at eshores. Clair spent ages helping us create the perfect city break. It made the whole thing so much easier to do as all parts of the travel and hotels were sorted out for me. Great service.
Our contact and handler for our Thialand itinerary Michelle is very knowledgeable and give id sound advice on our trip and itineraries. She went above and beyond to get what we wanted. We just have to wait for November now to enjoy it. Highly recommend and very reasonable price for what we are having.
Booked a trip to Indonesia with e shore . Super helpful and knowledgable . Couldn’t ask for more , after care superb . Thanks a million .
Great service , quick and efficient and also very accommodating.
Brilliant service from Andy, sorted us out a holiday to Bali at a great price, made everything so straightforward & can’t wait to go now !! Really impressed - cheers Andy !!
This company was recommended to us by a family member who had used its services about five or six years ago so as we were planning to go to Malaysia next year and we had never travelled to Asia decided to contact them. We were served by Senior Travel Consultant Chris Eaves who discussed our…
Nick was fantastic! I explained what I wanted to do and he quickly gave me a range of options. He completely understood what I was looking for and sorted it out quickly and efficiently. Great service.
Booked a trip to Japan last year, and just booked a return with them. So clearly we were happy with their service. Emma is excellent at planning and arranging.
Emma found everything we needed for our tour of Italy
Was very impressed with Eshores booking my recent holiday , communication was great, no pushiness into booking and making decisions, was helpful in changing things around until the trip was just right , would certainly use again …
Excellent and knowledgeable service!
Andy provided a great itinerary for our planned trip to Thailand . Very accomomdating in ensuring our budgets and required destinations were met . We have used Andy 3 times now and have been very happy with the service and the holidays that we have enjoyed . Will use again /
This is the second holiday booked with you and Chris has an enormous amount of information and so helpful in selecting the right itinerary for our needs giving us confidence in our choice. Looking forward to our trip to Bangkok Loas and Hanoi
Once again 5* brilliance
I spoke with Matt, who was amazing. I told him what I was looking for, and he sent me the quote which was exactly what I had in mind. The booking process was very straightforward and the service so far has been excellent.
Kadie at eShores is really helpful and responds to enquiries really quickly. We used them for a trip to Turkey in 2025, all tranfers went smoothly and the chosen hotels were lovely and of good value. I defintely recomend them
Claire has been very helpful and knowledgeable dealing with our recent enquiry and booking ..she has returned my phone calls as promised and I know I am able to contact her if the need arises ..which it probably will between now and our holiday in Jan '27 😊