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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Brilliant service - did what I wanted without being pushy. Used before and will use again
Great service always willing to find the best accommodation to suit your needs at the best price to suit your budget. I've been booking holidays with eshores now for 10 years and never been disappointed and will continue to do so.
Anna has arranged two holidays for us now and she has been amazing with all her attention to detail.
Excellent service throughout. Andy was great help the whole time . Answered all our emails quickly. We couldn’t have asked for more. Thank you eshores. We can’t wait for our tailor made holiday next year. Will be telling all our friends about the company
Gresg prompt communication. All explained lovely do far. Really well tailored itenararies with flexibility and a grest price. So far very impressive.
Kelly has organised me a couple of really nice twin holidays. She listens to all my requirements and acts on them, finding me fantastic holidays. Highly recommend,
This is my third holiday booked with Emma and my fourth with Eshores in total can’t fault the service and know we’re in good hands with Emma ,courteous ,respectful and professional in all my dealings with here ,would definitely recommend 💯 percent 😊
This is the second holiday we've booked through eShores. They are a top travel agent as far as we are concerned, we've booked two completely bespoke holidays through them and are in the process of booking a third. Both Michelle and Nadine have been more than helpful with meeting our requirements, nothing has been too…
Really easy and pleasant booking experience So far so good due to fly out in January.
First class service from Michelle for the second holiday she has planned for us .. brilliant communication, excellent skills and good knowledge along with great professionalism..
We sent our desired itinerary for a trip to Singapore and Australia and Rachel created a package for us including flights, hotels, transfers to meet our budget, discussing various options with us as required. Couldn’t have asked for a smoother booking experience, looking forward to the trip next year.
I have booked with Nick at EShores several times now and nothing is too much trouble. His prices are extremely competitive and we have never had any problems with flights & private transfers. Booked with him again this week to South America and he managed to upgrade us to ocean view room in one place…
We have used eShores to manage our holidays for the last few years. Hannah is our consultant and she provides a first class service. Would highly recommend.
So far so good,just booked and Kadie seems to know her stuff. Prompt in replies.
Fantastic service, very knowledgeable, find great value holidays without any pressure to buy
Andy and Claire was very helpful and Helped sorting my trip for 2026 Thanks to both
Great service and costs. The staff are excellent they are knowledgeable and very very helpful. I have used them many times and have recommended them to my friends I will continue to use them in the future
Just booked a holiday for two to Argentina and Brazil. Absolutely brilliant service. Kadie [rovided lots of help and support whilst making choices. Cannot wait for the holiday.
Michelle, is as always so helpful and friendly.
I have been using this company for nearly 20 years now and I have always received amazing service , all the staff are great and very reactionary to any issues and prompt whilst dealing with enquiries and bookings !i look forward to my continued rely with them ! Rick