Explore The Best of Florida in 14 Days: Sun, Sand, And More

Author: Nidhi Sood on Apr 27,2023

Looking for an adventure-filled vacation in the Sunshine State? Look no further than our 14-day Florida itinerary! From the vibrant city of Miami to the magic of Orlando's theme parks, this itinerary takes you on a journey through the best destinations in Florida. Explore the beautiful beaches, natural wonders, and historic landmarks that make this state a top vacation spot. With plenty of exciting activities, amazing food, and unforgettable experiences, this itinerary is sure to provide a trip of a lifetime. So pack your bags and get ready for a two-week adventure from Miami to Magic in Florida!

A tour at a glance

Tour Price

Our private tours typically range from $500 - $1000 per person/per night depending on chosen hotels and room categories, vehicles used, types of tours, flight cost, time of year and other factors. Make an inquiry for a customized trip quote.

Start Planning your trip

Detailed Itinerary

Day 1: Miami Arrival & South Beach

Kick off your Florida adventure with arrival in Miami. Meet your private guide who will transfer you from the airport to your comfy hotel. Spend the day exploring the iconic South Beach, where you can soak up the sun, admire the Art Deco architecture, and enjoy delicious seafood for dinner. 

Day 2: Miami Exploration

Start your day with a visit to the Vizcaya Museum and Gardens, a stunning Italian Renaissance-style villa built in the early 1900s by James Deering. The museum features an impressive collection of European art and furnishings, as well as beautiful gardens and grounds to explore.


Next, head to Little Havana, a neighborhood known for its strong Cuban influence. Take a stroll down Calle Ocho and soak up the colorful architecture, music, and street art. Stop by Maximo Gomez Park to watch a game of dominoes played by locals or grab a cup of Cuban coffee from one of the many cafes in the area. In the afternoon, make your way to the Wynwood Walls, an outdoor art museum featuring large-scale murals and graffiti art by renowned artists from around the world. After exploring the colorful and eclectic murals, grab lunch at one of the many trendy restaurants and cafes in the area.


In the evening, head back to South Beach and enjoy a relaxing dinner at one of the many oceanfront restaurants, followed by a stroll along the famous Ocean Drive, before returning to your hotel.

Day 3: Key West Excursion

Today, embark on a day trip to the southernmost point of the continental United States, Key West. The scenic drive from Miami to Key West takes around 3.5 to 4 hours, but the stunning views of the ocean and the Overseas Highway make the journey well worth it. Once you arrive in Key West, explore the charming town's colorful streets and historic landmarks.


Visit Ernest Hemingway's home and museum, where the famous writer lived for over a decade and wrote some of his most famous works. In the afternoon, head to one of the beautiful beaches in Key West, Higgs Beach, and soak up the sun and stunning ocean views. Take a dip in the crystal-clear waters and enjoy some water sports such as snorkeling or parasailing. Return to your hotel for dinner and rest.

Day 4: Everglades National Park & Naples

Start your day early and head to the Everglades National Park, located just over an hour's drive from Miami. The park is known for its unique ecosystem, including marshes, swamps, and mangroves, and is home to a diverse range of wildlife such as alligators, turtles, and exotic birds. After exploring the park, head to the charming city of Naples, located on the west coast of Florida. The drive from Everglades National Park to Naples takes around an hour and a half.


Once in Naples, enjoy lunch at one of the many waterfront restaurants that offer fresh seafood and stunning ocean views. In the evening, explore the charming downtown area of Naples, which is known for its upscale boutiques, art galleries, and fine dining restaurants. Take in the stunning architecture and relax in the charming ambiance of this quaint town before heading back to Miami.

Day 5: Sanibel Island & Fort Myers

Head out early in the morning from Miami to Sanibel Island, which is approximately a three-hour drive away. This beautiful barrier island is known for its pristine beaches and abundant seashells. Spend the day collecting shells on the beach, biking through the lush nature reserves, or simply lounging in the sun. You can also visit the J.N. "Ding" Darling National Wildlife Refuge, which is home to a variety of native Florida wildlife, including alligators, manatees, and over 200 species of birds.


In the evening, head to Fort Myers, which is located just across the bridge from Sanibel Island. Fort Myers is known for its historic downtown district, filled with charming shops, restaurants, and museums. In the evening, head to Fort Myers for a delicious seafood dinner.

Day 6: Visiting Tampa Bay

Start your day early and drive approximately four hours from Miami to Tampa Bay. Once you arrive, head to Busch Gardens, which is an African-themed amusement park with thrilling roller coasters, animal exhibits, and live shows. After a fun-filled morning at the park, head to the Tampa Riverwalk. This pedestrian trail runs along the Hillsborough River and offers beautiful views of the city skyline. Take a leisurely walk along the riverwalk and enjoy the public art displays, waterfront parks, and scenic views.


For lunch, head to the historic Ybor City neighborhood, which is known for its Cuban heritage and delicious food. Indulge in some authentic Cuban sandwiches and coffee at one of the local cafes. After lunch, visit the Florida Aquarium, which is located on the riverfront in downtown Tampa. The aquarium is home to over 7,000 aquatic animals, including sharks, stingrays, and sea turtles. You can also participate in a behind-the-scenes tour or a dolphin encounter experience. As the day comes to a close, drive back to your hotel in Miami.

Day 7: Relax at the St. Petersburg Beach

Take a break from the hustle and bustle of the city and head to St. Petersburg Beach for a day of relaxation. The beach is located approximately thirty minutes away from downtown St. Petersburg. Spend the day soaking up the sun, swimming in the clear blue waters of the Gulf of Mexico, and enjoying the soft white sand. Have a delicious lunch in one of the many beach-facing restaurants. In the evening take a dolphin-watching tour. Return to your hotel for dinner. 

Day 8: Orlando Arrival & Universal Studios

Arrive in Orlando, which is approximately three-hour and fifty minutes away from Miami by car or 4 hours by bus. Once you arrive, head straight to Universal Studios, one of the most iconic theme parks in the world. Spend the day exploring the park, which features thrilling rides, immersive experiences, and shows inspired by popular movies and TV shows. Don't miss the chance to visit the Wizarding World of Harry Potter, where you can stroll through Diagon Alley, visit Hogwarts Castle, and even try some Butterbeer.


Take a break from the rides and indulge in some delicious snacks, such as churros, turkey legs, or Dippin' Dots ice cream. If you're looking for a sit-down meal, there are plenty of restaurants in the park, including the Leaky Cauldron and the Three Broomsticks. After a full day of fun at Universal Studios, rest up at your hotel in Orlando before continuing your adventure in Florida.

Day 9: Walt Disney World

Get ready for a magical day at Walt Disney World, which is located in Orlando, Florida. You can reach the park within thirty minutes by car from most hotels in the area. Spend the day exploring the park's four theme parks: Magic Kingdom, Epcot, Hollywood Studios, and Animal Kingdom. Each park features unique attractions, shows, and experiences that will delight visitors of all ages.


At Magic Kingdom, you can meet your favorite Disney characters, ride classic attractions such as Pirates of the Caribbean and It's a Small World, and watch the nightly fireworks show. Epcot offers a more educational experience, with exhibits and pavilions showcasing different countries and cultures, as well as innovative rides like Soarin' and Test Track.


At Hollywood Studios, you can immerse yourself in the world of Star Wars, Pixar, and classic Disney movies, with attractions like Star Wars: Galaxy's Edge, Toy Story Land, and the Twilight Zone Tower of Terror. Visit the Animal Kingdom, which features a mix of thrill rides and animal encounters, with highlights including the Expedition Everest roller coaster, the Kilimanjaro Safari, and the Avatar-themed land of Pandora.

Take a break from the park's attractions and indulge in some delicious food at one of the park's many restaurants, which range from quick-service spots to fine dining experiences. After a day of magic and adventure at Walt Disney World, head back to your hotel and rest up for your next day of exploration in Florida.

Day 10: Kennedy Space Center & Cocoa Beach

Take a trip to the Kennedy Space Center, where you can learn about NASA's history and even see a rocket launch.  After that, head to the nearby Cocoa Beach to enjoy the beautiful sandy beach and take a lesson from a local surf school. Relax on the beach and soak up the sun before heading back to your hotel.

Day 11: Sarasota & Siesta Key Beach

Hop on a private three-hour and thirty-minute drive to the beautiful city of Sarasota. Start your day with a stroll through the picturesque downtown area, which is lined with shops, galleries, and cafes. Visit the Ringling Museum of Art, a stunning museum showcasing works of art from around the world. After that, head to Siesta Key Beach, which is a short drive away. Spend the afternoon lounging on the soft, white sand and swimming in the clear, turquoise water. As the sun sets, head back to Sarasota for a seafood dinner at one of the city's many excellent restaurants. Check into your hotel for a much needed rest.

Day 12: Clearwater Beach & Tarpon Springs

Drive to Clearwater Beach, which is about two hours from Sarasota, and spend the day soaking up the sun, swimming, jet skiing, and parasailing. Enjoy lunch at one of the beachfront restaurants. In the evening, head to the charming town of Tarpon Springs, which is about 30 minutes away, known for its Greek heritage and sponge diving. Stroll along the picturesque Dodecanese Boulevard and indulge in some delicious Mediterranean cuisine. After dinner, head back to your accommodation.

Day 13: Daytona Beach

Start your day with a visit to the Daytona International Speedway, where you can take a tour of the facility. head to the Daytona Beach Boardwalk, where you can enjoy the beach, play arcade games, and ride the Ferris wheel. For lunch, indulge in some fresh seafood at one of the many beachfront restaurants. In the evening, take a stroll along the boardwalk or the beach before having another delicious seafood dinner and head back to Miami.

Day 14: Final Day in Miami

Spend the day at leisure, shopping, eating, and relaxing before your private guide transfers you to the airport to fly back home, with beautiful memories of this incredible 2-week journey in Florida.


What is the best time to visit Florida?

The best time to visit Florida is from March to May and from September to November. During these months, the weather is mild and comfortable, and the crowds are smaller compared to the peak summer months and winter seasons.

What is the weather like in Florida?

Florida has a humid subtropical climate with hot and humid summers and mild winters. Temperatures in the summer months (June-August) can reach up to the mid-90s Fahrenheit (35C) and the winter months (December-February) typically have temperatures ranging from the mid-50s to mid-70s Fahrenheit (10-23C).

What are the must-see attractions in Florida?

Some of the must-see attractions in Florida include the theme parks of Orlando (such as Walt Disney World, Universal Studios, and SeaWorld), the beaches of Miami and the Florida Keys, Everglades National Park, Kennedy Space Center, and St. Augustine's historic district.

Is it safe to travel to Florida?

Florida is generally a safe place to travel, but as with any destination, travelers should take precautions to keep themselves and their belongings safe. It's always a good idea to be aware of your surroundings and to take basic safety measures, such as locking doors and windows and not leaving valuables unattended.

What is the best way to get around Florida?

The best way to get around Florida is by car, either by renting a car or bringing your own. Florida is a large state with many attractions spread out over long distances, so having a car gives you the freedom to explore at your own pace. However, there are also options for public transportation, such as buses and trains, and ride-sharing services like Uber and Lyft are also available in most cities.

Learn more about leisure plans

Signup for Exclusive Deals

Exclusive access to private sales, customized specials & more

Book Now