Free Florida Road Trip Itinerary Template

Florida Road Trip Itinerary

This itinerary offers a diverse range of experiences, from the vibrant city life of Miami to the historic charm of St. Augustine, with plenty of opportunities to explore Florida's beautiful beaches, natural wonders, and iconic attractions along the way.

Day

Destination

Activities

Day 1

Arrival in Miami

  • Arrive in Miami, known for its vibrant culture, beautiful beaches, and lively nightlife.

  • Spend the day exploring South Beach, with its iconic Art Deco architecture, white sand beaches, and bustling Ocean Drive.

  • Visit the Wynwood Walls, an outdoor street art museum showcasing colorful murals by renowned artists.

  • Enjoy dinner at a waterfront restaurant in Coconut Grove or Brickell, sampling delicious Cuban cuisine.

Day 2

Miami to Key West

  • Depart Miami early and embark on the scenic drive along the Overseas Highway to Key West.

  • Stop at Key Largo for snorkeling or diving in the crystal-clear waters of John Pennekamp Coral Reef State Park.

  • Continue your journey through the picturesque Florida Keys, stopping at roadside seafood shacks for conch fritters and key lime pie.

  • Arrive in Key West in the afternoon and check into your hotel.

  • Spend the evening strolling along Duval Street, known for its eclectic shops, lively bars, and historic landmarks like the Ernest Hemingway Home and Museum.

Day 3

Key West

  • Explore Key West's historic sites, including the Southernmost Point, Mallory Square, and the Key West Lighthouse.

  • Visit the Key West Butterfly and Nature Conservatory, home to thousands of exotic butterflies and tropical plants.

  • Relax on the sandy shores of Smathers Beach or Fort Zachary Taylor State Park.

  • In the evening, catch a breathtaking sunset celebration at Mallory Square, complete with street performers and live music.

Day 4

Key West to Naples

  • Depart Key West and drive north along the scenic Gulf Coast to Naples.

  • Stop at the picturesque Bahia Honda State Park for swimming, snorkeling, or kayaking in the turquoise waters.

  • Continue your journey to Naples, known for its upscale shopping, dining, and pristine beaches.

  • Check into your hotel and spend the evening exploring downtown Naples, with its charming boutiques, art galleries, and waterfront restaurants.

Day 5

Naples to Orlando

  • Depart Naples and drive east to Orlando, home to world-famous theme parks and attractions.

  • Spend the day exploring Walt Disney World Resort, including Magic Kingdom, EPCOT, Disney's Hollywood Studios, or Disney's Animal Kingdom.

  • Alternatively, visit Universal Orlando Resort to experience thrilling rides and attractions at Universal Studios Florida, Islands of Adventure, and Volcano Bay.

  • In the evening, enjoy dinner and entertainment at Disney Springs or Universal CityWalk.

Day 6

Orlando to St. Augustine

  • Depart Orlando and drive north to St. Augustine, the oldest city in the United States.

  • Explore St. Augustine's historic district, home to centuries-old Spanish colonial architecture, cobblestone streets, and landmarks like the Castillo de San Marcos and the Fountain of Youth Archaeological Park.

  • Visit the St. Augustine Lighthouse and Maritime Museum for panoramic views of the coast and interactive exhibits on maritime history.

  • Enjoy dinner at one of St. Augustine's waterfront restaurants, overlooking the scenic Matanzas Bay.

Day 7

Departure

  • Enjoy breakfast at a local café in St. Augustine before departing for your onward journey.

  • If time allows, make a quick stop at the picturesque town of Fernandina Beach on Amelia Island for shopping and sightseeing.

  • Depart from Jacksonville International Airport or Orlando International Airport, depending on your travel plans.

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