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Florida City Experiences Itinerary

Viewed by 55 travelers
Wednesday, November 15: Miami

Start your trip in Miami, a vibrant city known for its diverse culture and stunning beaches. In the morning, head to South Beach and take a leisurely stroll along the iconic Ocean Drive, lined with Art Deco buildings and trendy cafes. In the afternoon, explore the lively neighborhood of Little Havana, known for its Cuban influence and authentic cuisine. As the evening sets in, visit the Wynwood Walls, an outdoor street art museum showcasing vibrant murals by local and international artists.

  • South Beach: $0, 2 hours
  • Little Havana: $0, 2 hours
  • Wynwood Walls: $0, 1 hour
Thursday, November 16: Orlando

Today, embark on an adventure in Orlando, home to world-famous theme parks. In the morning, visit the magical world of Walt Disney World, exploring iconic attractions like Cinderella Castle and Space Mountain. In the afternoon, head to Universal Orlando Resort and experience thrilling rides and attractions in the Wizarding World of Harry Potter. As the evening approaches, enjoy a dinner show at Medieval Times, where you'll witness knights, jousting, and a four-course feast.

  • Walt Disney World: $200 (estimated for one-day ticket), 8 hours
  • Universal Orlando Resort: $150 (estimated for one-day ticket), 8 hours
  • Medieval Times: $70, 3 hours
Friday, November 17: Key West

Escape to paradise by heading to Key West, the southernmost city in the continental United States. In the morning, take a leisurely stroll along Duval Street, known for its vibrant atmosphere and unique shops. In the afternoon, visit the Ernest Hemingway Home and Museum, where the famous writer lived and wrote for over a decade. As the evening sets in, witness a stunning sunset at Mallory Square and enjoy the lively street performers and vibrant energy.

  • Duval Street: $0, 2 hours
  • Ernest Hemingway Home and Museum: $14, 1 hour
  • Mallory Square: $0, 1 hour
Saturday, November 18: Tampa

Explore the vibrant city of Tampa on the west coast of Florida. In the morning, visit the lively neighborhood of Ybor City, known for its rich history and cigar heritage. In the afternoon, head to Busch Gardens Tampa Bay, a thrilling theme park with exhilarating rides, animal encounters, and live entertainment. As the evening approaches, enjoy a scenic riverwalk along the Hillsborough River, with beautiful views of the city skyline.

  • Ybor City: $0, 2 hours
  • Busch Gardens Tampa Bay: $100 (estimated for one-day ticket), 8 hours
  • Riverwalk: $0, 1 hour
Sunday, November 19: St. Augustine

Immerse yourself in history by visiting St. Augustine, the oldest continuously inhabited city in the United States. In the morning, explore the Castillo de San Marcos National Monument, a historic fort overlooking the Matanzas Bay. In the afternoon, stroll along St. George Street, a pedestrian-only thoroughfare with charming boutiques and eateries. As the evening sets in, take a scenic boat tour along the Matanzas River and witness the city's beautiful waterfront.

  • Castillo de San Marcos National Monument: $15, 2 hours
  • St. George Street: $0, 2 hours
  • Matanzas River boat tour: $30, 1 hour
Monday, November 20: Miami

Return to Miami for a final day of city experiences. In the morning, visit the vibrant neighborhood of Coconut Grove, known for its beautiful parks and outdoor spaces. In the afternoon, explore the iconic Art Deco District in South Beach and admire the colorful architecture. As the evening approaches, indulge in a delicious seafood dinner at a waterfront restaurant overlooking Biscayne Bay.

  • Coconut Grove: $0, 2 hours
  • Art Deco District: $0, 2 hours
  • Seafood Dinner: $50, 1 hour

Hidden Gems and Local Favorites

When exploring Florida's cities, don't miss the opportunity to visit some off the beaten path attractions and discover local favorites. In Miami, head to the Pérez Art Museum Miami, a contemporary art museum located in a stunning waterfront building. In Orlando, visit the Orlando Museum of Art, showcasing a diverse collection of artworks. In Key West, take a guided walking tour through the charming neighborhoods to learn about the island's unique history. In Tampa, visit the Tampa Theatre, a beautifully preserved movie palace from the 1920s. In St. Augustine, explore the Lightner Museum, housed in a historic former hotel and featuring collections of art and historical artifacts.

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