Make this trip your own
Create your own free, personalized itinerary in seconds — then sign up to save and edit it.
Create my version
Viewed by 64 travelers

A 5-Day City Experience in Florida

Monday, December 18: Miami

Start your trip by exploring the vibrant city of Miami. In the morning, head to South Beach and enjoy a stroll along the famous Ocean Drive, lined with colorful Art Deco buildings. In the afternoon, visit the lively neighborhood of Little Havana and immerse yourself in Cuban culture. Don't miss a visit to Domino Park and try some authentic Cuban cuisine. As the evening sets in, explore the lively nightlife scene in Miami's trendy Wynwood district, known for its street art and bustling bars.

  • South Beach: Cost estimates vary. Time spent: 2-3 hours
  • Little Havana: Cost estimates vary. Time spent: 2-3 hours
  • Wynwood: Cost estimates vary. Time spent: Evening
Tuesday, December 19: Orlando

On the second day, make your way to Orlando, known for its world-class theme parks. Start your day at Universal Orlando Resort, where you can experience thrilling rides and immerse yourself in the wizarding world of Harry Potter. In the afternoon, visit the iconic Walt Disney World Resort and explore the Magic Kingdom or Epcot. As the evening approaches, enjoy dinner at Disney Springs, a vibrant dining and entertainment complex.

  • Universal Orlando Resort: Cost estimates vary. Time spent: Full day
  • Walt Disney World Resort: Cost estimates vary. Time spent: Full day
  • Disney Springs: Cost estimates vary. Time spent: Evening
Wednesday, December 20: Tampa

Head to the city of Tampa on the third day of your trip. In the morning, visit the historic Ybor City and learn about its rich history and cigar heritage. Explore the charming streets filled with shops, restaurants, and cafes. In the afternoon, visit the renowned Florida Aquarium and discover a wide variety of marine life. As the evening sets in, enjoy a sunset stroll along the Tampa Riverwalk, offering stunning views of the city skyline and waterfront.

  • Ybor City: Cost estimates vary. Time spent: 2-3 hours
  • Florida Aquarium: Cost estimates vary. Time spent: 2-3 hours
  • Tampa Riverwalk: Cost estimates vary. Time spent: Evening
Thursday, December 21: St. Augustine

Take a day trip to the historic city of St. Augustine, known as the oldest city in the United States. In the morning, explore the picturesque Castillo de San Marcos, a 17th-century fortress overlooking the waterfront. Visit the St. Augustine Lighthouse and climb to the top for breathtaking views. In the afternoon, wander through the charming streets of the historic district, filled with quaint shops and cafes. As the evening approaches, enjoy a sunset cruise along the Matanzas Bay.

  • Castillo de San Marcos: Cost estimates vary. Time spent: 2-3 hours
  • St. Augustine Lighthouse: Cost estimates vary. Time spent: 2-3 hours
  • Historic District: Cost estimates vary. Time spent: Evening
Friday, December 22: Key West

On your last day, venture south to the tropical paradise of Key West. In the morning, explore the vibrant Duval Street, known for its lively bars, shops, and restaurants. Visit the Ernest Hemingway Home and Museum, where the famous author once lived. In the afternoon, take a leisurely bike ride along the scenic Overseas Highway and enjoy the stunning views of the turquoise waters. As the evening sets in, catch a breathtaking sunset at Mallory Square.

  • Duval Street: Cost estimates vary. Time spent: 2-3 hours
  • Ernest Hemingway Home and Museum: Cost estimates vary. Time spent: 2-3 hours
  • Overseas Highway: Cost estimates vary. Time spent: Afternoon
  • Mallory Square: Cost estimates vary. Time spent: Evening

Hidden Gems and Local Favorites

While exploring Florida's cities, don't miss the opportunity to discover some off-the-beaten-path attractions. In Miami, check out the vibrant Wynwood Walls, showcasing incredible street art. In Tampa, visit the Tampa Bay History Center to learn about the region's fascinating past. In St. Augustine, take a ghost tour to uncover the city's haunted history. And in Key West, venture off the main streets to find secluded beaches and enjoy snorkeling in the crystal-clear waters.

Click here to check hotel and flight prices
0
Like this trip? Make your own version.
A free, personalized itinerary in seconds — sign up to save and edit it.
Create my version