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A Relaxing Getaway: Key West and Orlando Itinerary

Friday, September 22: Arrival in Key West

Welcome to Key West! Start your morning with a visit to Mallory Square, a lively waterfront plaza known for its stunning sunset views. Enjoy a leisurely stroll along Duval Street, lined with vibrant shops, art galleries, and cafes. In the afternoon, head to Fort Zachary Taylor State Park to relax on the beach and soak up the sun. As the evening approaches, indulge in a delicious seafood dinner at one of the waterfront restaurants.

  • Mallory Square: Free, 1-2 hours
  • Duval Street: Free, 2-3 hours
  • Fort Zachary Taylor State Park: $2.50 park entrance fee, 3-4 hours
Saturday, September 23: Key West Exploration

Start your day with a visit to the Ernest Hemingway Home and Museum, where you can learn about the famous writer's life and admire the beautiful gardens. In the afternoon, take a relaxing cruise to explore the crystal-clear waters surrounding Key West and go snorkeling to discover the colorful marine life. As the day winds down, take a leisurely bike ride along the picturesque streets of Old Town and end with a delicious Key Lime pie tasting.

  • Ernest Hemingway Home and Museum: $15 admission fee, 1-2 hours
  • Snorkeling Cruise: $50-80 per person, 3-4 hours
  • Bike Rental: $10-15 per hour, 1-2 hours
  • Key Lime Pie Tasting: $5-10 per slice, 1 hour
Sunday, September 24: Orlando Adventure

Travel to Orlando, known for its exciting theme parks. Start your day with a visit to the iconic Magic Kingdom at Walt Disney World. Explore the enchanting lands, enjoy thrilling rides, and meet beloved Disney characters. In the afternoon, head to Universal Orlando Resort to experience the Wizarding World of Harry Potter and other thrilling attractions. As the day comes to an end, catch the mesmerizing fireworks show at Cinderella Castle.

  • Magic Kingdom: $109-129 per ticket, 6-8 hours
  • Universal Orlando Resort: $110-150 per ticket, 4-6 hours
  • Fireworks Show at Cinderella Castle: Free with park admission, 30 minutes

Hidden Gems and Local Favorites

For a more relaxed and off-the-beaten-path experience, consider visiting the Key West Botanical Garden, a serene oasis filled with tropical plants and tranquil pathways. Another hidden gem is the Harry S. Truman Little White House, a historic landmark where President Truman frequently visited. Locals love spending time at Lake Eola Park in Orlando, where you can take a peaceful swan boat ride on the lake or enjoy a picnic surrounded by lush greenery.

Check hotel and flight prices for your trip to Key West and Orlando on Kayak.

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