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Road Trip Itinerary: Lawrenceburg, IN → Orlando → Key West, FL

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Day 1: Lawrenceburg → Orlando (Drive)

Morning: Depart Lawrenceburg early and head south on I‑65, then merge onto I‑75 S. Enjoy the rolling Indiana countryside and make a quick photo stop at the Indianapolis Motor Speedway visitor plaza.

Afternoon: Cross the Ohio River into Kentucky, then continue through the scenic Appalachian foothills. Arrive in Orlando by late afternoon and check into a hotel near International Drive.

Evening: Relax with a sunset walk around Lake Eola Park, rent a swan‑shaped paddle boat, and enjoy dinner at a downtown eatery.

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Day 2: Orlando – Theme Parks & Downtown

Morning: Spend the morning at Walt Disney World’s Magic Kingdom, riding classic attractions and meeting beloved characters.

Afternoon: Head to Universal Studios Florida for thrilling movie‑themed rides and a behind‑the‑scenes look at Hollywood magic.

Evening: Return to downtown Orlando for a stroll along Church Street, sample local craft beers, and catch a live performance at the Dr. Phillips Center for the Performing Arts.

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Day 3: Orlando → Key West (Drive)

Morning: Check out of the hotel and begin the 6‑hour drive south on I‑4 and then I‑95, stopping for coffee at the historic St. Augustine Old City for a quick walk.

Afternoon: Continue through the Florida Keys, crossing the iconic Seven Mile Bridge. Arrive in Key West by late afternoon and settle into a boutique inn on Duval Street.

Evening: Explore the vibrant nightlife of Duval Street, enjoy fresh seafood at a waterfront restaurant, and watch the sunset at Mallory Square where street performers gather.

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Day 4: Key West – History & Relaxation

Morning: Tour the historic Ernest Hemingway Home & Museum, meeting the famous six‑toed cats and learning about the author’s life.

Afternoon: Cycle or stroll to the Southernmost Point Buoy for photos, then relax on the white sands of Fort Zachary Taylor Historic State Park.

Evening: Dine at a rooftop venue on South Street, savoring Caribbean‑inspired cuisine while reflecting on the road trip.

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Time and Cost Estimates

  • Driving Lawrenceburg → Orlando (≈ 900 mi) – 12 hrs – $80 gas + $10 tolls
  • Driving Orlando → Key West (≈ 400 mi) – 6 hrs – $35 gas + $10 tolls
  • Hotel in Orlando (2 nights) – 2 nights – $200
  • Hotel in Key West (1 night) – 1 night – $180
  • Walt Disney World (Magic Kingdom) – 8 hrs – $150 admission
  • Universal Studios Florida – 5 hrs – $120 admission
  • Ernest Hemingway Home & Museum – 2 hrs – $15 admission
  • Fort Zachary Taylor State Park – 3 hrs – $8 parking
  • Meals & incidentals – 4 days – $180
  • Total Estimated Cost: $878

Tips

If you have extra time, add a full day in Orlando to visit SeaWorld or the Orlando Science Center, and consider a night‑time boat tour of the Florida Keys. To shorten the trip, skip one of the theme parks and spend the saved day exploring more of Key West’s islands, such as a quick ferry ride to Islamorada for snorkeling.

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