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Rail to Road: Rome - Florence and the Chianti Wine Region

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9 Nights from $1,483*
* Sample price: priced within the past 7 days for a 11/9/2026 arrival, departing San Antonio SAT (TX), US. Choose departure city, cabin and dates.

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This 9 night sample itinerary price includes:

  • Flight into Rome and out of Florence
  • Hotel for 3 nights in Rome
  • Train from Rome to Florence
  • Hotel for 3 nights in Florence
  • Rental Car for 4 days
  • Hotel for 3 nights in the Chianti Wine Region
  • Driving Time
    Florence - Chianti Wine Region: 50 - 75 mins. approx.
    Chianti Wine Region - Florence: 50 - 75 mins. approx. approx.

Main cities, charming villages with great fine wine in Italy!. Enjoy a nice stay in Rome (the Eternal City, with its stunning Colosseum, Roman Forum and delicious food), after that, continue by train to Florence (capital of Italy’s Tuscany region, is home to Renaissance art and architecture). From there, with a Rental Car, leap up to the charming Chianti Wine Region (unique landscape, with green, gentle hills covered with wide fields of vineyards and olive groves, small stone villages, characteristic parishes and countryside homes in stone and of course, its worldwide Chianti Wine, made primarily with Sangiovese grapes).

Fully Flexible Itinerary: Personalize your hotels, transportation, and length of stay in each city. Easily add curated experiences to complete your journey.

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