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Florence and Umbria: Chauffeured Collection

8 Nights from $2,622*
* Sample price: priced within the past 7 days for a 11/26/2026 arrival, departing New York City NYC (All Airports) (NY), US. Choose departure city, cabin and dates.

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This 8 night sample itinerary price includes:

  • Flight into and out of Florence
  • Hotel for 3 nights in Florence
  • Transfer from Hotel in Florence to Hotel in Assisi via Loro Ciuffenna and Perugia
  • Hotel for 2 nights in Assisi
  • Transfer from Hotel in Assisi to Hotel in Orvieto Via Todi
  • Hotel for 1 night in Orvieto
  • Transfer from Hotel in Orvieto to Hotel in Siena via Montepulciano and Lucignano
  • Hotel for 1 night in Siena
  • Transfer from Hotel in Siena to Hotel in Florence via Monteriggioni and San Gimignano
  • Hotel for 1 night in Florence

Visit Florence and Umbria!. Visit artistic Florence (capital of Italy’s Tuscany region, home to Renaissance art and architecture), continue to Assisi (best known as the birthplace of St. Francis, Italy's patron saint, in Umbria's rolling hills) with a stop in Loro Ciuffenna and Perugia. After that, visit Orvieto (a small city perched on a rock cliff in Umbria, Italy) via Todi. Lastly, Siena (famous for its cuisine, art, museums, medieval cityscape, horse races in Piazza del Campo) with a stop in Montepulciano and Lucignano. Before heading back home, return to Florence, visting on the way Monteriggioni and San Gimignano.

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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