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Rome - Siena - Pisa - Florence - Assisi - Rome by Train

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9 Nights from $1,823*
* Sample price: priced within the past 7 days for a 6/7/2026 arrival, departing New York City NYC (All Airports) (NY), US. Choose departure city, cabin and dates.

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This 9 night sample itinerary price includes:

  • Flight into and out of Rome
  • Hotel for 2 nights in Rome
  • Train from Rome to Siena
  • Hotel for 2 nights in Siena
  • Train from Siena to Pisa
  • Hotel for 1 night in Pisa
  • Train from Pisa to Florence
  • Hotel for 2 nights in Florence
  • Train from Florence to Assisi
  • Hotel for 1 night in Assisi
  • Train from Assisi to Rome
  • Hotel for 1 night in Rome

Magical Italy by train!. Start in Rome (the Eternal City) then, travel to Siena (quaint medieval time with gothic palaces and altarpieces, tasty pastry shops) and after that, visit Pisa (world-renowned Leaning Tower of Pisa and many other architectural wonders). Continue to Florence (capital of Italy’s Tuscany region, is home to Renaissance art and architecture), and next is Assisi (birthplace of St. Francis, Italy's patron saint, Assisi lies amid Umbria's rolling hills). Finish this trip, returning to Rome for one last night stay.

What Makes Tripmasters Vacation Packages Different?
Unique, fully custom approach to vacation planning
Choose your preferred flight cabin class
Select up to 14 nights in each city during your stay
Pick from a wide selection of accommodation types (hotels, apartments, B&Bs, Guesthouses, and more)
Add transfers, activities and experiences, and more services to enhance your vacation
Live phone and chat support

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