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Florence - Chianti Wine Region - Tuscany Coast (Self Drive)

9 Nights from $1,743*
* Sample price: priced within the past 7 days for a 9/4/2026 arrival, departing San Antonio SAT (TX), US. Choose departure city, cabin and dates.

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This 9 night sample itinerary includes:

  • Flight into Florence and out of Pisa
  • Hotel for 3 nights in Florence
  • Rental Car for 7 days
  • Hotel for 3 nights in Chianti Wine Region
  • Hotel for 3 nights in Tuscany Coast
  • Driving Time
    Florence - Chianti Wine Region: 1 hr. approx.
    Chianti Wine Region - Tuscany Coast Area: 1 hr. 40-50 mins. approx.
    Tuscany Coast Area - Pisa Airport: 20-40 mins. approx.

Sample Italy with this inspiring vacation package!. Begin with a visit to Florence (capital of Italy’s Tuscany region, is home to Renaissance art and architecture ), then pick up your car and spend a few days in one of the charming towns of the Chianti Wine Region (famous for its wines). From there, leap up to The Tuscany Coast Area (known for its endless sandy beaches and summer nightlife. More than 15 miles of coastline and stunning views, with this cities as main destinations: Livorno, Forte dei Marmi, Marina di Pietrasanta, Lido di Camaiore, Viareggio and Torre del Lago). Finally, drop off the car in Pisa.

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
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