phone_icon

Destinations

Main Menu

My Booking

Main Menu

About Us

Main Menu

South East Tuscany Vacation Packages


South East Tuscany is a land of castle-dominated hill towns, misty blue mountains, and the remnants of Apennine forests. Snowy white cattle graze in the wide Chiana Valley, while light industry toils at the edges of medieval centers. There are splendid landscapes where you can find famous monastic settlements, completely surrounded by trees and Romanesque parishes. This is the area where the humanist Renaissance of Tuscany melds with the intangible, hazy spirituality of Umbria's green hills.

Best South East Tuscany Vacation Packages:

Rome - Florence and South East Tuscany

9 nights from $1,471*

Combine popular cities in Italy and in the South East Tuscany Region!. Spend a few days visiting the incredible Rome (the Eternal City, with the Colosseum, Roman Forum and delicious food), after that, catch a train to Florence (Italy’s Tuscany region, is home to Renaissance art and architecture). From there, with a Rental Car, leap up to South East Tuscany Area (hill towns, misty blue mountains, and the remnants of Apennine forests with Arezzo and Cortona as main cities). Drive back to Florence to drop off the car and finisht this trip with 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

Customize and Book!


Other South East Tuscany Vacation Packages:

Southeast Tuscany

South East Tuscany

Hotels & Activities

Towns in Southeast Tuscany

Areas of Tuscany

  • Chianti Wine Region

    In the center of Tuscany - a charming hill-covered region offering a picturesque landscape of small stone villages, sprawling vineyards and olive groves.

  • Southern Tuscany

    South of Siena - Hill towns, valleys, medieval castles guarding narrow road passes and isolated farmhouses. Perhaps Tuscany`s most captivating and picturesque region.

  • South East Tuscany

    Land of castle-dominated hill towns, misty blue mountains, and the remnants of Apennine forests. Splendid landscapes with famous monastic settlements, century-old trees and Romanesque parishes.

  • Northwest Tuscany

    Relatively uncrowded between Florence and Pisa - Towns with true architectural beauty and charm: mazes of narrow streets, Romanesque churches and beyond them stretches a land of genteel spas such as Montecatini Terme.

  • Tuscany Coast

    Extensive beaches surrounded by high dunes and fresh pinewoods, characterized by clean water (certified blue flag beaches), interesting villages, and a background of the Apuan Alps.

See All Areas of Tuscany

SUGGESTED South East Tuscany VACATION PACKAGES:

  • Florence and Cortona (Self Drive)
    7 nights from $1,459*
  • Italian getaway by car!. Enjoy Florence (capital of Italy’s Tuscany region, is home to many masterpieces of Renaissance art and architecture) and after that, continue with your Rental Car to Cortona (famous for its traditions, history, culture and its magnificent landscapes as well as its artisan industries). Drive back to Florence for one last stay, before returning home. This is a flexible vacation package. Select your number of nights in each city, desired hotel and activities.
    Included:
    • Flight into and out of Florence
    • Hotel for 3 nights in Florence
    • Rental Car for 5 days
    • Hotel for 3 nights in Cortona
    • Hotel for 1 night in Florence
    • Driving Time
      Florence - Cortona : 1 hr. 50 mins. approx.
      Cortona - Florence: 1 hr. 50 mins. approx.



or Build Your Own Itinerary

Cities in Italy

  • Rome  
  • Venice  
  • Florence  
  • more cities

Italy & Beyond

South East Tuscany: Point of Interest Map
Close [X]
.