Florence - Siena - San Gimignano - Chianti - Montepulciano – Pienza - Montacino

Tuscany Food & Wine Self Drive Tour

Florence - Siena - San Gimignano - Chianti - Montepulciano – Pienza - Montacino
Dates From
6 nights
7 days
Price From
Book Now


Embark on a gourmet adventure in one of Italy’s most scenic regions, Tuscany on this enthralling, 7-day self-drive tour. Imagine rolling hills, sprawling vineyards, medieval walled towns and local delicacies. Once you’re in Tuscany, you’ll never want to leave again. Start your self-drive holiday in Florence, Tuscany’s capital and the birthplace of Renaissance. Enjoy a half-day tour of the city and visit some of its most important landmarks including the Duomo complex, Piazza della Signoria and Ponte Vecchio. Head to the lovely medieval city of Siena, famous for the Palio horse race until you reach the charming village of San Gimignano, known for its medieval architecture and towers. Explore the wine-producing region of Chianti and enjoy a wine tasting. Visit a cheese producer in Pienza and Montalcino, famous for its red wines.

As a personalised package, this can depart on any day requested subject to availability.

Highlights & Inclusions

  • 7-day category A car rental with standard cover
  • 6-night accommodation in 4-star hotels
  • Daily breakfast & 4 meals based on traditional regional dishes
  • 3 guided tastings of foods and/or wines from Tuscany
  • 1 cooking class
  • Half-day sightseeing tour of Florence


Day 1: Florence

Collect your car and drive to the Villa Il Palagio, near Florence. Enjoy a welcome dinner. (D)

Day 2: Florence

Enjoy a morning sightseeing tour of Florence. Walk through the historical centre of this vibrant city and visit the Santa Croce church (outside), known as the “Pantheon of Italian Glories” where many illustrious Italians such as Michelangelo, Galileo, Rossini and Machiavelli are buried. The visit also takes in the other religious buildings (the Baptistery, the Duomo and Giotto’s bell tower – outside) and the houses of power in the old city, the Piazza della Signora. Lunch at a typical restaurant. This afternoon is at leisure. Perhaps visit one of Florence’s oldest ice cream parlours. (B, L)

Day 3: Siena - San Gimignano

Visit Siena and sample some traditional desserts in one of the famous pastry shops. On the way
to San Gimignano, enjoy lunch at a family-run farmhouse. In the afternoon, visit the famous towers and the San Gimignano 1300 Museum. (B, L)

Day 4: Chianti

Today is dedicated to discovering the Chianti hills. Visit a winery in Radda in Chianti, meet the wine producer, visit the cellars and enjoy a wine tasting. Proceed to the historic town of Greve. We recommend stopping at the famous butcher’s shop Antica Macelleria Falorni to see its incredible selection of salamis and hams. In the afternoon, visit another winery for a wine and oil tasting. (B)

Day 5: Montepulciano – Pienza

Depart for the medieval city of Montepulciano and visit a winery for a tasting. In the afternoon, head for Pienza. Visit a pecorino cheese producer, learn something about the cheese making process and sample the fare. (B)

Day 6: Montalcino

Morning departure for Montalcino, famous for its brunello, one of the best red wines in the world. Return to Florence area and join a cooking class dedicated to the Tuscany tradition, followed by dinner. (B, D)

Day 7: Departure

After breakfast, your tour ends. (B)


Starts Ends Price Status Book
01/01/202031/12/2020From $1,470 p/p twin shareOn Request
Book Now


Optional excursions/sightseeing
City Tax: some City Councils may introduce a tourist tax that has to be paid directly at the hotel
Meals and beverages other than those specified
Everything which is not clearly specified under inclusions

* Please note, price is subject to fluctuation and availability is subject to change until booked and confirmed *

An update from Italia Mia

23rd June, 2020

To all our wonderful clients,

We are excited to announce the office of Italia Mia has reopened!

For the time being our office opening hours are as below.

Tuesday to Thursday: 10:00am - 4:00pm

We are practising safe social distancing, and we are advising if you are not feeling well that we communicate via telephone or email.

Thank you all, and we look forward to seeing you all soon!

Sam, Hayley & Cosima