Self-drive tour with gastronomic activities in the South of Tuscany

3-Days Gastronomic Tour in the South of Tuscany by Car

3 d
Vacation Packages
difficulty Very easy
Wheelchair Not Accessible

Driving around Tuscany to discover the tastes of Southern Tuscany

Experience the magical region of southern Tuscany with your own car. You will visit the enchanting towns of Pienza, Montepulciano and Montalcino, followed by the splendid Siena. Sample the delicious gastronomy and prestigious wines of Tuscany!

Self-drive tour with gastronomic activities in the South of Tuscany highlights: 

  • Discover the unique cultural and gastronomic heritage of southern Tuscany
  • Visit the town of Pienza and admire its architectural treasures on your own
  • Sample the delicious Vino Nobile di Montepulciano
  • Visit the town of Montalcino and learn about the famous Brunello wine
  • Explore the enchanting city of Siena and admire its attractions

Visit southern Tuscany and sample the gastronomy with your own car

Experience the magical region of southern Tuscany with your own car! There are certain destinations in the world that offer more than just things to see and do, inspiring travelers to feel and understand at a deeper level. Such a place is Tuscany, one of the most beautiful regions of the world and certainly a truly authentic Italy experience. Join our exclusive gastronomic itinerary of southern Tuscany and discovery the marvelous heritage of this destination.

Day 1: Pienza - Montepulciano

The first day of this special activity will begin with a tour of Pienza, one of the most enchanting towns of south Tuscany, together with Montalcino and Montepulciano. Pienza is mostly known as the birthplace of Pope Pius II and you will discover the marvelous architectural treasure the city is proud of with this visit of Pienza. You will then continue with a visit of a typical farm in Pienza, where you can learn about the fabrication of cheese and taste the local products together with a glass of wine. In the evening, transfer to Montepulciano for overnight.

Day 2: Montepulciano – Montalcino - Montepulciano

After breakfast, you will begin with a short tour of Montepulciano, a charming town located on a tufa plateau and renowned for its delicious wine. You will visit a winery in Montepulciano and have the chance to sample the delightful Vino Nobile. The afternoon will continue with a visit of Montalcino, famous in the whole world for the prestigious Brunello di Montalcino wine. You will discover why Italy is home of the best wines, learning about the amazing wine heritage of Tuscany.

Day 3: Montepulciano - Siena

The third day of this fascinating gastronomic tour of south Tuscany will begin after breakfast with a tour of Siena and its magnificent cultural treasures. You will visit and admire the most interesting attractions of Siena, including the Piazza del Campo, the Palazzo Publico and its Torre del Mangia, the Cathedral and Baptistery, as well as many other jewels. This is truly one of the most inciting tours in southern Tuscany, exploring its heritage and gastronomy.

  • Pienza
  • Montepulciano
  • Montalcino
  • San Gimignano
  • Siena
  • 2x overnight stay in 3-star Hotel in Montepulciano with breakfast
  • 1x winery tour and light lunch in Montepulciano
  • 1x cheese making tour and light lunch in Pienza
  • Car rental and transfers
  • Guided tours
  • City tax to pay locally in all the hotels
  • Tips (optional)
Meeting point: 

Meeting point information and local telephone numbers at your destination are included on your Confirmation Voucher.


The tour does NOT include the car rental, neither any transport and travel costs. Therefore, we recommend the use your own vehicle or to rent one. NO guided tours included.
We guarantee the reservation using only 3-star Hotels or "Agriturismo" at the same price.
Kids under 3 years old travel for free.

Confirmation will be received within 48 hours of booking, subject to availability. Once your booking is confirmed we will email you a voucher. This is your ticket and proof of purchase.