Tour of Chianti, Montalcino and Monteriggioni, departing from San Gimignano

9 h
Day Trips & Excursions
difficulty Easy
Wheelchair Not Accessible

Tour of Chianti, Montalcino and Monteriggioni, departing from San Gimignano

Join us for an incredible day from San Gimignano among the best attractions of Chianti and Tuscany. We offer you the perfect epxerience into the countryside of Chianti, including a tour of Monteriggioni, a tour of Montalcino and wine tasting sessions with traditional products from Tuscany.

Journey into the fascinating countryside of Chianti and taste its flavors
Visit the amazing attractions of Monteriggioni
Have a traditional Tuscan lunch with delicious Chianti wine
Explore the magnificent town of Montalcino and taste the Brunello wine

Immerse yourself into the scent of the tantalizing Chianti wine with a unique experience from San Gimignano. Join our exclusive tour of Chianti with Brunello tasting and discover the beautiful places and attractions of Chianti, as well as the long lasting wine tradition of this Italian region.

A tour that combines the best Tuscan food with some of its landmarks

Our tour is the perfect mix of great Italian cuisine and fascinating landscapes. It is the perfect way to spend a day outside the charming streets of Florence and head out into Chianti.
Our unique tour of Chianti starts with the magnificent town of Monteriggioni, one of the best destinations you could imagine. Characterized by its crown shaped fortress, it became important into the history of Italy, the shape adorning the old 100 lira currency, while its 14 towers being featured in the Divine Comedy by Dante. A brief tour of Monteriggioni is included and you will be able to explore its most important sights.

Visit Montalcino and taste a traditional Tuscan lunch

Following the visit, you will have a traditional Tuscan lunch in a typical Chianti winery, being served the best Chianti wines and a selection of the best local products.
The tour of Chianti countryside continues with a visit to Montalcino, one of the most famous Tuscan destinations, included in the UNESCO World Heritage as an exceptional site. It impresses with its charming location in the middle of the vineyard hills and with its beautiful attractions.

Stop at a local winery and taste a delicious Montalcino wine

The amazing experience from San Gimignano also includes a wine tasting session in Montalcino, where you will be taken to a local winery and taste the delicious Brunello di Montalcino, one of the best renowned wines in the world. This is the perfect ending to a day tour from San Gimignano, filled with Tuscan treasures and Chianti wine.

More Things To Do in Tuscany

If you are staying in San Gimignano, and you want to explore the wonderful landscape of Chianti, you might be interested in the Chianti and Castles Tour or in the Tuscany Day Trip to San Gimignano and Chianti.
Also, if you want to discover two charming villages that overlook the Ligurian sea, we recommend the Tour of Portofino and San Fruttuoso from Tuscany!

  • Chianti area
  • Monteriggioni
  • Montalcino
  • Shuttle service from and to your accommodation
  • Private minivan for a maximum of 8 people, equipped with every comfort
  • Expert bilingual tour escort
  • Free Visit to Montalcino and its fortress, with a brief stop for shopping for local products
  • Wine tasting at a renowned winery in Montalcino
  • Samples of typical Tuscan bruschetta, salami, and cheeses
  • Opportunity to purchase wine from the winery at special prices
  • Tips (optional)
Meeting point: 

The tour starts from San Gimignano. If you are staying in San Gimignano but outside the historical centre you could request the pick-up at your hotel. In that case, please let us know the name and the address of your hotel during the booking process.
Meeting point information and local telephone numbers at your destination are included on your Confirmation Voucher.


Wear comfortable clothes and shoes.
Free for children under 2 years. 50% discount for children between 3-12 years

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.