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Three Days in Tuscany - Siena, Monteriggioni, San Gimignano with Visit to Farm, Wine & Olive Oil Producers, Montepulciano

Private Tuscany tour includes:

  • Three Days of Touring
  • Private transportation for transfers and tours as indicated in the itinerary
  • Services of your driver guide
  • Olive oil and wine tasting in San Gimignano
  • Accommodations at a four-star hotel for two nights
  • Taxes, parking, tolls

Enjoy a Mini-Tour from Rome to Tuscany featuring Siena, San Gimignano, Monteriggioni, and Montepulciano. In this Tuscany tour, you will enjoy wine and olive oil tastings, a visit to a family farm, and historic sights in the famous hill towns of Tuscany.

Day 1 - Travel to Siena, Overnight in Siena

Today you will have an early morning departure from Rome to Siena. Built on three hills in the middle of the Via Francigena (pilgrimage road), Siena is one of Tuscany's crown jewels. Siena has an outstanding Gothic Duomo and another important church, San Domenico, which claims the skull of St. Caterine. Siena also has one of the most beautiful squares in Italy, il Campo, where the famous Palio horse race is held twice a year in July and September.

Your private guided tour of Siena will give you an overview of the city’s most important neighborhoods, squares and churches, before giving you some time to explore them on your own.

Day 2 - Monteriggioni, San Gimignano & Farm: Wine & Olive Oil Producers, Overnight in Siena

Today you will enjoy a scenic ride through the countryside and tour one of the jewels of Tuscany: San Gimignano and Monteriggioni. Your tour guide will take you to the medieval walled city of San Gimignano, your first stop. You'll glimpse the famous towers of San Gimignano from a distance. (The town originally had 72 towers; only 15 are left today.) We'll stroll the city and stop in the main squares, Piazza della Cisterna and Piazza del Duomo. You'll have free time to visit the church called La Collegiata, as well as the civic museum. You may also climb the big tower, see the fortress and the unusual torture museum, or enjoy the great shopping on the San Giovanni and San Matteo streets.

You will also stop at a family-owned farm where they raise cattle and grow everything from saffron to olives and grapes. Wonderful wine, olive oils, cured meats and honey are produced on the farm, and you may have lunch on their terrace, accompanied by San Gimignano's great white wine called Vernaccia. The view here is incredible, as you can see the hill-top town of San Gimignano past the valley and beyond.

You will have a brief stop in sleepy Monteriggioni, once a fortress and now a walled medieval village, before returning to your hotel in Siena for the night.

Day 3 - Stop in Montepulciano, Transfer back to Rome

Today you will have a beautiful drive to reach the charming town of Montepulciano.  It is one of the highest hill towns of Tuscany, built along a narrow tufa ridge, with a long main street and alleys that drop away to the walls. It’s a stunning town, endowed with dozens of Renaissance palaces and churches. It is also well known for its wine, which you will have an opportunity to sample.

After your exploration of Montepulciano, we will transfer you back to your hotel in Rome.


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