On our private Florence day tours of Tuscany enjoy a tour of three classic Tuscan hill towns - Siena, San Gimignano & Monteriggioni. These private Tuscany tours can be customized to suit your own requirements.

Visit Siena famous for its Palio horse race, San Gimignano and its medieval skyscrapers and enchanting Monteriggioni. And while enjoying tours of these three celebrated hill towns of Tuscany, savour the beautiful countryside as you travel along scenic back roads in the company of one of our local expert driver-escorts.

Our day tours of the Hill Towns of Tuscany start with a visit to Siena, once a bitter rival of Florence, is probably the most famous of all hill towns in Tuscany. As you enjoy a walking tour of Siena you'll see the venue of its famous Palio horse race and follow the cobbled streets to discover other important landmarks of the city in the company of your local expert driver-escort.

Then, travelling along scenic country roads, visit San Gimignano, famous for its medieval skyscrapers. These tower houses were built by local families at the height of the Guelph-Ghibelline conflict. As you stroll around this compact hill town your driver/guide will discuss their unique form of architecture and the life & times of Medieval San Gimignano.

Our Florence day tours of the Hill Towns of Tuscany conclude with a visit to the medieval walled hill town of Monteriggioni. Remarkably still intact, this walled fortress was on the front line in the conflict between Siena & Florence. Within its walls you'll find narrow alleyways lined with traditional Tuscan style houses of which many have been converted into shops & boutiques. And from the ramparts of the city walls enjoy delightful views of the Tuscan countryside before taking the short drive back to Florence

Please note on all our Private Florence Day tours there is some flexibility on the final tour itinerary you take. And within the time frame and scheduled itinerary of this tour you could include a wine tasting, olive oil tasting or lunch in the countryside.

Your Private Day Tour of the Tuscan Hilltowns of Siena, San Gimignano and Monterriggioni can start from your hotel in Florence

• This tour is not fully accessible for wheelchair users or people with walking disabilities. However, please contact us directly and we will be able to take you on alternative routes suitable for you.
• Beginning Friday 6 August 2021 and until further notice, access to the archaeological sites, museums and similar tourist venues, bars, restaurants etc will be permitted only to those in possession of a Green COVID-19 Certification (Green Pass or equivalent certificate like the CDC vaccine card). Please remember to also bring your ID or passport to confirm your identity.