Holidays to rural Tuscany are a food and wine paradise filled with medieval soul and breathtaking countryside

Imagine hiding away in an 11th-Century converted monastery with menus overseen by Gordon Ramsay and Ferrari’s on hire to explore Chianti vineyards and chestnut forests. Or waking up in an ancient Tuscan villa breakfasting over Italianate gardens before a guided tour of ancient wine cellars where old oak barrels and centuries old machinery are still in place.

If you fancy walking through fairytale villages barely changed since the 1400’s, dream of driving past cypress trees and silvery olive groves to medieval towns or want to step inside castles that almost touch the clouds, rural Tuscany holidays are a spellbindingly good place to start. Leave behind a world of Botticelli masterpieces and Medici history in Florence for a treasure chest of different jewels – a seemingly never-ending land of Veronese green hills and times gone past where stone walls hide huge wine cellars and hilltop villages give way to medieval abbeys and monasteries.

We’ve been to this part of Italy many times and know the most picturesque ancient roads, the best enotecas for tasting sweet reds from grapes once loved by Napoleon and the most extraordinary perches for panoramic views with a picnic of pecorino, bread and olives. To experience the true enchantment of holidays to rural Tuscany we’ll tell you to take evening apertivo in Siena’s heralded scallop-shaped Piazza del Camp after exploring the city’s jaw-dropping marble Duomo, to walk inside the ancient walls of San Gimignano with its vivid fresco-filled Collegiata and to visit the whimsical hilltop town of Montepulciano and Leonardo di Vinci’s birthplace in the foothills of Montalbano.

If you’re intrigued to find out more about our handpicked rural Tuscany holidays, give one of our Personal Travel Experts a call.

Good to know

Time difference:

GMT +1 hour

Flying time to destination:

2 hours to Pisa

More facts

Recommended Rural Tuscany Hotels

Villa Casagrande, Figline Valdarno

5 nights, Room & Breakfast, 17 Oct '19

from £425

Castel Monastero, Chianti

5 nights, Room & Breakfast, 13 Oct '19

from £1,182

Tenuta Di Artimino Apartments, Artimino

5 nights, Room Only, 13 Oct '19

from £384

Relais Santa Chiara, San Gimignano

5 nights, Room & Breakfast, 20 Oct '19

from £687

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Suggested Rural Tuscany Tours

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