Siena and San Gimignano tour with dinner at a boutique winery from Florence

Spend the afternoon visiting Siena and San Gimignano and end the day with a wine-paired Tuscan dinner at a boutique winery in the rolling Chianti countryside.

Depart from Florence to Siena on a comfortable minivan with your dedicated English-speaking driver and tour escort.

Set in a beautiful landscape, surrounded by vineyards and olive groves, Siena is one of the most enchanting medieval cities in Italy. Led by a specialised knowledgeable guide you will discover the town's most striking sights, admire the marvelous Piazza del Campo - where twice a year dashing horses compete in the heart-rendering Palio race -, explore quieter backstreets and learn everything about the Contrade, the 17 medieval city districts that compeat against each other in the Palio.

Then travel on to San Gimignano, UNESCO World Heritage Site and one of the most splendid examples of an ancient walled village. Renowned as “the city of beautiful towers” or "Tuscany's Manhattan", it boasts an exceptional skyline and is certainly one of the most well-preserved towns in the whole of Italy. 

During your free time here, stroll the maze of quaint cobblestone streets at leisure, discovering the many tall towers, once homes, which characterise the town.

Breathe in the authentic atmosphere and then set off, to admire the sun setting over the vineyard-clad Chianti hills and savour a genuine wine-paired Tuscan dinner at a boutique winery. You will also enjoy a private visit to the estate's wine cellar.

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Please note: This tour might be ran on Mercedes luxury 8-seater vans or Mercedes luxury 20-seater minibuses in order to comply with Covid-19 safety rules, possibly varying the size of the group, and always providing the highest possible quality.