Day Trip from Rome to Tuscany by high speed train: Medieval Towns & Chianti Wine Tasting 1
Day Trip from Rome to Tuscany by high speed train: Medieval Towns & Chianti Wine Tasting 2
Day Trip from Rome to Tuscany by high speed train: Medieval Towns & Chianti Wine Tasting 3
Day Trip from Rome to Tuscany by high speed train: Medieval Towns & Chianti Wine Tasting 4
Day Trip from Rome to Tuscany by high speed train: Medieval Towns & Chianti Wine Tasting 5
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Day Trip from Rome to Tuscany by high speed train: Medieval Towns & Chianti Wine Tasting

Siena, Italy
Arts & CultureCity ToursCultural ToursDay Trips & Excursions
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About this activity

This arts & culture is one of the standout things to do in Siena, Italy. it combines the highlights below into a single, easy-to-book experience from €235 per person. Experience the natural charm of Tuscany

Experience the natural charm of Tuscany on a tour from Florence to San Gimignano, Chianti, Siena, and Monteriggioni, with a wine tasting. Get ready for an unforgettable adventure into the Chianti hills and the Tuscany's medieval towns of San Gimignano, Siena, and Monteriggioni.

Your day trip begins with a scenic drive through the Chianti hills, that will take you to our first stop, Monteriggioni. Here, enjoy your free time to explore this beautifully preserved medieval town, with its ancient walls still perfectly intact.

Afterwards, you will head towards Siena, where our guide will be waiting for you for a guided tour of the historical centre. Before lunch, you will visit the exterior of the Palazzo Pubblico, the Torre dei Mangia and the iconic Piazza del Duomo.

Your third destination is San Gimignano, renowned as the City of Towers and declared a UNESCO World Heritage Site for its impressive array of surviving medieval towers.

Finally, after a free visit in San Gimignano's old town, we conclude our tour in the picturesque Chianti Hills. Here, in this bucolic landscape, you will visit a traditional winery for a tasting of Chianti red wine and some local tapas, the perfect finale to our adventure.

Good to know

  • Duration: approximately 12 hours.
  • Confirmation is instant — your spot is secured the moment you book.
  • Offered in 5 languages.
  • Confirm weather-appropriate clothing and comfortable footwear before you go.

Who it's for

Culture lovers

Best time to visit

Siena is rewarding year-round, but spring and early autumn typically bring the most comfortable temperatures and thinner crowds than peak summer. Morning departures tend to be quieter and cooler; booking ahead is recommended in high season as popular arts & culture slots in Siena sell out.

Frequently asked questions

Available
From€235
per person