Total from£204
Land price only. Flight prices will be quoted at the time of booking to ensure you get the best price. Please use the calendar to view pricing for other dates.
Based on: 31 July 2026
Day Trip from Rome to Tuscany by High Speed Train: Medieval Towns & Chianti Wine Tasting
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.
Important note
There will not be a companion at the train station , the trip is independently. So when arrive at Termini Station look for the train indicated in the ticket and reach the platform.
Note that is compulsory to indicate the email address hen booking so the supplier can send the train tickets and all the information to reach Florence and meet the tour leader there.
The departure time indicated is indicative and may vary. Tickets are purchased on the basis of availability and time so that you can arrive at your destination’s meeting point on time.
Please note that once you arrive at the train station in Florence, you will walk approximately 10 minutes to the exact location, (Piazzale Montelungo Bus station), to meet your guide.
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.
Important note
There will not be a companion at the train station , the trip is independently. So when arrive at Termini Station look for the train indicated in the ticket and reach the platform.
Note that is compulsory to indicate the email address hen booking so the supplier can send the train tickets and all the information to reach Florence and meet the tour leader there.
The departure time indicated is indicative and may vary. Tickets are purchased on the basis of availability and time so that you can arrive at your destination’s meeting point on time.
Please note that once you arrive at the train station in Florence, you will walk approximately 10 minutes to the exact location, (Piazzale Montelungo Bus station), to meet your guide.
