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Experience

Florence Day Trip to Siena & San Gimignano with Scenic Views

4.78(277)Chianti· Vineyards · slow roadsEnglish4 options

Explore two of Tuscany’s most picturesque destinations on this full-day small group tour from Florence. Begin in Siena, a UNESCO-listed city rich in Gothic architecture, where you’ll enjoy 2.5 hours of free time. Discover the stunning Piazza del Campo, home to the famous Palio horse race, visit the magnificent Duomo di Siena, or simply stroll through the city’s atmospheric medieval streets. Next, journey through the rolling hills of the Chianti countryside to San Gimignano, renowned for its medieval towers and spectacular views. Spend another 2.5 hours exploring highlights such as the charming Piazza della Cisterna, the historic Piazza del Duomo, or browse artisan boutiques, sample award-winning gelato, and take in the panoramic scenery. With comfortable round-trip transport, an English-speaking guide, and the freedom to discover each town at your own pace, this tour is perfect for travelers who value flexibility, history, and the timeless beauty of Tuscany.

Languages
English

What's included

Explore Siena's historic centre, including Piazza del Campo and the Duomo
English-speaking tour leader throughout the day (excluding transport only option)
Audio guide in Siena (if option selected)
Free time in San Gimignano to explore medieval streets, towers and piazzas
Private coach with Wi-Fi, USB charging and complimentary water
Premium wine tastings, including Brunello di Montalcino (if wine tasting option selected)

Meeting point & pickup

Meet at the designated start point

Cancellation

For a full refund, cancel at least 24 hours before the scheduled departure time.

Choose a tour option · 4

4 versions of this tour. Pick a date to see prices, start times and what's still open.

Private Tour
Duration: 9 hours Private Tuscany day trip: with an English-speaking tour leader, private van transport, free time in both towns and a premium Tuscan wine tasting.
Transport Only
Enjoy round-trip transportation in a comfortable air-conditioned coach and explore Siena and San Gimignano at your own pace.
With Wine Tasting
Round trip transport to explore Siena and San Gimignano with a dedicated tour leader and Tuscan wine tasting included.
Wine Tasting & Audio Guide
With Audio guide: Upgrade your visit to Siena with an audio guide for deeper insight into its medieval landmarks. With Wine Tasting : Round trip transport to discover Siena and San Gimignano with a dedicated tour leader and included Tuscan wine tasting

Where you'll be

from€49.00/person
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Around Chianti

Places worth planning around while you're in the area.