Siena and San Gimignano Day trip from Florence

About this experience

Siena and San Gimignano Day Trip from Florence This full-day guided tour takes you through three of Tuscany's most celebrated destinations, combining medieval history with the flavours of the Tuscan countryside. You will explore the Gothic splendour of Siena, visit a family-run winery in the Chianti hills, and discover the tower-studded skyline of San Gimignano, all with comfortable transport and a three-course lunch included. Your journey begins in Siena, where a local guide leads you through winding medieval streets to Piazza del Campo, one of Europe's most beautiful squares. The guide takes you to landmarks including the Basilica of San Domenico and Siena Cathedral, with its intricate marble facade and the artistic treasures within, including the vibrant frescoes of the Piccolomini Library. The route continues through Chianti's rolling hills to a family-run winery, where your host serves a three-course lunch of local Tuscan specialities. During the visit, a tasting of regional wines is served, including Chianti and vin santo, with the host sharing an introduction to traditional production methods against panoramic vineyard views. The final stop is San Gimignano, known as medieval Manhattan for its impressive towers, where you will have free time to stroll cobblestone streets and take in the skyline against the Tuscan horizon. What is Included Round-trip transport from Florence in an air-conditioned coach Local guide for Siena exploration Three-course lunch at a Chianti winery On-site tasting of regional wines, including Chianti and vin santo, served by the host Free time in San Gimignano Multilingual tour staff assistance Additional stop at Monteriggioni (April to October) Good to Know The tour departs from Piazzale Montelungo and runs as a full-day experience. Arrive at least 15 minutes before departure for check-in. Comfortable shoes are recommended for walking on uneven terrain and cobblestone streets, and a valid photo ID is required for age verification at the winery tasting. Dress modestly for church visits in Siena. The wine tasting is reserved for adults aged 18 and over, though children are welcome when accompanied by an adult. The tour is not accessible for wheelchairs or strollers due to the terrain in these historic towns. Vegetarian meal options are generally available at the winery lunch, but please inform staff at the time of booking or before the meal. The itinerary order may vary according to seasonal factors or local events to ensure the best possible experience. For more Florence day trips, consider the Pisa and Leaning Tower day trip or explore more of the region with a Florence Uffizi Gallery tour. Alcohol is not sold through this listing. Any tasting is served on site by the operator to guests of legal drinking age.

Highlights

• Discover two of Tuscany’s most iconic hill towns in one relaxed day trip from Florence
• Enjoy free time in both Siena and San Gimignano to explore at your own pace
• Taste regional flavors with a winery visit, 3 wine tastings, and a traditional Tuscan meal
• Upgrade to a guided Siena tour with optional Cathedral access for a deeper cultural experience
• Travel comfortably with round-trip AC transport and a multilingual tour leader.

What is included

• Round-trip AC coach transfers from Florence Onboard Wi-Fi access Multilingual tour leader Free time in Siena & San Gimignano Winery visit with 3 wine tastings Traditional Tuscan lunch Siena guided tour (as per option selected) Siena Cathedral guided tour (as per option selected)

Before you go

Wear comfortable walking shoes as the tour covers varied terrain Wine tasting is only for guests aged 18 and above Order of visits may vary as per local conditions Modest attire is required to enter religious sites like Siena Cathedral Bring a valid ID for age verification and entry

Cancellation terms

Free cancellation up to 24 hours before the start of your experience. Within 24 hours of the start, the booking cannot be cancelled.