From Florence: Siena & San Gimignano Day Tour

Pick-up is from Florence city centre. The exact pick-up address is confirmed upon booking.

Yes. A light gourmet lunch is included at a selected wine estate in the Chianti Colli Senesi, accompanied by a guided wine tasting.

At the Chianti estate you will taste the estate’s own wines, typically including a Chianti Colli Senesi. In San Gimignano, the experience concludes with a glass of Vernaccia di San Gimignano, the area’s celebrated white wine.

The Palio takes place twice a year (2 July and 16 August) and requires separate ticketing. However, your guide will bring the history and emotion of the Palio to life through storytelling, and you will visit Piazza del Campo where the race takes place.

Yes. San Gimignano has excellent local shops where you can purchase truffles, truffle products, Vernaccia wine and other local specialities. Your guide can recommend the best producers.

Yes. San Gimignano has excellent local shops where you can purchase truffles, truffle products, Vernaccia wine and other local specialities. Your guide can recommend the best producers.

This tour is ideal for first-time visitors. It combines two of the most iconic Tuscan destinations with authentic gastronomic and cultural experiences, offering a comprehensive and memorable introduction to the region.

Yes, booking in advance is essential to coordinate the private van, the estate reservation and the guide.

The interior of the Siena Cathedral (Duomo di Siena) is not accessible during religious services, which typically take place on Sunday mornings. If your tour falls on a Sunday, the exterior visit and the storytelling in Piazza del Duomo are fully included; the guide will adjust the programme accordingly and may suggest visiting the Cathedral exterior, the Baptistery or the panoramic viewpoints instead. We always confirm this detail in your pre-tour information.

Both Siena and San Gimignano are medieval hilltop towns built on steep terrain, with cobblestone streets and steps throughout. The tour involves a moderate amount of walking on uneven surfaces and some inclines. It is not suitable for guests using wheelchairs or with significant mobility difficulties. If you have specific concerns, please contact us before booking and we will advise on the best options for your group.

Coach tours to Siena and San Gimignano typically carry 40–55 passengers, follow a fixed rapid schedule and use multi-language simultaneous commentary. Our tour uses a private van for small groups, with a dedicated guide speaking exclusively in English, flexible timing adapted to your group’s pace, a personally selected wine estate for lunch, and access to a panoramic terrace in San Gimignano that larger groups cannot reach. The quality of the experience — and the depth of the human connection — is simply not comparable.

Vernaccia di San Gimignano is a dry white wine produced exclusively from the Vernaccia grape in the hills around San Gimignano. It holds the distinction of being the first wine in Italy to receive DOC status, in 1966, and was later upgraded to DOCG. Characterised by its pale golden colour, fresh acidity and almond-tinged finish, it pairs beautifully with the local cuisine and is best enjoyed chilled with a view of the town’s famous towers — exactly as your tour concludes.

For this private full-day tour, we require cancellations to be made at least 7 days before the departure date for a full refund. Cancellations within 7 days of departure are subject to a full penalty, as the private van, wine estate and guide are all reserved exclusively for your group. For bookings made within 7 days of the tour date, the full amount applies from the moment of booking. Please contact us immediately if your plans change and we will do our utmost to assist.