Guided Tours

From Florence: Siena, San Gimignano & Chianti Day Trip with Lunch & Wine Tasting

Aerial view of the Walls of Monteriggioni

Treat yourself to a full day exploring Tuscany's UNESCO Heritage Sites, cruising in comfort aboard an air-conditioned coach from Florence.

Highlights

Traverse Siena at your own pace or join a guided tour, discovering the central square and, if selected, the famed Siena Cathedral.
Visit a charming Chianti winery, where you'll enjoy a delectable 3-course lunch complemented by a range of exquisite wines.
Wander through the hilltop town of San Gimignano, admiring its towering structures and uncovering beautiful frescoes.
Between April and October, the tour may include a stop at the walled commune of Monteriggioni.
Fun fact: San Gimignano was once known as the 'Manhattan of the Middle Ages' due to its remarkably modern-looking urban skyline!

Inclusions

Full-day trip around Siena, San Gimignano, and Chianti
Multilingual assistance on board
Pick up from Florence
Round-trip AC coach transfer
Vineyard visit, wine tasting, and lunch in Chianti
Guided tour of Siena city center (if selected)
Guided tour of Siena Cathedral and city center (if selected)

Itinerary

Cancellation policy

You can cancel these tickets up to 24 hours before the experience begins and get a full refund.

Reviews

4.1

834 ratings

5/5

523

4/5

130

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1/5

112

Natalia

4/5

Dec, 2024

The tour is phenomenal, I did not like that the bus does not have a bathroom and that the tasting the person who gave it spoke too fast was not understood much, otherwise perfect.

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Andrew

5/5

Nov, 2024

The visit to Siena, San Gimignano & the Chianti lunch & wine tasting were all very good. The tour leader was excellent.

Nuria

5/5

Sep, 2024

The villages visited were wonderful, the time to visit them perfect and the guides Marta. Fabrizio and Ferdinado, unbeatable. The visit to the vineyards, the wine tasting and the fabulous lunch. Highly recommended!

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Antonia

5/5

Jul, 2024

Great experience, perfect length, great lunch & wine. The guide was the cherry on top, fascinating explanations about the places we saw, and even additional explanations about Florence and different things that we saw on the way. The bus trip itself is also a breath of fresh air and air conditioning in between sightseeing. The only tip: I think for european travelers, the 'winery' is obviously not a real winery but a business for tourist entertainment, especially because of the slightly pathetic comedy show pulled by the winery host, with bad jokes targeting directly North American tourists.

Kaminthia

5/5

Jun, 2024

Wonderful trip with great guide and very informative!! We had lots of time to explore on our own. Great food and amazing g wine tasting! Tour company were great and the entire day ran very well Would highly recommend this tour

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Your experience

A well-curated itinerary

Embark on an adventure from Florence, starting with Siena. If selected, meet your knowledgeable local guide who will lead you on a comprehensive tour of the historic center. Begin at the magnificent Basilica of San Domenico, a Renaissance masterpiece dedicated to St. Catherine of Siena. Wander through narrow medieval streets lined with splendid palaces, reach the iconic Piazza del Campo, and marvel at the focal point—the Palazzo Pubblico (Town Hall). Continue to the awe-inspiring 12th-century Cathedral, where you can explore its majestic architecture and vibrant polychrome marbles during an optional inside visit.

Traverse the gentle hills of Chianti to arrive at a charming winery, where you can unwind and savor the wonders of Chianti wine and local delicacies. Indulge in a tasting of 4 wines, complemented by a lunch featuring three courses of 'zero food miles' products.

Next, journey towards the enchanting San Gimignano, a world-renowned walled town perched on a hilltop. This medieval gem, adorned with towering structures, captivating frescoes, and priceless artworks, will be your last stop. Get free time to soak in the unique atmosphere of this architectural wonder before returning to Florence.

Know before you go

What to bring

Wear walking shoes for vineries are usually located on the top of the hill and you start the visit with a short inclined walk.

What's not allowed

Safety is a priority so the wine tasting experience is restricted for guests under the age of 18 years.
Guests under the age of 18 years can join the tour if they are each accompanied by at least one adult.
For entry to Siena Cathedral, all guests must wear clothing that covers the knees and shoulders.

Accessibility

This experience is not accessible by wheelchair and pram/strollers.

Additional information

Please note that the order of visits is subject to change.

My tickets

Your voucher will be emailed to you instantly.
Please arrive at the meeting point 20 minutes before the scheduled time of your tour to avoid any delays.
Display the voucher on your mobile phone with a valid photo ID at the meeting point.