VIP Tour: Siena and San Gimignano with Dinner in the Chianti Countryside

Discover the pleasures of Tuscany beyond Florence.


Enjoy this small-group tour which will let you discover the beauties of Siena, San Gimignano and the Chianti countryside, before admiring the sunset on the Tuscan hills and tasting a typical dinner in a fascinating location.

Available Dates and Time:
April to October: everyday at 2pm.

Duration: about 9 hours

Group Size: 1 to 16 participants

Class includes:

  • Small-group tour.
  • Transportation IN/OUT Florence by comfortable Minivan.
  • English speaking driver/tour leader
  • Guided walking tour of Siena with professional English speaking guide.
  • Surprise tasting in Siena.
  • San Gimignano visit with free time.
  • Typical dinner in a Tuscan boutique winery in Chianti wine region.

Meeting Point: at the “Florencetown Tours” office, Via de' Lamberti, 1 (corner with Via Calzaiuoli) in Florence, 15 minutes before start.

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Add all the museum and excursion tickets you want into your online shopping basket, then fill in the form and send your request.

PLEASE NOTE: Immediately after submitting an order, you will receive an email with your order summary plus a second email confirming your successful payment. A confirmation email with links to the vouchers will be sent one business day after you place your order (Monday afternoon for orders submitted on Friday and during the weekend). Please make sure that your anti-spam filter does not block automatic emails from [email protected]


Small-group tour Transportation from and to Florence city center in comfortable minivan English-speaking driver/tour leader Guided walking tour of Siena with professional English-speaking guide Surprise tasting in Siena San Gimignano individual visit Traditional dinner in surprise Chianti countryside location

VIP Visit to Siena & San Gimignano with Dinner in the Chianti Countryside | Weekend in Italy

Enjoy discovering the beauties of Siena, San Gimignano, and the Chianti countryside in a small group. Your excursion ends at a surprise location in the Tuscan hills, where you'll be able to sit back and gaze at the sunset while savoring a delicious traditional dinner.

Your day-long excursion begins in Florence, from where your English speaking driver and tour leader will take you south in a comfortable air-conditioned minivan (the journey takes a little over an hour).

In ancient times, there was only one city that competed against Florence for power, wealth, and artistic beauties - Siena. Your professional English speaking guide will take you on a guided walking tour of this compact city. You'll discover Piazza del Campo, the main central square where the famous Palio horse race takes place every year. Your guide will also take you into the quieter backstreets and tell you all about the contrade, the 17 city districts which date back to the Middle Ages and compete every year in the two days of the Palio. The Palio horse race tradition has been firing Siennese passions since 1644! During your visit to Siena you will also have the opportunity to enjoy a surprise tasting of a local product.

Your journey continues on to San Gimignano, famed for its “skyscrapers” (its many medieval towers), high walls, and narrow streets – the perfect image of the Tuscan hill town. San Gimignano is unique in the preservation of about a dozen of its tower houses which, together with its hilltop setting and encircling walls, form an unforgettable skyline. You'll have some time to wander the streets of San Gimignano freely.

Your day culminates in a surprise location in the hills of the Chianti. See the magical sunset over vineyards, cypresses, olive groves - and then enjoy a traditional Tuscan dinner in this picturesque countryside spot.

After dinner, your driver will take you back to Florence in your comfortable minivan. A perfect day!

Cancellation Policy

All client cancellations must arrive up to 8 days before the date of the tour/course/service to be reimbursed free of charge.

If you cancel 8 to 2 days before the date, 10% of the fee will have to be paid.

From two days prior to the tour/course/service beginning, the payment of the entire amount will be due and no reimbursement will be granted.

No refund will be granted to any client who is not at the place of departure at the time established. Similarly, no refund will be granted to clients who lose contact with the guide or who do not complete the excursion or service.


Prices Detail


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