San Gimignano Chianti Town & Country Tour

A Day of Medieval Towers, Wine Tasting & Tuscan Landscapes

Your San Gimignano & Chianti tour includes:
• Free time in San Gimignano
• Scenic tour of Tuscany wine country
• Ample time for your holiday photos
• Cellar tour and wine tasting
• Two course Tuscan light lunch
• Pick up and drop off directly from your doorstep
• Private recent model minivan with AC

For price list scroll down


My San Gimignano Chianti tour combines a visit to the medieval Manhattan, wine tasting and a scenic drive through the gorgeous Tuscan countryside.. Traveling through Chianti is a feast for the eye and we’ll make stops to contemplate the countryside and take a photo or two. Then in the afternoon we move on to San Gimignano, a medieval town in a truly wonderful state of preservation and surely the best of all the Tuscan hill towns. It’s noted mainly for the 12th century towers that still dominate the skyline.

The sites of San Gimignano ChiantiSan Gimignano Chianti Town and Country Tour

Departure from your accommodation for our San Gimignano Chianti tour is at 9.15 am and we arrive in the Tuscan countryside after forty minutes. We’ll drive leisurely and I’ll make stops in the most picturesque areas for photos and contemplating the scenery.

Late morning we arrive at one of the top family wineries in Chianti and have a guided tour of the ancient underground cellars. We proceed with a sit down tasting of their Chianti and Super Tuscan wines.

A two course Tuscan light lunch follows at one of my favorite restaurants

We continue our travels through more splendid scenery and head towards San Gimingnano, the Manhattan of the 13th century. The town once boasted seventy two towers and today fourteen are left. We start our afternoon with a walk up the main street which leads to the town piazza, with its wonderfully preserved medieval stone buildings. The town has an atmosphere all of its own which you are sure to enjoy. You may like to visit the museum which takes you up the highest tower which has been restored to its original state. From here you’ll have great view over the rooftops. The gelato in the piazza is worth tasting too! If you enjoy walking, you may like to hike around the perimeter of the old town walls. You will find yourself out of the crowds in peaceful surroundings, shaded by cypress trees, and looking over breathtaking scenery. We conclude our San Gimignano Chianti tour around 03.30 pm and head back to Florence where we arrive at 04.45 pm.

Please Note: by Italian law drivers are not allowed to do guiding of historical sites or museums. Therefore your visit to San Gimignano is done in free time.

2022 inclusive price list: no extras are required to complete tour as described

Discounts for families with minors just ask

2 participants € 265 per person
3 participants € 200 per person
4 participants € 190 per person
5 participants € 175 per person
6 participants € 165 per person
7 participants € 155 per person
8 participants € 145 per person


This is not a group tour, prices refer exclusively to private parties
For example: a private party of four people is €185 per person

San Gimignano 02
A winery in Tuscany
Tuscan winery Monterinaldi 05
Tuscany Wine Tasting15
Sergio Van 09 SWT 375

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