Tuscan Wine Tours & San Gimignano with Under The Tuscan Sun
Difficulty
moderate
Duration
8 hours
Fitness Level
Participants should be comfortable standing, walking on uneven surfaces, and climbing stairs for several hours.
Overview
Spend a day outside Florence savoring Tuscan wine, climbing San Gimignano’s towers, and tasting authentic local flavors with Under The Tuscan Sun Tours. This private trip offers a rich blend of culture, scenery, and gastronomy in Chianti’s iconic landscape.
Private VIP – BUONGIORNO CHIANTI! A full day in Tuscany included lunch and tasting at 2 different winery and visit San Gimignano
Starting at € 520 | Private Tour | Pick up from your location | Local Expert Driver Guide
Select participants and date
Adventure Photos
About This Adventure
Embark on a private 8-hour tour through the stunning Chianti region, starting with a visit to the medieval town of San Gimignano. Enjoy climbing the Great Tower and savoring award-winning gelato. Indulge in exquisite wine tastings at two local wineries, complemented by a delicious Tuscan lunch and breathtaking views of Florence.
Enjoy a fully private tour, for your family, friends or colleagues
*Private Tour -
Your Driver Guide will be ready at your address at 9.30am - Please be so kind to be ready outside in time - Welcome sign UNDER THE TUSCAN SUN*
Duration
8 hours
About
A unique tour to give you the opportunity to visit the CHIANTI, one of the most beautiful countryside in Italy (and one of the most beautiful in Europe).
The Program
9.30am Meet your Driver Guide directly at your address - Welcome sign UNDER THE TUSCAN SUN - Please be so kind to be ready outside in time
10.30am Visit the medieval town of San Gimignano (time to climb the Great Tower and taste the Gelato World Champion)
12.30pm Lunch and tasting at first winery (cold cut tuscan antipasti. fresh pasta with fresh tomato or ragu') taste at least 5 different wines (white pinot, chianti classico, chianti riserva, sangiovese) and taste the Extra Virgin Olive oil. You can buy directly or ship. We accomodate all the food restrinctions and allergies (vegeterians, vegans, gluten frees)
3.00 pm Visit the second winery for tasting
5.00pm Panoramic stop at Michelangelo Plaza (overlooking Florence)
5.30pm Back to your address
Highlights
- Two Full Wine Tastings at Vineyards in the Chianti
- Panoramic stops
- Local Expert Driver Guide
- Lunch at on of the tuscan winery with wine/oil/balsamic vinegar (included)
Kind note: according the availability of the wineyards and the traffic the first winery can be visit before or after San Gimignano.
Adventure Tips
Wear comfortable shoes
San Gimignano’s cobblestone streets and tower climb require sturdy, comfortable footwear for ease and safety.
Bring a bottle of water
Stay hydrated throughout the day, especially during summer tastings and walks in the sun.
Check for dietary preferences in advance
Inform the tour company of any allergies or dietary restrictions to ensure lunch accommodates your needs.
Be ready for moderate physical activity
The experience includes walking, standing during tastings, and climbing narrow towers, so a moderate fitness level is advised.
Local Insights
Wildlife
- European kestrel soaring above vineyards.
- Wild boar tracks sometimes visible on forest edges.
History
San Gimignano’s towers date back to medieval rival families competing for status and defense, resulting in its unique skyline.
Conservation
Chianti wineries often embrace sustainable and organic farming practices to maintain soil health and support regional biodiversity.
Select participants and date
Adventure Hotspots in Florence
Frequently Asked Questions
Recommended Gear
Comfortable walking shoes
Necessary for navigating both cobbled streets and vineyard terrain.
Sunhat and sunscreen
Protect yourself from sun exposure during daytime outdoor tastings.
spring specific
Light rain jacket
Useful in case of unexpected showers during springtime.
spring specific
Reusable water bottle
Stay hydrated during long tasting sessions and walking tours.
summer specific