From Florence: Tuscany Day Trip with Siena, San Gimignano & Winery Lunch
Relax on this Tuscan day trip with a 3-course lunch and 6 wine tastings
What You Get With This Tour
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English-speaking tour leader
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Round-trip transportation from Florence
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Visit Siena with free time
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Guided winery tour in Chianti
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Taste 6 different wines
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Traditional 3-course Tuscan lunch
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Artisanal olive oil and balsamic tasting
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Visit medieval San Gimignano
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Guide tips
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Siena Cathedral entry ticket
Tour Itinerary
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1
Your tour begins in central Florence
Meet your tour leader in central Florence (look for the exact location on your booking voucher). Here, you’ll board a comfortable, air-conditioned vehicle and embark on a scenic journey through Italy's most famous food and wine region. -
2
Make a stop in historic Siena
Your first stop is the beautiful city of Siena, home to the famous Palio horse race held in the central Piazza del Campo since the Middle Ages. You'll explore this iconic square and see the world's oldest bank with your guide. Afterward, enjoy free time to wander the city and visit the stunning Siena Cathedral on your own. -
3
Take a Chianti winery tour and enjoy a tasting
Next, visit a family-run winery that has perfected Tuscan wine for 13 generations. You'll tour their vineyards, wine cellar, and fermentation areas before enjoying a curated tasting of six wines, including Vernaccia di San Gimignano DOCG, Rosé, Chianti, Super Tuscan Riserva, and Morellino di Scansano, paired with artisanal olive oils and Gold Reserve balsamic vinegar. -
4
Indulge in a traditional Tuscan lunch
Savor a three-course feast featuring Tuscan cheeses, cured meats, bruschetta, and salad, followed by Lasagne al Tartufo and hearty ribollita. Finish with cantucci, almond biscotti, paired with Vin Santo dessert wine for a true taste of Tuscany's culinary heritage. -
5
Explore medieval San Gimignano
After lunch, explore San Gimignano, a UNESCO World Heritage site nicknamed "Medieval Manhattan" for its iconic tower skyline. You'll have free time to wander inside the city walls and discover this fairy-tale town. -
6
Your tour finishes in central Florence
After a wonderful day exploring historic Tuscan cities and savoring the region's food and wine, relax as your driver takes you back to Florence. The exact ending point can be found on your booking voucher.
Additional Information
Discover what to expect, what's included, and everything you need to know before booking.
Good to know:
Dress Code: Comfortable walking shoes are essential for exploring the medieval towns and vineyards on this tour. Please note that if you plan to visit Siena Cathedral during your free time, they do require both men and women to have their shoulders and knees covered for entry.
Accessibility: Unfortunately, this tour is not wheelchair accessible due to the vehicle specifications and uneven terrain.
Dietary Restrictions: This tour includes a traditional 3-course Tuscan lunch with wine; please contact us with any dietary needs in advance so we can do our best to accommodate.
Please Note: Car seats are available upon request which must be made at least 72 hours in advance.
Alcohol Consumption: This tour includes wine tastings; participants consuming alcohol should be of legal drinking age in Italy (18).
Check-in: Arrive 15 minutes early for check-in at the meeting point so the group can enter sites on time.
Your day trip includes:
English-speaking tour leader for the day
Round-trip transportation from Florence in a climate-controlled vehicle
Visit Siena with free time to visit the cathedral (on your own)
Wine tour and tasting at a traditional, family-run winery in Chianti
Taste 6 different wines
Traditional 3-course Tuscan lunch
Artisanal olive oil and balsamic tasting
Visit the medieval town of San Gimignano
What to bring:
Comfortable walking shoes
Water bottle
Sunscreen (in the summertime)
Government-issued ID (if you plan to partake in alcohol)
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Customer Reviews
I had only a day to explore Tuscany during my weekend in Florence, and this was that day well-spent. From the friendly greeter at the starting area, meeting Victoria our guide and Claudio our driver, learning about Siena and San Gimignano and how to know and enjoy each town, and the lunch at the winery, everything was well-planned and smooth. Victoria is a fount of knowledge about the area and also knows other areas and tours -- ask her about it when you have the chance!
Great tour! Winery lunch was amazing & visits to the towns were perfect. Thank you to our guide Frank (Frankgelica??)
Well worth doing, great combination of sight seeing and winery lunch !
Our guide Fabi was extremely nice and accommodating. The tour was fantastic and covered everything they mentioned in the itinerary. The winery was really good with loads of good wines for tasting. So we came for the wine but ended up loving the olive oil and buying those! Highly recommend this!
Frequently Asked Questions
I'd prefer a private day trip to Chianti. Can this be arranged?
Yes, we offer a similar private day trip from Florence with private transportation and pickup/drop-off at your Florence accommodation. Check out our Private Wine Day in the Chianti Hills From Florence
Is a guide included on this day trip?
No, you'll be accompanied by a friendly and knowledgeable trip leader and a driver the entire day, but at most stops you'll be free to explore by yourself after getting oriented at each stop.
Are lunch and wine included in the price of this day trip?
Yes, it's all included in the tour price.
What if I want to see Chianti and San Gimignano but I don't drink alcohol?
You are still welcome to join the tour, as alternate drinks can be provided during the lunch and wine tasting. Please contact us to let us know your prferences.
Are children allowed to join this tour?
Yes! This tour is family friendly as there are non alcoholic options provided at lunch.
Does this include a guided tour of the Siena Cathedral?
This tour does not include a guided tour of the Siena Cathedral. As you have free time in Siena, we recommend buying entry tickets in advance in order to enter!
How much free time do you have in Siena?
You'll have about 2 hours of free time in Siena.
