Small Group Wine Tour of Chianti from Florence: San Gimignano & VineyardsGroup Tour

Enjoy a luxury wine tour of the Tuscan countryside, with tours of vineyards, the town of San Gimignano, wine & olive oil tastings and lunch.
This experience is on request only. Please contact us for pricing.

Things to know


8 hrs


City Highlights, Family Friendly, First Time Visitor, Food and Drink, Food and Drink, Food and Drink, History, Local Experience, Nature & Outdoors

Group Tour:

Small, intimate groups with a professional guide

Transport Mode:

Small-group excursion with a driver-guide.

What's included:

Wine tastings at an organic winery., Extra virgin olive oil tasting., Authentic three courses Tuscan lunch with wine pairings., An expert local guide for your group.

What's not included:

Hotel pickup/drop-off., Additional food and drink., Gratuities (optional)
Meeting points: Via Curtatone n.9, in front of Cafe Curtatone, just a five min. walk from S.M.Novella train station in Florence.

What makes this tour special

Experience a luxury, all-inclusive, small group tour of wine tasting through the Tuscan countryside with your expert English-speaking guide. On your small group tour, you will: 

Enjoy a leisurely and luxurious day of wine tasting and sightseeing in the beautiful Chianti region of Tuscany. With plenty of wine tastings and food pairings, tours of Chianti’s finest vineyard, two different wineries and the idyllic medieval town of San Gimignano, you’ll learn all about the winemaking process and the famous Vernaccia grape on this relaxing, tasty and fascinating day trip. 

On this small-group tour, you’ll be met by your expert English-speaking guide in Florence and be taken around the rolling hills of Tuscany by air-conditioned private 8-seater minivan. Your first stop is a tour of one of the finest vineyards in the heart of Chianti. You’ll get an up-close look at the production and ageing process of Chianti wines and an in-depth explanation by a wine expert.

Afterwards, you will visit an organic winery where you will enjoy the first wine tasting – which includes three wines produced by the winemaker, and paired with fresh local bread, green olives, pecorino cheese, extra virgin olive oil and balsamic vinegar.

Enjoy a scenic drive and arrive for a guided tour of San Gimignano, the most attractive medieval village in the heart of the Chianti wine region – and UNESCO listed world heritage site. After an orientation tour of this picturesque town, enjoy free time to wander around, try the best local gelato, admire 14-15th century frescoes, and wander around the city walls for stunning views across the Tuscan countryside.

Next, you’ll drive to a second local winery for a delicious, authentic three-course Tuscan lunch, combined with another guided wine tasting. Here, you’ll also have the opportunity to purchase and ship Tuscan wines worldwide.

Then it’s time to drive through the beautiful, rolling green hills of Tuscany back to Florence – with a stop off at Piazzale Michelangelo, the most romantic square in Florence with a breathtaking panoramic view over the city called the Cradle of the Renaissance. 

What you'll see

Book with Travel Curious, an exceptional experience guaranteed

Putting People and Planet First

Prioritising Your Safety

Flexible cancellation

Do not worry, we have you covered with our flexible cancellation terms.

Avoid the crowds

Travel like a VIP, avoid crowds, and unnecessary queues.

Authentic Experiences

Bespoke local tours handcrafted for you by our global travel specialists

Professional Guides

All guides are handpicked, trained and licensed to ensure you are immersed in the local culture

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QAre entrance tickets and transport included in the cost of the tour?
AIn the ‘Things to Know’ section at the top of this page you will find details of whatever entrance tickets and transport are included in the tour. If you have any questions about this, then you can either use the chat button in the bottom right hand corner, send an email to <> or call 1-212-710-1322 (US) or +44 20 3009 2392 (UK).
QWhat is your cancellation policy?
AOn tours cancelled more than 48 hours before the scheduled departure time, we are happy to offer our customers a full refund - minus a 5% credit card fee and the cost of any tickets that have been purchased.

For tours cancelled less than 48 hours before the scheduled departure time, we are unfortunately unable to offer refunds. If you would like to reschedule a tour, this is usually possible if we are given enough notice, but we cannot guarantee the same guide.

Changes made to bookings may be subject to rebooking fees to cover the cost of tickets purchased, transport, guide rescheduling and administration.

To cancel or change your booking, please contact us at <> or call 1-212-710-1322 (US) or +44 20 3009 2392 (UK).
QWho do I contact if I have any questions about this tour or if I want to make changes to my tour?
AAt Travel Curious, we provide a free concierge service to help you plan your time abroad and they will be able to answer any questions you may have about this tour or any other tours. We are normally able to customise or personalise tours to suit your needs.

Please do get in touch by either using the chat button in the bottom right hand corner, sending an email to <> or calling 1-212-710-1322 (US) or +44 20 3009 2392 (UK).
QAm I able to book more than one tour?
AAbsolutely, you can book as many tours as you like! You can add them to your cart by clicking the ‘Book Now’ button or you can get in touch and we can put together an itinerary for you. To get in touch, you can either use the chat button in the bottom right hand corner, send an email to <> or call 1-212-710-1322 (US) or +44 20 3009 2392 (UK).


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