Overview
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Stop being a tourist. Start living Tuscany.
Most Tuscany tours mean crowded buses, guides shouting into microphones, and lunch in tourist traps. Your vacation is too short for that. This exclusive 7-hour experience is designed for travelers who want the real Tuscany: slow, authentic, and unforgettable.
Travel in a luxury van with a maximum of 8 guests, with hotel pickup in Florence included. First, step into a private artisan lab near San Gimignano and make your own Pecorino cheese alongside a local master, then taste 10 aged varieties.
Next, explore San Gimignano, the “Manhattan of the Middle Ages,” with free time to wander its towers and hidden streets at your own pace.
Finish the day at a boutique winery with breathtaking views on Sangimignano towers, enjoying a guided tasting of premium Chianti Tuscan wines
Small group. Authentic places. Real Tuscany for less than a night in a hotel
Check avaiability and book now
Additional Info
Public transportation options are available nearby
Not recommended for travelers with poor cardiovascular health
Suitable for all physical fitness levels
What To Expect
San Gimignano
San Gimignano: 14 stone towers rise above the Val d'Elsa. Walk brick alleys to Piazza della Cisterna’s octagonal well. See 14th-century frescoes inside the Collegiata. Taste cold Vernaccia white wine and local red saffron. Our Mercedes van climbs these Tuscan hills for 8 guests. This UNESCO site preserves medieval walls, paved squares, and heavy iron gates. No tour buses; just granite steps, ancient oak doors, and the scent of pressed grapes.
Collegiata di Santa Maria Assunta - Duomo di San Gimignano
Discover during your free time the main cathedral of the town
Options
Full tour: Wine & Cheese Class
Cheese Making Masterclass: Hand-make your own Pecorino wheel in a craft lab. Tasting of aged varieties included. 100% hands-on Duration: 7 hours Wine Tasting over 6 wines: Chianti wine & oil tasting facing San Gimignano towers. Pure estate quality, no rush. Premium Mercedes Van or Car Pickup included
Sunset Full Tour with dinner
Cheese Making Masterclass: Hand-make your own Pecorino wheel in a craft lab. Tasting of aged varieties included. 100% hands-on Duration: 8 hours Dinner & Chianti Wine tasting: Sunset wine tasting & estate-to-table dinner facing San Gimignano towers. Local flavors, premium quality, and zero stress Premium Mercedes Van or Car Pickup included
Morning tour & wine tasting
Duration: 7 hours Wine tasting with over 6 wines Premium mercedes Van or car NO Chesse Making Class : NO Chesse Making Class included in this option, in San Gimignano you wil have extra free time Pickup included
Sunset Tour with Dinner
Dinner & Chianti Wine Tasting: Sunset wine tasting & estate-to-table dinner facing San Gimignano towers. Local flavors, premium quality, and zero stress Premium Mercedes Van or Car NO Chesse Making Class: NO Chesse Making Class included in this option, in San Gimignano you wil have extra free time Pickup included
What‘s Included
You’ll eat a 3 course dinner with direct views of the San Gimignano towers. Authentic family recipes, premium estate wines, this is the real Tuscan meal you expect, without the crowds."
Sample estate wines and extra virgin olive oils on a winery. Direct views of San Gimignano towers at sunset. Includes Vernaccia, Chianti, and premium oils. No crowds, 100% authentic.
Enjoy free time in San Gimignano for world-champion gelato and medieval views.
Hands-on cheese class & 10-pecorino tasting with honey and Vernaccia wine. Full dinner on a terrace with tower views included. Exclusive, authentic, and 100% stress-free."
Free door-to-door pickup in a premium Mercedes Van or Car. Professional driver, max 8 guests, and direct drop-off at your hotel. Exclusive, stress-free, and air-conditioned.
Gratuities: Tips for your professional driver and local hosts are not included. While not mandatory, they are a standard way to show appreciation for exceptional service.
Product Shipping: If you fall in love with the wine or the Pecorino (and you will), shipping costs for sending crates back home are handled directly by the estate
Pickup points
Select a pickup point
Cancellation Policy
For a full refund, cancel at least 24 hours before the scheduled departure time.
Reviews
4 reviews
Total reviews and rating from Viator & Tripadvisor
Amazing experience!!
ashp755,Jun 14, 2026
- Review from Tripadvisor
5.00Gabriele is incredible! He is so knowledgeable and his pacing of the tour and cheese selections were amazing. We had an amazing time and would definitely rebook on another trip to Italy
A must do day trip from Florence with excellent guide!
nicoleaP8846BT,Jun 13, 2026
- Review from Tripadvisor
5.00Gabriele was an excellent guide! He was super knowledgeable about the history of Tuscany and about the cheese, wine and gelato we tasted. He was also flexible, allowed for plenty of free time at each stop, and helped make the tour our own (we had previously booked tickets to climb the Duomo in Sienna and he modified the tour to accommodate!). We had private transportation and were picked up, and dropped off, right at our airb&b. San Gimignano and Sienna are absolute must see stops for anyone visiting Tuscany. My family and I had a wonderful day and I cannot recommend this excursion enough!
Great Company
793cristabell,Jun 8, 2026
- Review from Tripadvisor
5.00Our guide was lovely, very knowledgeable and passionate about the local history. The cheese tasting was delicious (truffle cheese yum!) and the wine tasting with antipasto was equally divine. The wine sommelier was just as passionate. We had a private tasting room where we could look over the beautiful vineyards. Glad we booked a small tour (ours was private as no one else booked in for the day!) that had the advantage of being picked up direct from our accommodation! We booked the morning tour but I'd recommend booking the afternoon tour to have dinner included. Thanks again Gabriel/David for such a great day
Beautiful trip to the countryside!
Camper696113,May 30, 2026
- Review from Tripadvisor
5.00We loved our experience going to San Gimignano! The pick up from our hotel was easy and the drive there was comfortable. It was great walking around the city centre and trying the amazing Pecorino cheeses. David, our fantastic guide, then took us to Tenuta Torciano winery for a Tuscan fine dining experience, including local wine tastings with the resident sommelier, Sylvia. We highly recommend this personalized experience for creating special memories of time spent in Tuscany.
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Operated by THE TUSCAN SHOW