Private Florence Oltrarno Food & Wine Tour with Wine Windows

Spend an unforgettable time in Florence’s Oltrarno district with your private tour, where tradition meets a new wave of local food culture. This exclusive, private-style sunset food and wine experience takes you beyond the typical tasting, from historic fiaschetterie and deli counters to famous wine windows. Savor Tuscan cucina povera, fresh pasta, cheeses, and cured meats, paired with exceptional local wines in a more refined, luxury setting. Step into a centuries-old cellar for a private tasting of Super Tuscans, learn the art of the Negroni. Finish the tour with authentic artisan gelato.

1. 1

   Piazza Santo Spirito

   15 min

   Sip on refreshing Prosecco in one of Florence’s most vibrant squares. Celebrate the Italian dolce vita as your evening begins among new friends.

2. 2

   Stop 2

   35 min

   Discover a classic wine window and indulge in flavorful charcuterie boards perfectly paired with delicious wines, set inside a cellar dating back to the 12th century.

3. 3

   Stop 3

   35 min

   Taste two types of Pecorino and a Parmigiano at the neighbourhood’s “King of Cheese,” sample his outstanding local dairy, and judge for yourself if he truly earns his title.

4. 4

   Stop 4

   40 min

   Visit another wine window for a delicious bruschetta with extra stracciatella and a glass of Tuscan wine (white or red). Discover the tradition behind these unique windows, and you might just wish you had one at home.

5. 5

   Stop 5

   40 min

   Enter a historic trattoria reimagined by a new owner who balances heritage with innovation. Watch the chef skillfully toss pillowy Gnudi before it’s beautifully plated, then savor it with Chianti Classico while learning about this prestigious wine.

6. 6

   Stop 6

   30 min

   Step into a historic Oltrarno fiaschetteria, beloved by locals since the 1950s. Learn about Tuscan cucina povera and Super Tuscan wines, and experience the charm of being served through a traditional wine window. Savor a Negroni with Tuscan soup, wild boar stew, and bold Super Tuscan wine.

7. 7

   Stop 7

   15 min

   Take part in a short crash course on identifying true artisanal gelato, then savor a 2 flavor cup or cone. Once you know the difference, there’s no going back to the neon-colored versions.

• Wheelchair accessible
• Public transportation options are available nearby
• Transportation options are wheelchair accessible
• Suitable for all physical fitness levels
• Please note that the tastings mentioned are a selection of the delicious foods we often feature. Both offerings and tour stops may vary by day or season, but you're sure to enjoy a delightful array of local flavors!
• Have dietary requirements? Simply email us or add a note at booking, and we’ll do our best to accommodate vegetarians, gluten-free guests or other dietary needs where we can. For guest safety, this experience isn’t suitable for those with severe or life-threatening food allergies to ingredients found on the tour, and the company cannot take responsibility for any food allergies or intolerances.

For a full refund, cancel at least 24 hours before the scheduled departure time.