Il Vicolo di… Vino
Edition 2026 Gastronomy Wine Local produce

Il Vicolo di… Vino

Tastings, dinners, and music in Vicolo dei Galli, the chill heart of Porta Romana

Castiglion Fiorentino — Arezzo (051) Since 2016
Dates 09 May — 17 May 2026
Location Castiglion Fiorentino (051)
Prices Free
Status Finished

About Il Vicolo di… Vino

In the heart of the historic center of Castiglion Fiorentino, in the province of Arezzo, the charming Vicolo dei Galli transforms for two weekends in May into an open-air space for wine tastings, themed dinners, music, and activities for all ages. Organized by the Rione di Porta Romana, Il Vicolo di… Vino is a food and wine festival established in 2016 that celebrates traditional flavors and wines from small producers, featuring over ten labels, boards of bruschetta, cured meats, and cheeses, all set in a relaxed atmosphere under the Valdichiana stars.

Il Vicolo di… Vino, the chill soul of Porta Romana

Il Vicolo di… Vino is one of the most beloved food and wine events in Castiglion Fiorentino, a village in the Valdichiana area in the province of Arezzo, Tuscany. Every year, for two weekends in May, the narrow and evocative Vicolo dei Galli, in the heart of the historic center, dresses up for the occasion and becomes the open-air lounge of the Rione di Porta Romana: an intimate, illuminated, and meticulously curated space that many call the "chill soul" of the district.

A festival born in 2016

The event was born in 2016 from the desire of the Rione's volunteers to showcase a hidden corner of the town, transforming it into a meeting point dedicated to fine wine and good food. From one edition to the next, the event has maintained its essence: authentic hospitality, far from the chaos of large festivals, where you can sit among the stone walls of the alley to savor a glass of wine and a charcuterie board in peace.

Wines from small producers and tasting boards

The common thread is the promotion of wines from small wineries, often lesser-known, and local zero-kilometer products. Throughout the evenings, starting at 6:30 PM, tasting and sales stands are active with over ten labels on the menu, to be paired with boards of bruschetta, cured meats, and cheeses. Over the years, the festival has also hosted masterclasses and guided tastings for enthusiasts, in collaboration with wine industry experts.

Themed Saturday dinners

The heart of the event is the themed Saturday night dinners, which require reservations and have limited seating, each accompanied by musical entertainment. Among the recurring appointments, "Agreste" stands out, a dinner that revives Aretine peasant cuisine with dishes like pasta with meat sauce and roasted meats, alongside proposals that change from year to year, such as dinners dedicated to game and venison.

A district festival during the Maggio Castiglionese

Il Vicolo di… Vino is part of the broader Maggio Castiglionese calendar, a month of events that brings Castiglion Fiorentino to life with culture, traditions, and district celebrations ahead of the Palio. For visitors, it is the perfect opportunity to discover an authentic Tuscan village, away from the beaten path, and to experience the conviviality of a community that opens the doors of its alley to anyone wishing to share a glass and an evening of music.

Il Vicolo di… Vino — edition 2026

The 2026 edition of Il Vicolo di… Vino took place over the first two weekends of May, May 9-10 and 16-17, in the Vicolo dei Galli of the Rione di Porta Romana in Castiglion Fiorentino. Four evenings of tastings with over ten labels on the menu, boards of bruschetta, cured meats, and cheeses, and two themed Saturday dinners with live music.

For the 2026 edition, Vicolo dei Galli lit up again for four evenings, on May 9, 10, 16, and 17, confirming the successful formula of the Rione di Porta Romana festival in Castiglion Fiorentino. Every evening, from 6:30 PM, tasting and sales stands were active with over ten labels on the menu and boards of bruschetta, cured meats, and cheeses. The two Saturdays hosted themed dinners by reservation with limited seating, each accompanied by musical entertainment.

Programme Il Vicolo di… Vino 2026

Saturday, May 9 — "Agreste" Dinner

Dinner dedicated to Aretine peasant cuisine, featuring traditional dishes like pasta with meat sauce and roasted meat. By reservation, limited seating. Musical entertainment with Disco Spaghetti.

Saturday, May 16 — Hunter's Dinner

A new themed dinner focusing on the flavors of game and venison, using various cooking techniques. By reservation, limited seating. Musical entertainment with Cranium.

Every evening (May 9, 10, 16, 17) — from 6:30 PM

  • Tasting and sales stands with over ten wine labels on the menu
  • Boards of bruschetta, cured meats, and cheeses
  • Convivial atmosphere in Vicolo dei Galli

Highlights Il Vicolo di… Vino 2026

The two themed Saturday dinners — "Agreste" (Aretine cuisine) on May 9 and the Hunter's Dinner (game) on May 16 — with live music by Disco Spaghetti and Cranium, and the wine list featuring over ten labels from small producers.

Prices Il Vicolo di… Vino 2026

Tasting stands are freely accessible during the evenings. The Saturday themed dinners require reservations and have limited seating; for costs and bookings, please refer to the Rione di Porta Romana channels.

Practical information — Il Vicolo di… Vino

Where

Vicolo dei Galli, historic center of Castiglion Fiorentino (AR), Rione di Porta Romana.

How to get there

By car: take the Monte San Savino exit on the A1 motorway, then follow the SS73 towards Castiglion Fiorentino; by train: Castiglion Fiorentino station on the Florence–Rome line, a few minutes' walk from the historic center.

Hours

Tasting activities begin at 6:30 PM. Saturday themed dinners require reservations and have limited seating.

Tips

To participate in the themed dinners, it is necessary to book in advance through the Rione di Porta Romana channels. Tasting stands are freely accessible during the festival evenings.

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Where does it take place — Il Vicolo di… Vino

Vicolo dei Galli

Vicolo dei Galli, 52043 Castiglion Fiorentino

Contact Il Vicolo di… Vino

Il Vicolo di… Vino in brief

Gastronomy Wine Local produce Farmers market Folk traditions Folklore Outdoor Free Arezzo

History of Il Vicolo di… Vino