A Day Among Renaissance Alleys, Noble Wines, and Stories That Shaped Tuscany
Discover Cortona like a privileged traveler, chauffeured in a Mercedes.
An authentic, poetic, and deeply Tuscan experience.
Step aboard our full-comfort Mercedes and let yourself be gently carried toward the hills where the Renaissance still lives today.
Professional driver
Leather interiors
On-board Wi-Fi
Water
Exclusive private journey
Relaxation begins from the moment you set off.
16th-Century Alleys: an open-air journey through time
Cortona is not a city you simply pass through: it is a city you listen to.
Its Renaissance alleys from the 1500s—narrow, steep, and irregular—are a poetic labyrinth of living stone.
Here every step, every arch, every terracotta house preserves the soul of ancient Tuscany.
You will stroll along:
- Via Jannelli, with its tower houses and stones worn smooth by time
- Via Ghibellina, perhaps the most authentic, where sunlight barely filters between the 16th-century palaces
- Via Benedetti, a corridor of history leading toward the upper part of the village
- The alleys behind Piazza della Repubblica, where the Renaissance remains intact
The atmosphere is unique: artisan workshops, flowering balconies, the scent of warm bread, and sudden glimpses of the Valdichiana.
Today Cortona is one of the most celebrated areas in Italy for Syrah cultivation, a wine that has become the symbol of the village.
Thanks to its perfect microclimate and poor, stony soils, Syrah here expresses:
intense aromas of blackberry, pepper, and violet
an elegant yet soft structure
an international character that remains profoundly Tuscan
You can choose to:
✔ visit a historic winery
✔ taste premium Syrah in a Renaissance wine bar
✔ pair local wines with Valdichiana cheeses and cured meats
An unmissable experience for wine and food culture enthusiasts.
In the footsteps of those who made this village a world icon
Cortona is not just a place: it is living history.
Saint Margaret of Cortona
Symbol of the city, a 13th-century Franciscan mystic.
Her sanctuary dominates the village and offers a breathtaking, spiritual panorama.
Pietro da Cortona
One of the greatest artists of the Italian Baroque.
His influence is still visible in the city’s architecture and palaces.
Signorelli (Luca Signorelli)
Renaissance master and precursor to Michelangelo.
His works enrich the area’s museums and churches.
Frances Mayes, author of “Under the Tuscan Sun”
Thanks to her book—and later the film—Cortona became an international legend.
The elite tourism that now visits the village stems, in part, from her storytelling.
During your visit, you can walk through the very places she described:
olive groves, stone walls, restored farmhouses, and endless views over the valley.
Lunch will be served in the most representative and traditional spots of this Tuscan town, depending on the season and availability.
After an afternoon of sightseeing and shopping in art boutiques, enjoy a comfortable return to Rome.
Evening arrival expected.
WHY THIS TOUR IS UNIQUELY MEMORABLE
✔ Route through the most authentic Renaissance alleys
✔ Tasting of Tuscany’s most renowned Syrah
✔ Discovery of the village’s iconic historical figures
✔ Premium travel by Mercedes
✔ Flexible and customizable program
✔ Romantic, cultural, and refined experience