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Florence, Orvieto and the Eternal City

Duration: Days / 7 Nights

Orientative Price: from 9500€ p

Art, Taste, and Timeless Beauty from the Cradle of the Renaissance to the Eternal City

Travel from Florence’s cultural grandeur to Rome’s historic magnificence, passing through the rolling vineyards of Chianti, the cobbled streets of Siena, and the hilltop towns of Montepulciano and Orvieto. This 10-day itinerary blends culinary heritage, medieval charm, and artistic legacy, with accommodations in elegant wine resorts, noble villas, and boutique hotels that reflect the soul of each destination.

Destinations

Most exclusive Expereinces

Take it to the next level

From private food tours to winery lunches and insider access to ancient villages , every moment is designed for refined discovery.

Chianti lunches, Pecorino tastings, cellar visits, and cooking classes highlight Italy’s most iconic flavors.

Sip aperitivo on a Florentine rooftop , stroll through sunlit vineyards, and watch Rome glow at golden hour .

Trip Highlights

  • – Florence, Reimagined: Rooftop aperitifs, local bites, and Renaissance masterpieces
  • – Siena & Monteriggioni: Step into medieval Italy with curated walks and traditional cuisine
  • – Wine & Cheese in Montepulciano: Taste Brunello, make fresh pasta, and explore artisan production
  • – Orvieto to Rome: Discover hidden Etruscan towns before ending with a grand Roman finale

Day 1-3

Florence & San Gimignano

Start your journey in the cradle of the Renaissance, where every street tells a story.

  • Arrival and check-in at a central boutique hotel or noble villa
  • Food tour through artisan shops and historic markets
  • Private walking tour of Florence’s artistic highlights (Duomo, Ponte Vecchio, Uffizi)
  • Sunset rooftop aperitivo overlooking the Arno River
  • Day trip to Chianti: San Gimignano visit + wine tasting lunch
  • Day 4-5

    Siena & Monteriggioni

    Step into a living page of Italian medieval history.

    • Private food and history tour of Siena
    • Check-in at a historic residence in Siena’s old town
    • Half-day tour of Monteriggioni and the surrounding countryside
    • Montepulciano & Pienza

      Wine, cheese, and countryside elegance come together in the Val d’Orcia.

      • Transfer and check-in at a wine estate or countryside relais
      • Private cooking class with seasonal ingredients
      • Pecorino cheese-making experience near Pienza
      • Exploration of Montepulciano’s historic wine cellars and town center
      • Montepulciano & Pienza

        Wine, cheese, and countryside elegance come together in the Val d’Orcia.

        • Transfer and check-in at a wine estate or countryside relais
        • Private cooking class with seasonal ingredients
        • Pecorino cheese-making experience near Pienza
        • Exploration of Montepulciano’s historic wine cellars and town center
        • Orvieto, Sovana & Pitigliano

          Unearth Etruscan beauty and volcanic elegance on the road to Rome.

          • Guided visit to Orvieto’s Duomo and underground caves
          • Scenic stops in Sovana and Pitigliano, with lunch and local wine
          • Transfer toward Rome with overnight in countryside villa or city hotel
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            Your Italian Dream