Morning: Arrive at Florence Firenze Airport and transfer to your hotel in the historic centre. After settling in, enjoy a leisurely walk to the Duomo (Cathedral of Santa Maria del Fiore) and climb the dome for panoramic city views.
Afternoon: Stroll across the iconic Ponte Vecchio, browsing its jewelry shops, then relax in the nearby Boboli Gardens with its statues and fountains. Grab a light lunch of panini and gelato at a local trattoria.
Evening: Dine on Tuscan specialties at a traditional osteria near Piazza della Signoria, followed by a gentle night‑time walk to admire the illuminated Palazzo Vecchio.
Find HotelsMorning: Visit the world‑renowned Uffizi Gallery to see masterpieces by Botticelli, Michelangelo, and Leonardo da Vinci. Allow time to linger in the gallery’s quiet corridors.
Afternoon: Explore the Accademia Gallery to encounter Michelangelo’s David, then wander the historic streets of the Oltrarno district, stopping at artisan workshops and the Pitti Palace.
Evening: Savor a sunset dinner on a rooftop terrace overlooking the Arno River, then enjoy a relaxed aperitivo at a wine bar featuring local Chianti.
Find HotelsMorning: Depart Florence for the scenic Chianti Classico road, first stopping at the charming town of Greve in Chianti to explore its market square.
Afternoon: Tour the historic Castello di Brolio, including a guided wine tasting of signature Chianti reds and a walk through the surrounding vineyards.
Evening: Return to Florence, stopping for a light dinner at a countryside agriturismo, then relax back at your hotel.
Find HotelsMorning: Travel to Siena and begin at the magnificent Siena Cathedral (Duomo di Siena), admiring its striped marble façade and intricate interior.
Afternoon: Wander the famous Piazza del Campo, climb the Torre del Mangia for sweeping views, and enjoy a leisurely lunch of pici pasta.
Evening: Drive to the medieval town of San Gimignano, stroll its cobbled streets, and sample local white wine before heading back to Florence.
Find HotelsMorning: Head south to the breathtaking Val d’Orcia, stopping at the picturesque village of Pienza to taste its celebrated Pecorino cheese.
Afternoon: Continue to Montepulciano for a wine tasting of Vino Nobile, then explore the town’s Renaissance palaces and enjoy a leisurely lunch overlooking rolling hills.
Evening: Return to Florence, stopping briefly at the thermal baths of Bagno Vignoni for a relaxing soak before dinner back in the city.
Find HotelsMorning: Re‑visit any favourite spots or shop for souvenirs at the Mercato Centrale, picking up olive oil, leather goods, and ceramics.
Afternoon: If time permits, explore the lesser‑known Abbey of San Galgano and its mysterious sword in the stone, then return to your hotel to collect luggage.
Evening: Transfer to Florence Airport for your departure, carrying memories of Tuscany’s art, wine, and stunning landscapes.
Find HotelsIf you wish to extend your stay, add an extra day in the Val d’Orcia to visit the stunning towns of Montalcino and the thermal spa of Bagno Vignoni, or spend a full day on a cooking class in Florence. To shorten the trip, combine Siena and San Gimignano into a single day and skip the Abbey of San Galgano, allowing you to depart directly from Florence after Day 5. Adjusting meal budgets and opting for budget accommodations can also reduce overall costs without compromising the Tuscan experience.