Florence & Tuscany: 5-Day Ultimate Combo Tour｜Italy

Day 1:
Arrive in Florence and check into the accommodation of your choice. Meet your guide for a welcome walk through the historic center, passing landmarks such as the Duomo, Piazza della Signoria, and Ponte Vecchio.

Enjoy the rest of the day independently. Dine at a traditional trattoria, relax with a glass of wine, or discover some of the city’s quieter streets and hidden corners.

Day 2:
Spend the day exploring Florence at your own pace or choose from the optional activities available.

You may join a day trip to Pisa and Cinque Terre or discover Florence’s artistic heritage with a walking tour that includes the Accademia and Uffizi galleries.

Day 3:
Depart Florence for a full-day journey through some of Tuscany’s most iconic towns.

Begin in Siena, a beautifully preserved medieval city known for its atmospheric streets and magnificent Piazza del Campo. Continue to Cortona, the hilltop town made famous by *Under the Tuscan Sun*. Enjoy panoramic views across the surrounding valleys, browse artisan boutiques, and experience the authentic charm of this traditional Tuscan destination.

Stop at a countryside farm for a tasting of local products before continuing to Montepulciano. Explore its medieval streets, learn about its history and wine culture, and admire the views across the Val d’Orcia. The town is especially celebrated for its renowned Vino Nobile di Montepulciano.

Continue through the Tuscan countryside to San Gimignano, a UNESCO World Heritage Site famous for its medieval towers. We recommend booking two nights in or near the town.

Day 4:
Explore the hills surrounding San Gimignano on a guided wine tour.

Visit a boutique Chianti winery for a tasting of local wines paired with regional specialties. Continue to a family-run estate for another wine experience and discover a different side of Tuscan winemaking.

Return to San Gimignano and enjoy time to explore independently. Wander through its cobbled streets, admire the medieval towers, browse the local shops, and take in the views over the countryside.

Day 5:
Take part in a hands-on cooking class led by a local chef. Learn how to prepare authentic Tuscan recipes using traditional techniques and fresh ingredients.

After the class, sit down to enjoy the meal you have prepared, accompanied by a glass of local wine. Return to Florence by approximately 5:00 PM, marking the end of your Tuscan adventure.