Our 5 Day Florence & Tuscany Countryside Package Tour offers a one-of-a-kind experience across Tuscany. Your jam-packed journey starts with a walking tour of Florence. Without stepping inside any museums, marvel at historic landmarks and discover the rich Florentine culture. Afterward, enjoy a tasting tour of delicious street foods. Next, head to Tuscany and admire Siena, the UNESCO town of San Gimignano, and Pisa. On your last day, indulge in world-renowned wine and gourmet olive oil in the heart of Chianti, perfectly summing up your 5-day adventure.
For those seeking the best Tuscany adventure, look no further than our 5 Day Florence & Tuscany Countryside Package Tour. Savor the sights and flavors of Tuscany by journeying across urban and countryside regions. This package includes food & wine tastings, hotel stays, comfortable transport, expert guidance, and more. Book your unforgettable adventure now!

5 Day Florence & Tuscany Countryside Tour Package Highlights
- Explore Florence by admiring world-famous outdoor landmarks like the Duomo
- Take an unforgettable food tour through Florence's cobblestone streets
- Be led by expert guides who will provide valuable insight at every turn
- Wander the mesmerizing Tuscan countryside, stopping in Siena, San Gimignano & Pisa
- Select your hotel from our curated list to experience the best accommodation
- Taste some of the finest Tuscan wines and gourmet olive oil in the region
5 Day Florence & Tuscany Countryside Tour Package Itinerary
- Optional airport transfer
- Overnight Florence
- Start at Piazza della Repubblica and learn about Florence’s medieval history
- Walk through historic streets with tower houses, Renaissance palaces, and artists’ workshops
- See the exterior sites of Dante’s house, the Duomo, and the Baptistery
- Stroll Via Tornabuoni and Via Maggio for designer boutiques and antique shops
- Cross Santa Trinita and Ponte Vecchio into the artisan-filled Oltrarno district
- From the outside, marvel at Orsanmichele, Santa Maria Novella, Ruccellai, and Strozzi Palaces
- Visit the interior of Santa Trinita Church to spot amazing art and frescoes
- Discover the Pitti Palace, Santa Felicita, and the Vasari Corridor
- Later, stroll down the streets learning of Florentine culinary secrets
- Stop at several secret eateries, tasting delicious flavors
- Drink Tuscan wine with the locals
- Enjoy traditional dishes, like Schiacciata bread, pasta, and Pappa al Pomodoro
- For dessert, enjoy either cantucci (in the winter) or cool gelato (in the summer)
- End off with cantucci dipped into Vino Santo (dessert wine)
- Overnight in Florence
- Explore Siena's medieval streets, Piazza del Campo, and the Duomo
- Free time for shopping, wandering, or grabbing some coffee
- Visit a family-run Chianti vineyard for a wine tasting
- Pair cantucci with Vino Santo, in classic Tuscan tradition
- Enjoy a Tuscan lunch with homemade pasta, cured meats, local cheeses, and more
- Visit the hilltop town of San Gimignano
- Take a scenic drive through Tuscany to Pisa
- Marvel at the Leaning Tower of Pisa (outside), a worldly icon
- Overnight in Florence
- Travel to the Chianti region
- Learn about local red grape blends like Sangiovese and Canaiolo
- Discover how to taste and pair wines
- Visit a historic olive oil mill on a noble estate
- Tour the mill and learn about traditional olive oil production
- Taste high-quality extra virgin olive oil
- Overnight in Florence
- Optional airport transfer
Something You’d Like To Change?
Use our online package customization tool to add extra night, change hotel, and include airport transfers.
Start PlanningFor more advanced changes, contact us to create a custom tour package.
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