3-Day Private Tuscany Tour from Florence: Wine & Hilltop Towns

Escape the city and immerse yourself in the timeless beauty of Tuscany on a fully private, 3-day journey through rolling hills, historic villages, and unforgettable food and wine. Starting from Florence, your personal driver-guide will take you through the heart of Tuscany. You'll visit San Gimignano, Siena, Montepulciano, and the Chianti wine region. Enjoy exclusive tastings at family-owned wineries, admire Renaissance art, and relax each evening in hand-picked boutique countryside hotels.

This tour is curated for travelers who want to slow down, connect with authentic Italy, and enjoy VIP treatment from start to finish. Highlights:

Private driver-guide throughout the tour

Visits to San Gimignano, Siena, Montepulciano & more

Wine tastings in Chianti and Montalcino (Brunello!)

Time to explore, shop, and dine in historic piazzas

Option to include truffle hunting or cooking class