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

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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
Please select a date
Activity package
to get availability.
Facilities
Important information
Infants are required to sit on an adult’s lap. Suitable for all physical fitness levels