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
Options
3-Day Private Tuscany Tour from Florence: Wine & Hilltop Towns
Pickup included
What's included in 3-Day Private Tuscany Tour from Florence: Wine & Hilltop Towns
(Subject to Option Inclusions)Itinerary
Day 1 | Val D'Orcia: Nature, Food & Wine, History Full Day Private Tour
Val D'Orcia
Montepulciano
Montalcino
Pienza
Food and Drinks
Day 2 | Chianti Road, San Gimignano and Wine Tasting Half Day Private Tour
Strada Statale 222 Chiantigiana
San Gimignano
Food and Drinks
Inclusions
- Private transportation
- Air-conditioned vehicle
- Private Guide
- Infants are required to sit on an adult’s lap
- Suitable for all physical fitness levels
Meet
Pickup and Dropoff
Choose to be picked up from a list of locations
Please arrive at the pick up point 10 minutes before departure time.
Additional Information
We pick up all the travelers. The guide will wait you at your hotel reception
