3-Day Private Tuscany Tour from Florence: Wine & Hilltop Towns
Discover Tuscany's hidden gems on a 3-day private tour. Explore Chianti Road, Val D'Orcia, and historic towns like Pisa and Lucca. Experience Tuscany's beauty at your pace.
10 meals
Experience Details
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
What You Get
Good To Know
- Infants are required to sit on an adult’s lap
- Suitable for all physical fitness levels
What You’ll Experience
Val D'Orcia: Nature, Food & Wine, History Full Day Private Tour (Day 1)
4 stop(s)
Chianti Road, San Gimignano and Wine Tasting Half Day Private Tour (Day 2)
2 stop(s)Pisa, Lucca & Cheese Farm with wine tasting Full Day Private Tour (Day 3)
2 stop(s)Meeting & Pickup
Pickup Point
Cancellation Policy
Cancel your booking at least 6 days before the experience start time to receive a full refund minus a 3.2% transaction fee.
Fantastic experience, which allowed us to savor the essence of Tuscany, movie-like landscapes to leave you speechless, unforgettable visits to the cellar with super tastings! Advised
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10 meals
Join a hands-on masterclass in Chianti, crafting Schiacciata Toscana with a local expert. Enjoy regional wine, aperitivos, and experience Tuscan culinary traditions in a genuine setting.
Embark on a unique truffle hunting adventure in Tuscany. Explore scenic hills with expert guidance, savor a traditional meal with wine, and experience a delightful day immersed in nature's charm.
Discover Siena's Gothic charm and Montalcino's wine heritage on a private tour from Florence. Enjoy breathtaking landscapes, rich history, and wine tasting in a renowned vineyard.
Delve into Florence's flavors with a tour featuring olive oil tasting, street food bites, and classic Tuscan dishes. Discover local secrets while enjoying traditional and authentic tastes.