Discover Tuscany at its most delicious, San Gimignano’s medieval skyline, then Chianti’s wineries and farms for wine, salami, and cheese tastings.
Private Tour Excursion to San Gimignano & Chianti Tuscany
Tour in a Day
Starting from
$
per person*
Unforgettable Italian Journeys, Designed for You
Curated by passionate Italy experts, this sample itinerary is just the beginning of your Italian adventure. Every journey we design is unique, crafted around your interests, pace, and dreams so you can experience Italy’s beauty and culture like a true insider. Let us transform your vision into a one-of-a-kind travel experience, filled with authentic moments and lasting memories
Day 1
SAN GIMIGNANO, CHIANTI
Medieval Towns and Tuscan Tastings
- Embark on a private full-day tour through the heart of Tuscany, where medieval history and renowned cuisine come together in one unforgettable day.
MAKE THIS ITINERARY YOURS
Turn this sample itinerary into your dream Italy vacation – tailored to your pace, passions, and budget.
Day 1
SAN GIMIGNANO, CHIANTI
Medieval Towns and Tuscan Tastings
Begin in San Gimignano, the enchanting UNESCO World Heritage hill town celebrated for its soaring ancient towers and majestic palaces. With your expert guide, uncover the stories that shaped this iconic medieval skyline as you explore its charming streets. Then continue through the rolling landscapes of Chianti, stopping at local wineries and traditional farms to savor tastings of the region’s finest wines, artisanal salamis, and rich Tuscan cheeses. Blending cultural discovery with culinary delight, this exclusive driving tour is a perfect way to experience Tuscany’s timeless beauty and authentic flavors.