SAN GIMIGNANO & CHIANTI DREAM ESCAPE - PRIVATE TOUR
Immerse yourself in an authentic Tuscan escape featuring two of Italy’s most captivating treasures: the hilltop town of San Gimignano and the picturesque rolling hills of Chianti. Surrounded by breathtaking scenery, timeless charm, and unforgettable landscapes, this experience will leave you completely enchanted.

Highlights
- .Escape from the city chaos and immerse yourself in the countryside .Enjoy free time to explore the picturesque hilltop town of San Gimignano .Relax at ease with a professional and private driver to take you around the countryside .Fully immerse yourself in the beauty of Tuscany with a visit to two of Italy's best kept gems
Book Your Tour
Choose from our curated ticket options below
The Price Includes
- .Pick up & drop off at your hotel .5 hours chauffeur driven hire .Professional private driver .Private Mercedes car or minivan Free time in San Gimignano (approximately 2.5 hours if no additional services are selected) .Bottled water .Wi-Fi .Optional services if selected
About This Experience
Your Tuscan adventure begins when your professional private chauffeur welcomes you at your hotel. Enjoy a 4-hour private chauffeur service at your complete disposal, allowing you to travel comfortably while receiving local recommendations, discovering hidden gems, stopping for memorable photographs, and learning more about Tuscan culture and traditions along the way. As you leave Florence, settle back and admire the peaceful countryside unfolding outside your window.
Upon reaching the enchanting hilltop town of San Gimignano, famous for its remarkable medieval towers, enjoy some free time to explore its timeless charm. Often nicknamed the “Manhattan of Italy,” the town is renowned for its distinctive skyline and historic architecture.
For an unforgettable viewpoint, climb the Torre Grossa, the tallest tower in San Gimignano. With 218 steps leading to the top, the effort is rewarded with spectacular panoramas across the surrounding Tuscan countryside. Afterwards, treat yourself to a delicious artisan gelato from one of the town’s renowned gelaterias.
Take a leisurely stroll through Piazza della Cisterna, the atmospheric main square, or continue to Rocca di Montestaffoli, a historic 14th-century fortress offering extraordinary views from its ancient walls. Before leaving San Gimignano, savour a glass of the local speciality, Vernaccia di San Gimignano, and discover the heritage of this celebrated Tuscan white wine.
Next, relax in your private luxury vehicle as you travel towards the picturesque Chianti countryside. Watch the scenery transform into a breathtaking panorama of lush rolling hills, endless vineyards, olive groves, and winding country roads.
Make the most of your time in Chianti by admiring the scenery at your leisure, or enhance your experience with a customised stop at a local winery, where you can discover the region’s renowned wine traditions and enjoy an authentic Tuscan tasting.
Experience San Gimignano and Chianti in comfort, freedom, and style, combining medieval charm, spectacular landscapes, and the authentic flavours of Tuscany.
Visit's Organisation
We'll take care of every detail
08:00 AM, 08:15 AM, 08:30 AM, 02:30 PM, 02:45 PM, 03:00 PM / Florence
Need Tour Assistance?
Our concierge team can arrange private group tours, custom timings & VIP entry.
