• Florence - Get ready for a day of pure delight as you explore the wonders of Tuscany. A private chauffeur will collect you from your accommodation in a luxurious Mercedes vehicle. Sit back and enjoy the stunning rolling hills on your journey from Florence to Siena, which takes about an hour.
• Siena - Upon arrival, your driver will drop you off near the Siena Cathedral, a great advantage of private travel! Siena is steeped in history and is a hub of medieval splendor in the Tuscany region. With a rich heritage of architecture, art, and culture, Siena is a UNESCO World Heritage Site! Spend two hours exploring the medieval-style buildings, artisanal shops, local eateries, and charming alleyways at your leisure.
• Piazza del Campo - As you wander through Siena’s picturesque streets, you can’t miss the city’s most famous square - Piazza del Campo. This large, oval-shaped piazza is a popular spot for locals to gather with family, friends, and classmates. You’ll see many Sienese locals relaxing on the wide slopes leading to Palazzo Comunale and Torre del Mangia. It also hosts an annual palio horse race, a thrilling competition between Siena’s neighborhoods! After taking in the panoramic views, recharge with a cappuccino at one of the many cafes lining Piazza del Campo, experiencing Siena like a local.
• Duomo di Siena - After leisurely exploring the city, it’s time to visit the heart of Siena - the Siena Cathedral. The stunning facade is adorned with pink, green, white, and black marble. Built in the 1200s, it is a magnificent example of Romanesque-Gothic architecture. Inside, admire the intricately carved marble floors depicting biblical stories across 56 scenes. Look up to see masterpieces by Renaissance masters such as Donatello, Pisano, Pinturicchio, and Michelangelo. Stroll through the grand atmosphere inside, and before leaving, don’t miss the hidden gem of the Cathedral - the vividly painted Piccolomini Library!
• San Gimignano - Then, return to your luxury private vehicle and head to the nearby town of San Gimignano. As you approach the hilltop town, your driver will point out its distinctive medieval “skyscrapers.” Often referred to as a medieval Manhattan, thirteen towers remain intact in this perfectly preserved hilltop town. Your driver will drop you off outside the ancient city gate. Here, you can find a famous panoramic viewpoint of the Tuscan countryside with its rolling green hills, olive groves, and vineyards. You will have an hour to explore the charming Renaissance town of San Gimignano at your own pace.
• Piazza della Cisterna - As you meander through the characteristic alleyways of San Gimignano, the streets will lead you to Piazza della Cisterna. This is the city’s main square, where you can find the Cathedral, Duomo, and striking medieval architecture! Treat yourself to a local gelato or coffee and enjoy the beautiful views of this ancient city.
• Chianti Road - Once you’ve finished exploring San Gimignano, your driver will be ready to assist you! You’ll head to the world-famous Chianti region, known for its enchanting landscapes. Admire the stunning scenery, dotted with tiny villages and magnificent castles on the sunny, rolling hills. One of the benefits of a private tour is the flexibility to stop whenever something catches your eye! Simply ask, and your driver will gladly allow you to take some fantastic photos.
  Make the most of your time in the renowned Chianti wine region with a local wine tasting! You can make your own reservations at a wine estate, we are happy to arrange it for you, or your driver can offer recommendations! If you choose to add our optional wine tasting to your itinerary, your driver will take you to a local wine estate in the heart of the Chianti hills.
• Chianti Road - Enjoy a personalized experience as a local producer guides you through the vineyards (not included in the tour price). Discover the secrets of Chianti production and the ancient traditions that make this red wine exceptional! Afterwards, there’s no better way to end your day than with an unforgettable Chianti Classico wine tasting accompanied by fresh, local products. Cheers!
• Florence - Pick up some bottles of Chianti Classico wine as souvenirs, capture a few final photos of the mesmerizing scenery, and then your private driver will be ready to take you directly back to your accommodation in Florence.

• Door to Door Hotel pickup and drop-off
• Fully-fitted Mercedes vehicle with Free Wifi on board
• Air conditioning and USB charger on board
• Expert Professional Driver at your full disposal
• Tailor made Itinerary
• Independent Sightseeing in Siena, San Gimignano and Chianti Wine Region
• Wine Tasting Experience in a quaint Chianti Winery - if option selected
• Photo Stops along the Way to portray the most beautiful landscapes of Tuscany
• Direct access to the historic centre of UNESCO Listed Art Cities
• Commentary on board
• Dedicated office support available before, during, and after the tour to customize the experience

• Lunch
• Local guides in San Gimignano and Monteriggioni

Escape for a day from Florence and explore Siena, San Gimignano and the idyllic Chianti region. Experience all the wonders of Tuscany at your own pace. Bask in the exclusive service of your private driver and absorb the medieval ambience of Siena and San Gimignano, two genuine treasures in the midst of Tuscany. As you return to your Florence hotel, admire the panoramic views of the soft hillocks and vineyards that define the Chianti wine region. The package includes hotel pickup, drop-off, and a driver.

• Please advise any specific dietary requirements at time of booking
• A maximum of 8 people per booking

For a full refund, cancel at least 24 hours before the scheduled departure time.