The Tuscany and San Gimignano tour from Florence is a unique opportunity to take in the charm and flavors of the Chianti region. Highlighting the UNESCO-listed town of San Gimignano and two premium wine tastings, this 7-hour excursion promises a delightful blend of history, scenery, and culinary delights. Whether you’re a wine enthusiast or simply seeking an authentic Tuscan experience, this tour offers a chance to uncover the region’s treasures. With inclusions like balsamic vinegar and truffle-infused olive oil, the journey promises to tantalize the senses and leave a lasting impression. Discover why this tour has become a popular choice among visitors to Florence.
Key Points
- A 7-hour tour from Florence that visits the Chianti Hills for two 1.5-hour wine tastings and the medieval town of San Gimignano.
- The tour includes a tasting of balsamic vinegar and truffle olive oil, as well as an opportunity to try award-winning gelato.
- Visitors can sample up to 9 wines, including Chianti Classico, Brunello di Montalcino, and Super Tuscan, and explore the UNESCO World Heritage Site of San Gimignano.
- The tour starts and ends at the Church of San Giovanni Battista della Calza, and tickets cost €92.25 per person with an option to reserve and pay later.
- The tour offers a delightful blend of Tuscany’s celebrated gastronomic delights, including wine, balsamic vinegar, truffle olive oil, and gelato.
Tour Details

The tour lasts 7 hours, taking visitors from Florence to Tuscany and the charming town of San Gimignano. It’s likely to sell out, with tickets costing £92.25 per person, and the option to reserve now and pay later.
The tour begins and ends at the Church of San Giovanni Battista della Calza. Along the way, guests will enjoy two wine tastings in the Chianti Hills, each lasting around 1.5 hours.
The highlight of the tour is a 1.5-hour visit to the medieval town of San Gimignano, known for its iconic towers. The tour also includes a tasting of balsamic vinegar and truffle olive oil, as well as the opportunity to try award-winning gelato.
You can also read our reviews of more tours and experiences in Florence.
Itinerary Overview

The tour begins at the Church of San Giovanni Battista della Calza and takes visitors on a journey through the picturesque Chianti Hills, where they’ll enjoy two 1.5-hour wine tastings.
After savoring the region’s renowned Chianti Classico, Brunello di Montalcino, and Super Tuscan wines, the tour moves on to the charming town of San Gimignano. Visitors will spend 1.5 hours exploring this medieval gem, with its iconic towers and historic landmarks.
Throughout the day, guests will also have the opportunity to taste balsamic vinegar and truffle-infused olive oil, as well as indulge in gelato from a world champion gelateria.
The tour concludes back at the starting point, the Church of San Giovanni Battista della Calza.
Wine Tasting Highlights

After exploring the charming town of San Gimignano, the tour shifts its focus to the highlight of the day – the two wine tastings in the Chianti Hills. Visitors can look forward to sampling up to 9 wines, including the renowned Chianti Classico, Brunello di Montalcino, and Super Tuscan varieties.
The wine tastings offer a chance to savor the depth and complexity of Tuscan viticulture. Guests will also have the opportunity to sample balsamic vinegar and truffle-infused extra virgin olive oil, further immersing them in the flavors of the region.
Indulge in the rich, velvety Brunello di Montalcino.
Discover the elegant, fruit-forward notes of Chianti Classico.
Explore the bold, distinctive character of Super Tuscan wines.
Charming Town Exploration

Amidst the wine tastings, the tour carves out time for exploring the charming town of San Gimignano, a UNESCO World Heritage Site renowned for its striking medieval architecture and well-preserved towers.
Visitors will have 1.5 hours to wander the quaint streets, discover hidden alleyways, and marvel at the iconic skyline punctuated by 14 remaining medieval towers.
Guests can climb to the top of one of the towers for panoramic views over the Tuscan countryside or visit the Collegiata di San Gimignano, an impressive Romanesque cathedral with beautiful frescoes.
With its picturesque piazzas, local artisan shops, and world-famous gelateria, San Gimignano offers a delightful taste of authentic Tuscan life.
More Great Tours NearbyCulinary Delights

Beyond exploring the charming town, the tour also offers a delectable journey through Tuscany’s culinary delights. Theres some good two wine tastings, savoring renowned Chianti Classico, Brunello di Montalcino, and Super Tuscan varietals, as well as sample balsamic vinegar and truffle-infused extra virgin olive oil.
The highlights of the culinary experience include:
- Discovering the complex flavors of up to 9 different wines
- Tasting the rich, velvety balsamic vinegar and the aromatic, peppery olive oil
- Enjoying gelato from a world champion gelateria, a truly indulgent treat
This tour offers a delightful blend of Tuscany’s most celebrated gastronomic delights, ensuring a memorable and flavorful experience for all participants.
- Florence: Skip-The-Line Uffizi Gallery Timed Entry Ticket
★ 4.5 · 27,832 reviews - Florence: Timed Entrance Ticket to Michelangelo’s David
★ 4.6 · 16,983 reviews - Florence: Michelangelos David Skip-the-Line Entry Ticket
★ 4.5 · 12,764 reviews - Florence: Leonardo Interactive Museum Entry Ticket
★ 4.5 · 11,763 reviews - Florence: Pasta Cooking Class With Unlimited Wine
★ 4.9 · 10,285 reviews - Florence: Pisa, Siena, San Gimignano, and Chianti Experience
★ 4.5 · 8,393 reviews
Inclusions and Amenities

The tour includes transportation by minibus or coach, a local guide, two wine tastings, a balsamic and olive oil tasting, and a 1.5-hour visit to the charming town of San Gimignano.
Maps and information are also provided to participants.
The wine tastings let you sample up to 9 wines, including Chianti Classico, Brunello di Montalcino, and Super Tuscan varieties. You’ll also get to taste balsamic vinegar and truffle-infused extra virgin olive oil.
During the visit to San Gimignano, you’ll have the chance to try gelato from a world champion gelateria.
The tour caters to adults, as it’s not suitable for pregnant women, wheelchair users, or children under 18.
Restrictions and Considerations

This tour isn’t suitable for pregnant women, wheelchair users, or children under 18. Participants must be able to walk for extended periods and navigate uneven terrain in San Gimignano.
Those with mobility issues may struggle with the amount of walking and cobblestone streets.
Pregnant women should avoid activities involving alcohol consumption and strenuous physical exertion.
Children under 18 aren’t permitted, as the tour focuses on wine tastings and other adult-oriented activities.
It’s crucial that travelers carefully consider these restrictions before booking this tour to ensure they can fully participate and enjoy the Tuscan countryside and historic town of San Gimignano.
Booking and Payment Options

Booking this 7-hour Tuscany and San Gimignano tour from Florence can be done quickly and easily online.
Travelers can reserve their spot and pay later, making it a convenient option for those interested in exploring the Chianti hills and historic town.
The tour costs €92.25 per person and is likely to sell out, so it’s best to book in advance.
Once reserved, participants can look forward to a day filled with highlights like wine tastings, a visit to San Gimignano, and a tasting of balsamic vinegar and olive oil.
With transportation, a local guide, and all necessary inclusions provided, this tour offers an immersive Tuscan experience for an affordable price.
Frequently Asked Questions

Can I Modify the Tour Itinerary to Suit My Preferences?
While the itinerary is set, the tour operator may be able to accommodate minor modifications to suit the traveler’s preferences. It’s best to discuss any desired changes with the operator prior to booking to ensure availability and feasibility.
Is the Tour Available in Languages Other Than English?
The tour is available in multiple languages, including English. Customers can check the available language options when booking to ensure their preferred language. The tour provides a multilingual experience to accommodate diverse travelers.
How Much Walking Is Involved During the Tour?
The tour involves moderate walking, with a 1.5-hour visit to San Gimignano. The itinerary also includes two 1.5-hour wine tastings. However, the overall tour is not suitable for pregnant women, wheelchair users, or children under 18.
Can I Bring My Own Wine/Food Items on the Tour?
No, participants generally cannot bring their own wine or food items on the tour. The tour includes two wine tastings and a balsamic vinegar/olive oil tasting, so bringing outside items would not be permitted.
Are There Any Discounts or Group Rates Available for This Tour?
The tour operator may offer discounts for larger groups or early bookings. However, details on group rates or any available discounts are not clearly specified in the tour information provided. Customers should inquire directly with the tour company for current pricing and any potential savings.
From Florence: Tuscany & San Gimignano Tour With 2 Tastings
Recap
This Tuscany and San Gimignano tour from Florence offers a well-rounded experience, combining wine tastings, a visit to the UNESCO-listed town, and regional culinary delights.
Travelers can enjoy the picturesque Chianti Hills, explore the medieval architecture of San Gimignano, and indulge in the area’s renowned products like Chianti Classico, balsamic vinegar, and truffle-infused olive oil.
It’s a must-do for anyone seeking to discover the essence of Tuscany.






















