Enjoy the enchanting medieval charm of San Gimignano on this captivating half-day tour from Florence. Explore the town’s picturesque cobblestone streets, admire iconic piazzas, and climb the Torre Grossa for stunning Tuscan vistas. Conclude your adventure with a delightful picnic, savoring local delicacies and Chianti wine in the heart of the Chianti region. This small-group experience promises an unforgettable culinary and cultural journey through the rolling hills of Tuscany. Prepare to be captivated by the timeless allure of this remarkable destination.
Key Points

- Tour offers a half-day small group excursion from Florence to the medieval town of San Gimignano.
- Includes roundtrip transportation, an expert tour leader, and a picnic with Chianti wine in the Chianti Wine Region.
- Visitors can explore the charming cobblestone streets, visit key landmarks, and climb the Torre Grossa tower for scenic views.
- Concludes with a picnic featuring local Tuscan products like Pecorino cheese, olive oil, and Chianti wine.
- Suitable for all travelers except wheelchair users; comfortable footwear is recommended for the cobblestone streets and tower climb.
Tour Overview

This half-day small group excursion from Florence takes visitors to the historic town of San Gimignano, known as the "Manhattan of the Middle Ages".
The 5-hour tour, priced from $86.29 per person, includes an expert English-speaking tour leader and roundtrip transportation by air-conditioned minibus or minivan with free Wi-Fi.
The small group is limited to 25 participants, allowing for a more personalized experience.
Visitors will explore San Gimignano’s narrow cobblestone streets, charming piazzas, and have the opportunity to climb the iconic Torre Grossa tower for scenic views of the Tuscan countryside.
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Itinerary Highlights

Visitors will visit San Gimignano, known as the "Manhattan of the Middle Ages".
They’ll explore the town’s narrow cobblestone streets, Piazza della Cisterna, and Piazza Duomo.
The highlight will be climbing Torre Grossa, the highest tower, which offers 218 steps and scenic views of the Tuscan countryside.
From the tower, they’ll gaze out at the rolling hills, olive groves, and vineyards that make up the stunning landscape.
The rolling hills, olive groves, and vineyards create a stunning landscape, as seen from the top of the tower.
This half-day excursion provides the perfect opportunity to take in the medieval charm and natural beauty of this iconic Tuscan town.
Picnic Experience

The tour concludes with a picnic among the vineyards in the Chianti Wine Region. Guests enjoy tastings of typical Tuscan products and Chianti wine, seeing the flavors and aromas of the region’s rich tradition.
| Product | Description | Price |
| — | — | — |
| Chianti Wine | Full-bodied red wine with notes of cherry and spice | $15 |
| Pecorino Cheese | Tangy sheep’s milk cheese | $8 |
| Olive Oil | Extra virgin olive oil from local Tuscan olives | $12 |
This picnic experience offers a delightful way to savor the best of Tuscan cuisine and culture before returning to Florence.
Booking Information

Free cancellation up to 24 hours in advance for a full refund is available.
Travelers can reserve their spot now and pay later.
Reserve your spot now and pay later.
The meeting point is the Tours&News kiosk at Piazzale Montelungo Bus Terminal, which is 5-10 minutes from Santa Maria Novella Train Station.
The tour isn’t suitable for wheelchair users, so guests should inform the operator of any food intolerances or allergies ahead of time.
Comfortable shoes are recommended.
Babies 0-2 years old must sit on a parent’s lap during the tour.
More Great Tours NearbyImportant Notes
While the tour is not suitable for wheelchair users, those with food intolerances or allergies can inform the operator in advance. Comfortable shoes are recommended for the cobblestone streets and 218-step climb of Torre Grossa. Babies must sit on a parent’s lap during the transportation.
| Tour Essentials | Recommendations |
| — | — |
| Footwear | Comfortable shoes |
| Infants | Sit on parent’s lap |
| Accessibility | Not suitable for wheelchairs |
| Dietary Needs | Inform operator in advance |
The tour provides a scenic journey through the Tuscan countryside and an immersive experience in the historic town of San Gimignano.
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Exploring San Gimignano
Nestled in the heart of Tuscany, San Gimignano is a captivating medieval town known as the "Manhattan of the Middle Ages".
Explore its narrow cobblestone streets, admiring the iconic towers that dot the skyline.
Wander through Piazza della Cisterna and Piazza Duomo, marveling at the stunning architecture.
For panoramic views, climb the 218 steps of Torre Grossa, the highest tower in the town.
Soak in the scenic vistas of rolling hills, olive groves, and vineyards that characterize the Tuscan countryside.
This quaint town offers a glimpse into Italy’s rich history and serves as the perfect setting for a picnic among the Chianti vines.
Scenic Tuscan Countryside
As visitors depart the picturesque town of San Gimignano, they’ll be immersed in the serene Tuscan countryside. Rolling hills, olive groves, and vineyards stretch as far as the eye can see. The panoramic vistas are simply breathtaking. Capture the quintessential Tuscan landscape in your camera’s lens.
| Feature | Description |
| — | — |
| Rolling Hills | Undulating landscapes blanketed in lush greenery |
| Olive Groves | Rows of gnarled olive trees yielding the region’s prized oil |
| Vineyards | Trellised vines producing renowned Chianti and other wines |
Soak in the beauty of this idyllic rural setting before indulging in a delectable Tuscan picnic. The perfect conclusion to a delightful half-day excursion.
Tasting Tuscan Delicacies

Concluding the tour, visitors indulge in a picnic among the vineyards, savoring the flavors and aromas of Tuscan tradition.
The experience includes:
-
Tasting of typical Tuscan products like cured meats, cheeses, and bread
-
Sampling Chianti wine, showcasing the region’s renowned viticulture
-
Enjoying panoramic views of the rolling Tuscan hills and vineyards
-
Learning about the local cuisine and winemaking traditions from the guide
-
Taking in the tranquil, pastoral setting of the Chianti Wine Region
This picnic finale provides a delightful conclusion to the day’s exploration of San Gimignano and the surrounding countryside.
Ask Away
Is There a Bathroom Stop During the Tour?
The tour does not mention a bathroom stop, but participants can likely use facilities in San Gimignano during the exploration portion of the excursion. Comfordata shoes are recommended, suggesting the tour has an active itinerary.
Can I Bring My Own Food and Drinks?
No, bringing your own food and drinks is not allowed. The tour includes a picnic with Tuscan products and Chianti wine. For any dietary requirements, inform the tour operator in advance.
What Is the Maximum Group Size for This Tour?
The tour group is limited to a maximum of 25 participants. The small group size ensures an intimate and personalized experience during the half-day excursion from Florence to San Gimignano.
Can I Take Photographs During the Tour?
Yes, participants can take photographs throughout the tour. The small group size of 25 or fewer allows for easy mobility and capturing scenic views of San Gimignano and the Tuscan countryside.
How Much Walking Is Involved in This Tour?
The tour involves a moderate amount of walking. Guests will explore the narrow cobblestone streets and climb the 218 steps of Torre Grossa in San Gimignano. Comfortable shoes are recommended for this 5-hour excursion.
Final Words
This captivating half-day excursion from Florence to San Gimignano offers a chance to take in the medieval charm of the town, admire the stunning Tuscan landscapes, and savor a delightful picnic in the Chianti Wine Region. With a small group and a knowledgeable guide, it’s the perfect opportunity to experience the best of Tuscany’s history, culture, and cuisine.
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