Physical Address
304 North Cardinal St.
Dorchester Center, MA 02124
Physical Address
304 North Cardinal St.
Dorchester Center, MA 02124

Join a half-day tour from Florence to San Gimignano to see its medieval tower houses, learn its history, and enjoy famous local gelato—all in 5 hours.
Exploring San Gimignano from Florence becomes effortless with this half-day tour offered by Tuscan Travellers. For just 5 hours, you’ll experience the sights, stories, and tastes that make this hilltop town one of Tuscany’s most iconic destinations. The tour includes a luxury van ride, a photo stop, free time to explore, and a delicious gelato from a renowned local maker.
This trip is perfect for those seeking a compact, comfortable way to see San Gimignano without a full-day commitment. The small, private group format means personalized attention, while the multilingual guides add a layer of local insight. Keep in mind, the itinerary emphasizes a relaxed overview rather than an intense guided tour, making it ideal for travelers who want to balance sightseeing with leisure.


The tour begins with a pickup in Florence, where you are transported in a luxury van to the Elsa Valley. This scenic one-hour drive offers views of the Tuscan countryside, setting the scene for your visit. Once in San Gimignano, the town’s iconic tower houses dominate the skyline, showcasing the wealth displayed by medieval families.
The town earned its nickname “medieval Manhattan” due to its cluster of towering buildings. These structures are some of the best-preserved medieval maison de ville in Tuscany, and many have survived since the Middle Ages. Their grand architecture continues to draw visitors eager to see a living piece of history.
While in Florence, here are other experiences we've covered

After arriving, the guide spends about half an hour orienting visitors to the lay of the land. During this time, you’ll learn why San Gimignano flourished during the Middle Ages, mainly due to its proximity to the Francigena Way, an important route for pilgrims and traders.
The wealthiest families of the region displayed their prosperity through the construction of tower houses—some of which still stand today. This historical context helps make the town’s architectural landscape more meaningful, and the guide’s insights deepen appreciation for the medieval culture that shaped San Gimignano.

Following the orientation, you get about three hours to explore at your own pace. You can wander through narrow cobblestone streets, admire the medieval architecture, or visit shops selling local artisan products. The free time also allows for shopping, dining, or enjoying more gelato—a highlight praised by visitors.
The guide offers suggestions for where to eat and shop, helping you make the most of your visit. You can also take scenic photos of the tower houses from various vantage points, capturing the essence of this medieval skyline.
A key feature of this tour is the visit to a renowned gelato maker. Here, you can indulge in delicious gelato made by a local expert, a treat often highlighted as a favorite part of the experience. The quality and flavor of the gelato stand out, providing a sweet conclusion to your time in San Gimignano.
This sweet stop offers a chance to relax, reflect, and savor the flavors of Tuscany’s famous gelato—a perfect way to unwind after sightseeing.
More Great Tours NearbyAfter your free exploration, the tour guides you back in a one-hour drive to Florence. The luxury van ensures a comfortable ride, allowing you to relax and take in the scenery. The driver and escort are trained professionals, with tour escort licenses enabling them to share art, history, food, and local traditions throughout the trip.
This seamless transfer back to Florence wraps up your half-day adventure, leaving you with fresh impressions of San Gimignano’s medieval charm.

This tour is conducted with a private group, providing a more intimate experience. The multilingual guides speak English, Italian, Portuguese, Spanish, and Arabic, catering to diverse visitors. The guides are noted for their knowledgeable explanations and friendly approach, which makes the visit more engaging.
The tour emphasizes personalized attention without the constraints of large group shuffles, making it suitable for families, couples, or small groups wanting a tailored experience.
The tour includes hotel pickup in Florence, with free cancellation available up to 2 days in advance for a full refund. The 5-hour duration allows flexibility for those with tight schedules, and it is advisable to check availability for the preferred start times.
The professional drivers and guides are well-trained, ensuring a smooth, informative experience, even for first-time visitors to Tuscany.
For travelers seeking a brief, comfortable, and informative overview of San Gimignano, this tour ticks all the boxes. It offers a relaxed pace, highlights the town’s medieval architecture, and includes a local gelato tasting that adds a flavorful touch.
The small, private group setup and multilingual guides enhance the experience, making it accessible and personalized. While it doesn’t include entry to museums or churches, the guided orientation and free exploration provide enough depth for a memorable visit.
This half-day trip suits history buffs, architecture lovers, and foodies eager to sample Tuscan gelato. It’s ideal for travelers with limited time who want a stress-free way to experience San Gimignano’s highlights from the comfort of a luxury van.
Those looking for a full-day, in-depth tour with museum visits or extensive guided walks may find this experience a bit limited. Nonetheless, the combination of scenic views, local stories, and sweet treats makes it a well-rounded and enjoyable outing.
How long is the tour?
The tour lasts 5 hours, including pickup, travel, and sightseeing.
Does the tour include hotel pickup?
Yes, hotel pickup in Florence is included in the price.
What languages do guides speak?
Guides speak English, Italian, Portuguese, Spanish, and Arabic.
Can I cancel the tour?
Yes, free cancellation is available up to 2 days in advance.
What is included during the free time in San Gimignano?
You have about 3 hours to explore, shop, dine, or enjoy gelato at your leisure.
Is this tour suitable for families?
Yes, the private group setup and short duration make it suitable for families or small groups.
Are entry tickets to museums or churches included?
No, the tour provides a guided orientation without entries to specific sites.
What makes San Gimignano special?
Its tower houses, built by wealthy medieval families, give it the nickname “Medieval Manhattan”.
How is the transportation arranged?
Travel is in a luxury van with a professional driver and tour escort, ensuring comfort throughout.
Is this tour customizable?
The focus is on highlights and free exploration; it does not specify options for customization.