Exploring Tuscany’s Secret Treasures: San Gimignano, Volterra, and San Galgano Abbey
This small group tour offers a well-rounded day out into the less-trodden corners of Tuscany, focusing on three iconic and enchanting sites: San Gimignano, Volterra, and San Galgano Abbey. It’s a thoughtful way to see some of the region’s most photogenic towns, learn about their history, and experience the mythic side of Italy’s medieval past—all without the hassle of self-driving.
What I particularly love about this experience is how it balances sightseeing with genuine moments of connection: wandering through San Gimignano’s towers and tasting authentic gelato, browsing artisan workshops in Volterra, and imagining knights and legends at the roofless San Galgano Abbey. Plus, being part of a small group means you get a more personalized feel, and your guide makes sure you don’t just see, but understand what makes each stop special.
One thing to consider is that the tour’s schedule can be tight, with a full 11.5 hours packed into each day. This means some stops get limited time, so it’s ideal if you want a quick but deep taste of Tuscany. Also, the tour isn’t suitable for wheelchairs or people with reduced mobility, so plan accordingly if mobility is a concern. But overall, the value of visiting three unique sites in one day, with an expert guide, makes it well worth the effort.
Key Points / Takeaways

- Authentic Medieval Towns: Experience the charm of San Gimignano with its towers and cobblestone streets, a true step back into the Middle Ages.
- Artisan and Craft Workshops: In Volterra, you’ll find plenty of workshops to browse, especially for alabaster artifacts—perfect for unique souvenirs.
- Legendary Architecture: The San Galgano Abbey is a hauntingly beautiful ruin, and its open roof invites you to imagine a bygone monastic life.
- Expert Guidance: The tour’s guide, such as Placido, brings passion and local knowledge, enriching your visit with stories and tips.
- Scenic Drive: The coach ride offers postcard views of Tuscany’s rolling hills, making the journey part of the experience.
- Flexible Free Time: Ample free time in each town lets you explore at your own pace, whether it’s sampling gelato or shopping for hand-crafted items.
Discovering Tuscany’s Hidden Gems: A Deep Dive

You can also read our reviews of more tours and experiences in Volterra.
Why This Tour Stands Out
This tour is designed for those who want to get a meaningful taste of Tuscany’s lesser-known treasures without the burden of planning or driving. It’s especially appealing if you’re after authentic experiences—beyond the more touristy, commercialized spots. The small-group setup, with a maximum of around 20 travelers, ensures that you get personalized attention and the chance to ask your guide questions—something you might miss on larger tours.
The Itinerary Breakdown
Starting at Piazzale Montelungo is a practical choice, close to the Santa Maria Novella train station, making it easy to access. Once onboard your fully-fitted GT Coach, you’re in for a scenic ride lasting around 1.5 hours to your first stop: San Galgano Abbey. Unlike many ruins that are roped off or heavily restored, this 13th-century Cistercian monastery is a skeletal shell, roofless and exposed to the sky. It’s a place that invites the imagination—think of monks in prayer or legendary knights searching for the Sword in the Stone. As one reviewer noted, “This roofless church will take your breath away,” and it’s easy to see why.
You’ll spend about 1.5 hours here, enough to wander around and absorb the grandeur of its gothic walls. The nearby Eremo di Montesiepi is a highlight, where you can see the famous sword embedded in a stone—said to have inspired the legendary King Arthur tales. It’s a mystical experience that blends history, legend, and architecture in a way that feels timeless.
Next, a one-hour drive brings you to Volterra, perched on a hill and soaked in medieval charm. This ancient town is famous for its alabaster craftsmanship, and it’s a delight to browse the artisan workshops. The Palace of Priors and Medici Fortress are key sights, but most visitors find the shops and the view from the walls equally captivating. One reviewer raved about discovering a “stunning winery,” which the guide may even suggest in lieu of a traditional lunch. If you’re a fan of craftsmanship, don’t miss bringing home a handmade alabaster artifact—each piece is unique.
Your final stop is San Gimignano, often called the “Manhattan of the Middle Ages” due to its towering skyline. After about 1.5 hours here, you’ll have time to wander the narrow streets, snap photos of the iconic towers, and enjoy a scoop of famous local gelato in unusual flavors. This town is perfect for a relaxed stroll, soaking up its atmosphere and perhaps shopping for local products.
Transportation and Group Size
Traveling comfortably on a fully-fitted GT Coach means you’ll enjoy a smooth ride through Tuscany’s scenic landscapes. The small group size, often cited as a highlight, grants a friendly, intimate atmosphere—perfect for asking questions and soaking in the local stories. Keep in mind, the timings are quite packed; some stops may be shorter than hoped, but that’s the trade-off for covering three sites in one day.
Guide and Experience Quality
The tour is led by an English-speaking expert guide, who shares insights and stories that elevate the experience beyond just sightseeing. Reviews highlight guides like Placido, praised for their passion and local knowledge. Expect to learn about the history, legends, and craftsmanship behind each site, which makes the visits far more meaningful.
Price and Value
At around $157.47 per person, this tour offers excellent value considering it includes entrance fees to San Galgano Abbey, transportation, and expert guidance. The fact that it combines three distinct sites—each with its own story—makes it a smart choice for travelers wanting a comprehensive yet manageable day out. Compared to the cost and effort of self-organized visits, this guided tour cuts down the hassle and boosts your understanding of Tuscany’s cultural fabric.
Who Will Love This?
If you’re a traveler who appreciates history, legends, and authentic craftsmanship, this tour will suit you well. It’s perfect for those who want a manageable, informative journey with plenty of free time to explore on your own. However, if mobility is a concern or if you prefer a very relaxed pace, you might want to consider other options.
Practical Tips

- Wear comfortable shoes—cobblestone streets are common.
- Bring sunscreen and water—there’s a lot of walking and little shade in some areas.
- Allocate some extra time for shopping or tasting gelato in San Gimignano.
- Check the starting times and plan your day accordingly.
- Note that the order of visits might change, but all sites are included.
FAQ

Is this tour suitable for children or families?
While it’s a great way to introduce younger travelers to Tuscany’s history, the full day and walking involved might be tiring for very young children. It’s best suited for kids who enjoy walking and storytelling.
Can I buy souvenirs during the stops?
Yes. In Volterra and San Gimignano, artisan workshops and shops are available for browsing and purchasing handmade items, especially alabaster artifacts.
Does the tour include lunch?
No, lunch is not included, but the guide may suggest a winery or spots for a quick refreshment, which could be a memorable alternative.
What happens if I’m late or want to skip a stop?
The schedule is fixed, and the itinerary might change slightly. Since it’s a small group, latecomers could miss part of the experience, and skipping stops isn’t typically an option.
Is the tour accessible for people with mobility issues?
No, the tour isn’t suitable for wheelchair users or those with reduced mobility due to uneven streets and walking distances.
How long is the coach ride between sites?
The drive from the start point to San Galgano is about 1.5 hours, with the other transfers being around an hour or less.
Can I cancel if my plans change?
Yes, you can cancel up to 24 hours in advance for a full refund, offering some flexibility if your schedule shifts.
What should I bring?
Comfortable shoes, sun protection, water, and a camera are highly recommended. A small backpack or bag for personal items makes managing essentials easier.
This small group tour offers a well-balanced day exploring Tuscany’s enchanting towns and legendary ruins, led by passionate guides who bring the region’s stories to life. It’s a fantastic choice for those eager to see authentic sights without the stress of self-driving, especially if you enjoy history, craftsmanship, and scenic landscapes.
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