San Gimignano, Volterra & Certaldo: Medieval Tuscany Day Tour

10 hours (approximately)
Offered in: English

Escape the crowds and step back in time with our exclusive 'Medieval Villages' tour—a journey designed for those who want to experience the true soul of Tuscany. Beyond the typical tourist path, this intimate, small-group adventure invites you to walk the storied, tower-lined streets of San Gimignano, uncover the mysterious Etruscan roots of Volterra, and explore the poetic, cobblestoned alleys of Certaldo, home of the legendary writer Boccaccio. This isn’t just sightseeing; it’s a sensory deep-dive into history, perfectly punctuated by an authentic Tuscan lunch and wine tasting at a local estate.

What's Included

English-speaking tour leader
Light Tuscan lunch in local winery
Wine tasting of local wines
Visit of Certaldo Alto, San Gimignano & Volterra
Free time to explore each location
Round-trip transportation with 8 seat minivan
Tips & Gratuities and all personal expenses
Hotel Pick Up & Drop Off
Entrance tickets to optional attractions or museums

Meeting and pickup

Meeting point
You can choose from multiple locations at checkout.
End point
This activity ends back at the meeting point.

Itinerary

Duration: 10 hours (approximately)
  • 1

    Meet your tour leader at Piazza della Calza, 1 in Florence (right by the historic Porta Romana gate). To make it easy to spot them, just look for your leader wearing a bright purple T-shirt near the blue 'P' parking sign. See you there!

    15 minutes • Admission ticket free
  • 2
    Volterra

    Begin youe experience with with an orientation walking tour to uncover this ancient town's fascinating history, followed by one hour of free time for you to wander, shop, or simply soak in the atmosphere of this hidden gem at your own pace.

    1 hour 30 minutes • Admission ticket free
  • 3
    San Gimignano

    Enjoy 90 minutes of free time to explore the charming streets of San Gimignano! Whether you want to grab some world-famous gelato, browse the artisan shops, or simply admire the iconic towers that define this beautiful Tuscan hill town, this is your chance to soak it all in at your own pace.

    1 hour 30 minutes • Admission ticket free
  • 4
    Tuscany

    Indulge in a true Tuscan experience with a 90-minute stop at the beautiful Tenuta Torciano estate. You’ll be treated to an authentic wine tasting paired with a delicious light lunch, giving you the perfect opportunity to savor the flavors of the region while relaxing in the heart of the countryside.

    1 hour 30 minutes • Admission ticket free
  • 5
    Certaldo

    Enjoy free time to wander through the enchanting streets of Certaldo! You can take the funicular up to the medieval upper town (Certaldo Alto) to soak in the panoramic views, stroll through the quiet cobblestone alleys, or enjoy a coffee in a historic piazza—it's the perfect way to experience the timeless charm of this hilltop town at your own pace.

    1 hour • Admission ticket free
  • (Pass by)

    As we make our way back to Florence, sit back, relax, and take a moment to reflect on our journey. We hope you leave with your mind and heart full of beautiful memories and the magic of Tuscany.

    Admission ticket free

Additional info

  • Public transportation options are available nearby
  • Specialized infant seats are available
  • Travelers should have at least a moderate level of physical fitness
  • Not recommended for people with people with impaired mobility
Supplied by Italy on a Budget tours

Tags

Day Trips
Full-day Tours
Bus Tours
Private and Luxury
Historical Tours
Archaeology Tours
Small Group
Short term availability

Cancellation Policy

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

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