Medieval Tuscany & Wine Experience: Certaldo, San Gimignano & Volterra
- Instant confirmation
- Guided tour in English
About this experience
Join a small-group day tour from Florence and discover three of Tuscany’s most enchanting medieval villages. Wander the tower-lined streets of San Gimignano, explore Volterra’s fascinating Etruscan ruins and alabaster workshops, and stroll the quaint alleys of Certaldo, the birthplace of the celebrated medieval writer Boccaccio.
To top it all off, savor a traditional Tuscan lunch at a local winery, perfectly paired with a full wine tasting experience.
Next available dates
What’s included
- Full-day visit to Certaldo Alto, San Gimignano & Volterra
- Wine tasting featuring 5 local wines
- Authentic Tuscan lunch
- Round-trip transportation in an air-conditioned minivan
- English-speaking tour leader
- Free time to explore each location
- Small group - max 8
Not included
- Tips & Gratuities
- Hotel Pick Up/Drop Off
- Entrance fees to optional attractions or museums
Itinerary
- 1
Ready to Depart
Meet your friendly English-speaking tour guide in the heart of Florence and embark on a scenic journey in a comfortable, air-conditioned minivan. As you leave the city behind, the picturesque landscapes of Chianti and Val d’Elsa unfold before you—rolling hills, olive groves, and vineyards that look as if painted by hand. Pick up the guests from Chianti and continue towards the first stop of the day.
- 2
Volterra, an Ancient Etruscan City
First stop is Volterra, one of Tuscany’s most enchanting towns, celebrated for its Etruscan heritage and exquisite alabaster artistry. Enjoy your free time to stroll through layers of history, explore the Roman Theatre and medieval fortress, or simply savor a coffee with a breathtaking view of the valley.
- 3
San Gimignano, the City of Towers
Next, arrive in San Gimignano, one of Tuscany’s most enchanting villages and a UNESCO World Heritage Site. Often called the “Manhattan of the Middle Ages” for its soaring stone towers, this medieval town is a photographer’s paradise. Wander through the main square, explore charming boutique shops, or savor the award-winning gelato at the famous Dondoli Gelateria. Your guide will share captivating stories of knights, merchants, and ancient rivalries, bringing the rich history of this remarkable town to life.
- 4
Wine Tasting & Lunch in the Countryside
After exploring the charming streets of San Gimignano, immerse yourself in the heart of Tuscany at a family-run winery surrounded by vineyards and olive groves. Relax and savor a guided tasting of 5 exquisite local wines, including Vernaccia di San Gimignano, Chianti, and renowned Super Tuscan varieties. Wine tasting is thoughtfully paired with a traditional Tuscan lunch . Discover the rich traditions of Tuscan winemaking and the passion behind every bottle, all while enjoying the breathtaking views of the rolling Tuscan hills.
- 5
Certaldo, the Hidden Medieval Gem
Discover Certaldo Alto – a perfectly preserved medieval hilltop village and the birthplace of renowned Italian writer Giovanni Boccaccio. Stroll through its serene cobbled streets, lined with warm terracotta houses, charming artisan shops, and breathtaking panoramic views of the Tuscan countryside. This authentic gem remains untouched by mass tourism, offering an unrivaled taste of true Tuscan charm. A perfect finale to an unforgettable Tuscan adventure.
- 6
Journey Back to Florence
Sit back and unwind on your journey back to Florence, with your heart—and camera—brimming with unforgettable Tuscan memories.
Good to know
- Duration
- 10 hours
- How you meet
- Meet on location
- Confirmation
- Instant confirmation
- Cancellation policy
- This booking is non-refundable once confirmed.
- Difficulty
- Easy
- Minimum age
- 13+ years
- Guide
- Guided tour in English
- Start times
- 08:00 · 08:30
Know before you go
- No kids are allowed.
- Not recommended for pregnant travelers.
- Not wheelchair accessible.
- The tour includes uphill paths through medieval villages. This tour may not be suitable for guests with limited mobility.
Cancellation policy
This booking is non-refundable once confirmed.
24h Cancellation Policy
Meeting point
View on map
From Florence
- Address
- Parking Oltrarno, Piazza della Calza 1, right in front Porta Romana at the blue P (parking) sign, Firenze, 50125, IT
- How you meet
- Meet on location
- Coordinates
- 43.76095, 11.24185
Illustrative map. Open it in Maps for the exact spot and live directions.
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Frequently asked questions
How long does this experience last?
It lasts 10 hours.
Can I cancel this booking?
This booking is non-refundable once confirmed.
Is this experience guided, and in what language?
Guided tour in English
Is hotel pickup included?
No — you make your own way to the meeting point.
Where does this experience start?
It starts at From Florence, Parking Oltrarno, Piazza della Calza 1, right in front Porta Romana at the blue P (parking) sign, Firenze, 50125, IT.
Is there a minimum age?
Travellers must be 13 or older.
Still have a question?
Message our team on WhatsApp — we can help with dates, group bookings and anything else before you book.
From AED 823 per person
