




































From Florence: Siena & San Gimignano Guided Tour and Dinner
- Free cancellation up to 24 hours before the experience starts.
- Languages: English
- Dinner at a Chianti countryside location
- English-speaking driver/tour leader
- Guided visit of a winery with wine tasting
- Guided walking tour of Siena
- Round-trip transportation in a comfortable minivan or coach depending on the purchaised option
- Upgrade to the Tuscany Grand Tour: Full day Siena, San Gimignano, Chianti + Pisa (if Tuscany Grand Tour Option purchaised)
- Pickup at your accommodation
- Languages: English
- Dinner at a Chianti countryside location
- English-speaking driver/tour leader
- Guided visit of a winery with wine tasting
- Guided walking tour of Siena
- Round-trip transportation in a comfortable minivan or coach depending on the purchaised option
- Upgrade to the Tuscany Grand Tour: Full day Siena, San Gimignano, Chianti + Pisa (if Tuscany Grand Tour Option purchaised)
- Pickup at your accommodation
✨ Siena & San Gimignano: Medieval Charm & Tuscan Dinner at Sunset (Small Group) Step into the heart of Tuscany and experience the soul of Italy on an intimate full-day tour that blends history, charm, and flavor — all capped off with a traditional Tuscan dinner in the rolling Chianti countryside.
Departing from Florence in a comfortable, air-conditioned minibus, you'll be accompanied by an English-speaking driver and expert tour leader, ensuring a seamless and enriching journey through the region’s most iconic medieval gems.
First Stop: Siena – Italy’s Timeless Rival to Florence Travel back in time with a guided walking tour through Siena’s enchanting historic center — a UNESCO World Heritage Site. Explore the famous Piazza del Campo, where the legendary Palio horse race electrifies the city twice a year. Wander the cobbled backstreets and discover the secrets of the contrade — Siena’s 17 fiercely proud neighborhoods that bring centuries of tradition to life.
️ Next: San Gimignano – The Manhattan of the Middle Ages After a scenic ride through the Tuscan hills, arrive in San Gimignano, known for its captivating skyline of medieval towers. Stroll through its perfectly preserved alleys, take in sweeping views from the city walls, and explore artisan shops, local gelaterias, and ancient piazzas at your own pace during free time.
Culminating Experience: Sunset & a Tuscan Feast As the sun dips over the Chianti hills, the day culminates in a truly unforgettable way — with a traditional dinner in a countryside farmhouse or wine estate. Savor locally sourced dishes, Tuscan wine, and regional specialties, all while immersed in the golden glow of the Tuscan landscape. It’s not just a meal — it’s a memory.
Return to Florence in the quiet comfort of the minibus, with your heart full and camera roll overflowing.
Looking for the Full Tuscan Experience? Upgrade to our Tuscany Grand Tour: a full-day (12 hours) adventure that also includes a visit to Pisa and its iconic Leaning Tower, plus a Tuscan lunch. Follow in the footsteps of the Grand Tour travelers and embrace the art, history, and flavors of Tuscany from dawn to dusk.
- Choose between a coach tour or a premium small-group ride by Mercedes minibus.
- Enjoy a typical Tuscan dinner along with a tasting of local wines
- Take in stunning Chianti countryside views at sunset
- Upgrade to the Tuscany Grand Tour: add Pisa for the ultimate Tuscan experience!
- Visit Siena and San Gimignano, 2 of Tuscany’s gems
The meeting point may vary. Always check the tickets we sent you to confirm the final details before the activity.

Not suitable for
- People with mobility impairments
Not allowed
- Pets
Know before you go
- Please inform the supplier in advance if you or anyone in your group have special requirements or impaired mobility, so that every effort can be made to accommodate these needs.
