From Florence: Siena & San Gimignano Guided Tour and Dinner

✨ 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.