Tuscany Siena and San Gimignano Tour

Explore two of Tuscany’s most picturesque destinations on this full-day small group tour from Florence.
Begin in Siena, a UNESCO-listed city rich in Gothic architecture, where you’ll enjoy 2.5 hours of free time. Discover the stunning Piazza del Campo, home to the famous Palio horse race, visit the magnificent Duomo di Siena, or simply stroll through the city’s atmospheric medieval streets.

Next, journey through the rolling hills of the Chianti countryside to San Gimignano, renowned for its medieval towers and spectacular views. Spend another 2.5 hours exploring highlights such as the charming Piazza della Cisterna, the historic Piazza del Duomo, or browse artisan boutiques, sample award-winning gelato, and take in the panoramic scenery.

With comfortable round-trip transport, an English-speaking guide, and the freedom to discover each town at your own pace, this tour is perfect for travelers who value flexibility, history, and the timeless beauty of Tuscany.

Meeting Point

Piazzale Montelungo

Piazzale Montelungo, Firenze FI, Italy

The meeting point is at Piazzale Montelungo, Firenze FI, Italy. Your guide will be waiting on the left side of the street, opposite the parking lot, holding a City Wonders tour sign.
GPS Coordinates: 43.78077118492485, 11.246669397085265

What's included:

• Scenic drive through the Chianti hills and vineyards
• Free time in San Gimignano to explore Piazza della Cisterna, Piazza del Duomo, shops, gelato...
• Private Coach provided with Wi-Fi, USB charger, & water
• Expert, English-speaking tour leader throughout the day
• Explore Siena at your pace: Piazza del Campo, Duomo di Siena, and more

Not included:

• Hotel pick-up and drop-off
• Gratuities

What to expect:

Duration: 9 hours

Siena

Siena

Your day begins with a comfortable bus ride from Florence to Siena, accompanied by your expert English-speaking tour leader, who will share fascinating stories and insights about this historic Tuscan town along the way.
Famous for the medieval Palio horse race and its stunning Gothic architecture, Siena is a UNESCO World Heritage Site filled with charm and character.

Once you arrive, enjoy 2.5 hours of free time to explore at your own pace — visit landmarks like the Piazza del Campo or the Siena Cathedral (Duomo di Siena), stroll through picturesque alleys, or simply relax with a coffee and take in the local atmosphere.

2 hours, 30 minutes

San Gimignano

San Gimignano

On the way to San Gimignano you will take in the idyllic Tuscany countryside, with its gentle hills, the vineyard that produce the world renowned Chianti wines, the iconic Cypress and Olive trees.
Spot the skyline of the tower houses from far and enjoy your free time in the town, where you will have free time to wander on the narrow streets and admire the architecture of this unique UNESCO world heritage site, famous for its medieval tall buildings, encircling walls, Piazza della Cisterna, Piazza del Duomo...

Your Tour Leader will be able to assist you on how to spend your free time, where to have the best gelato!

2 hours, 30 minutes

Tuscany

Sit back and relax as your day unfolds in the heart of Tuscany. Travel through this world-renowned region and take in panoramic views of rolling hills, cypress-lined roads, olive groves, and medieval farmhouses scattered across the countryside.

Pass by without stopping