easy
9.5 hours
Suitable for most fitness levels; involves moderate walking mostly on paved or cobbled town streets.
Spend a day walking through medieval Siena, savoring wine at a Monteriggioni estate, and wandering the tower-lined streets of San Gimignano with Tuscany 4 Explore.
For all ages! • 10 hours • Public or Private Tour
Embark on a captivating journey through Tuscany, starting in medieval Siena with its stunning Duomo and vibrant Piazza del Campo. Savor a delicious lunch at a wine estate in Monteriggioni, then explore the enchanting tower-houses of San Gimignano, a UNESCO Heritage site. Experience history and culinary delights in one unforgettable day!
Duration: 9.5 hours
Buckle up for a fantastic ride with your own guide!
In the morning, dive into the medieval charm of Siena, famous for its wild "palio" horse race. Stroll through the old streets, discover cool spots like Piazza del Campo, and take in the breathtaking Duomo.
After Siena, let's roll to Monteriggioni, a fortress that's practically a foodie's dream. Mouthwatering lunch in a wine estate and sips of local wines - count us in!
Next on the agenda: San Gimignano, aka the "Manhattan of the Middle Ages." A UNESCO Heritage site with tower-houses that'll blow your mind. It's like time-traveling with a twist!
Pro tips:
Pick up and drop off in Piazza Cavalleggeri. We recommend comfortable shoes and during summertime a hat and some water. Tips for the guide are not included.
Only for private tours the pick-up and drop-off service is carried out at the accommodation address. Please provide the correct address in the booking flow.
The agency reserves the right to cancel the tour if a minimum number of participants is not reached.
You’ll be walking on cobblestones and uneven medieval streets; sturdy footwear makes a big difference.
Bring a bottle of water, especially in summer, as you’ll be outdoors for much of the day.
Many parts of the tour are exposed with limited shade, so protect yourself from the Tuscan sun.
Some small shops and vendors may not accept cards, so have some euros on hand.
Siena’s Palio horse race, held since the 17th century, animates the medieval city with historic neighborhood rivalries.
Efforts in the region focus on preserving vineyard landscapes and promoting sustainable wine production to protect Tuscany’s natural and cultural heritage.
Ensure comfortable feet for walking through old towns and uneven terrain.
Provides shade during exposed sections of the tour.
summer specific
Staying hydrated is key especially during warm months.
all specific
Useful for cooler mornings and evenings.
spring|fall|winter specific