Tuscany's Medieval Gems: Siena, San Gimignano & Wine Tour
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Overview
Medieval Gems of Tuscany: Siena, San Gimignano and Monteriggioni is a full-day adventure that explores the heart of Tuscany. This tour takes visitors through beautiful countryside to see amazing medieval towns and taste yummy Chianti wine. It's a relaxing way to see famous places and enjoy Italian culture.
The journey begins in Florence, leading to Monteriggioni, a medieval town known for its strong walls and towers. Then, the tour goes to Siena, where a local guide shares stories about the Piazza del Campo, a beautiful square, and the impressive Siena Cathedral. People can enjoy a tasty lunch with local Tuscan foods.
The adventure continues to San Gimignano, a UNESCO site famous for its tall towers and Vernaccia wine. Visitors can walk around and enjoy the town's art and maybe try some gelato. Finally, the tour ends at a Chianti winery, where everyone can try different wines, olive oil, and other local treats. This tour offers a mix of culture, history, and delicious food and drink.




Highlights
Explore Siena's Beauty: See the famous Piazza del Campo and the amazing Siena Cathedral with a local guide.
Discover San Gimignano: Walk around this UNESCO town known for its tall towers and try some tasty gelato.
Taste Chianti Wines: Visit a Chianti winery and enjoy different wines, olive oil, and local foods.
Visit Monteriggioni: Step back in time as you explore this medieval town surrounded by strong walls and towers
Sentiment Analysis
Customers generally enjoyed the tour, especially the wine tasting and the visits to the medieval towns. They found the tour guides to be knowledgeable and the overall experience enjoyable. Some wished for more time at each stop and a less rushed lunch.

Customers loved visiting the charming medieval towns and the beautiful Tuscan countryside.
The wine tasting in Chianti was a highlight, with many enjoying the local wines and olive oil.
The tour guide was knowledgeable and made the experience educational and fun.
Many appreciated the free time to explore San Gimignano and Siena.
Some customers felt that the lunch was rushed.
A few people wished for more time in certain locations.
The Journey
Monteriggioni
A medieval walled town built in 1203, Monteriggioni served as a strategic garrison, featuring 14 towers and offering a glimpse into Tuscany's past.
Siena
Home to the Piazza del Campo, Siena showcases stunning architecture and historical significance, including the impressive Duomo, or Cathedral, representing a key example of Italian Gothic architecture.
Piazza del Campo
Siena's main public space, known for its unique shell shape and the site of the Palio horse race, surrounded by notable buildings including the Palazzo Pubblico.
San Gimignano
A UNESCO World Heritage Site famed for its medieval towers, San Gimignano offers a unique skyline and is known for Vernaccia wine and artisan ice cream.
Chianti Wine Estate
A rustic estate in the Chianti region where visitors can indulge in wine tastings, sample local oils and products, and enjoy the Tuscan landscapes.
Know Before You Go
This full-day tour includes free time in the medieval towns of San Gimignano and Monteriggioni. There's also a Siena tour with a professional guide and headsets (not included in the semi-independent option). A visit to a wine estate in the Chianti area includes tasting of 2-3 Chianti wines, extra-virgin olive oil, and regional products. An expert multilingual tour leader accompanies you on a fully-fitted GT Coach with free Wifi. This tour excludes gratuities, hotel pickup and drop-off, Siena Cathedral tickets (approx. 7€ pp), and lunch.
Hot Tip
To make the most of the experience, wear comfortable shoes for walking on uneven cobblestone streets. Also, bring some extra money for souvenirs and additional wine purchases at the winery. Lastly, take advantage of the free time in San Gimignano to try the gelato!