Tour

Small Group Tour to Siena, San Gimignano & Chianti wine region with wine tasting

10 hours and 30 minutes

Moderate

Embark on a full-day adventure to uncover the essence of Tuscany's charm, history, and wine. Discover the allure of two iconic destinations, Siena and San Gimignano, before indulging in a delightful wine tasting amid the rolling hills of Chianti.

Your journey begins in Siena, a city renowned for its timeless beauty and rich heritage. Guided by a local expert, you’ll wander its labyrinthine streets steeped in history and culture. Marvel at Piazza del Campo, one of Europe’s most celebrated squares and the stage for the thrilling Palio horse race, held twice annually. Admire the magnificent Siena Cathedral, a masterpiece of Gothic architecture adorned with an intricate façade, exquisite marble floors, and artistic treasures by legends like Michelangelo and Donatello. Immerse yourself in the vibrant atmosphere of this historic city, once a fierce rival to Florence.

Next, travel through the idyllic Tuscan countryside to reach San Gimignano, a hilltop town often called the "Manhattan of the Middle Ages" for its iconic skyline of 14 ancient towers. Explore Piazza della Cisterna and Piazza del Duomo, stroll along charming streets lined with artisan shops, and admire the town’s remarkably preserved medieval architecture. The stunning views of vineyards and olive groves stretching out to the horizon will leave you spellbound, making San Gimignano an unforgettable highlight of your day.


Conclude your Tuscan exploration with a visit to a traditional winery in the Chianti region, where you’ll indulge in a guided wine tasting experience. Savor the rich flavors of Chianti Classico and other local varietals, perfectly paired with regional delicacies like pecorino cheese, cured meats, and bruschetta. Learn the secrets of winemaking, from grapevine to glass, and embrace the traditions and passion that define this celebrated wine region.


Whether you’re captivated by medieval history, architectural splendor, or the pleasures of fine wine, this tour offers a harmonious blend of culture and indulgence. Join us for an unforgettable journey into the heart of Tuscany!

What's included?
    • Journey by fully-fitted GT Coach
    • Professional English Speaking Tour Leader
    • Small group Tour
    • Guided tour of Siena with professional guide
    • Visit to a Chianti winery
    • Sampling of wines, extra-virgin olive oil and regional products
    • Free time in San Gimignano 
    Exclusions
      • Gratuities
      • Hotel pickup and drop-off
      • Siena Cathedral tickets
      Please note

        Not wheelchair accessible

        Comfortable walking shoes are recommended   

        The given order of the visits may change   

        Please show up 20 minutes before the tour departure  

        Times are subject to change due to local traffic conditions

        Small group shared tour with other participants

        English Only


        What to bring
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