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- Free cancellation up to 24 hours before the experience starts.
- Languages: English
- Entry ticket to Siena Cathedral
- Expert guide
- Farmhouse lunch at a winery estate in Chianti (if lunch option selected)
- Free time in Siena, San Gimignano, and Pisa
- Guided walking tour of Siena
- Leaing Tower of Pisa entry ticket (only if option selected)
- Wine tasting of 4 regional wines (if lunch option selected)
- Hotel pickup and drop-off
- Languages: English
- Entry ticket to Siena Cathedral
- Expert guide
- Farmhouse lunch at a winery estate in Chianti (if lunch option selected)
- Free time in Siena, San Gimignano, and Pisa
- Guided walking tour of Siena
- Leaing Tower of Pisa entry ticket (only if option selected)
- Wine tasting of 4 regional wines (if lunch option selected)
- Hotel pickup and drop-off
Departure from Florence Your adventure begins in front of Santa Maria Novella train station, where you'll meet your expert guide. We’ll then board a comfortable, air-conditioned coach and set off on our action-packed day in Tuscany.
Discover Siena Step into the heart of medieval Siena with a guided walking tour led by a local expert. Wander through the city’s charming streets lined with yellow-ochre buildings, terracotta rooftops, and green shutters. Visit the world’s oldest bank, take in the grandeur of Piazza del Campo—home to the historic Palio horse race—and marvel at the magnificent Duomo, filled with priceless artworks. After the tour, enjoy free time to explore at your own pace, shop, or unwind at a picturesque open-air café.
Tuscan Lunch at a Chianti Vineyard Next, we visit a family-owned organic winery— THE HIGHLIGHT OF THE DAY. Take part in a relaxed wine tasting session featuring Chianti, Vernaccia, and the sweet Vin Santo. Then, enjoy a traditional Tuscan lunch accompanied by generous servings of wine, all while soaking in panoramic views of the rolling countryside. This is a perfect chance to connect with fellow travelers over a meal of fresh, organic delights: homemade pasta, artisanal cured meats (like prosciutto and salami), local cheeses, garden-fresh salad, and classic Tuscan biscotti. Note: If you select the tour option without lunch, this vineyard experience will not be included; instead, you'll have extended time to explore San Gimignano.
San Gimignano After lunch, we journey to the charming hilltop town of San Gimignano, where you'll have free time to explore at your leisure. Stroll through its picturesque streets and lively squares, browse local artisan shops, savor a scoop of award-winning gelato, or admire the town’s iconic medieval towers that rise above the skyline.
Scenic Drive Through Tuscany & Pisa Next, enjoy a leisurely drive through the stunning Tuscan countryside en route to our final destination—Pisa. Once there, get up close to the world-famous Leaning Tower, as well as the impressive Cathedral and Baptistery. A short guided tour through Pisa’s historic center will reveal a different side of this iconic city, rich in culture and history.
Return to Florence We’ll arrive back in Florence around 8:30 PM, with your camera full of memories, your heart (and stomach) full of delicious Tuscan flavors, and new friendships to cherish.
- Admire the medieval architecture of Siena and its gothic-style Cathedral
- Explore the squares, churches, and the magnificent towers of San Gimignano
- Hearty farmhouse lunch at a winery overlooking the Typical Tuscan countryside
- See the Leaning Tower of Pisa and other impressive marble monuments in Pisa
The meeting point may vary. Always check the tickets we sent you to confirm the final details before the activity.

Not suitable for
- People with mobility impairments
What to bring
- Comfortable shoes
Know before you go
- If the Siena Cathedral is closed for religious services, the Palazzo delle Papesse will be visited instead
- If you are leaving Florence by train after the tour or need to get off at Pisa to catch a flight or train from there, you can bring your luggage with you. It is recommended that you book any rail travel from Florence after 9:00 PM to allow time for any delays on the return journey
- Vegetarian option is available, but we regret that gluten free or other alternative dietary requirements cannot be catered for
