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Discover the best of Tuscany on a premium small-group tour to Siena, San Gimignano, and Chianti. Enjoy private transport, an expert guide, and a gourmet lunch with wine at a local family-run vineyard.

Highlights

• Visit Siena, San Gimignano & Chianti in one unforgettable day
• Travel in comfort with private Mercedes transport & small group
• Enjoy a gourmet lunch & wine tasting at a local Chianti vineyard
• Explore iconic Tuscan towns with expert local storytelling
• High-end, all-inclusive experience—no rushed coach tour stops

Description

Leave the bustle of Florence behind and immerse yourself in the soul of Tuscany on this high-end small-group day trip. Travel in a comfortable Mercedes minivan, guided by a passionate local expert, as you explore the medieval wonders of Siena and San Gimignano and indulge in an unforgettable gourmet wine-paired lunch in Chianti. Your day begins in Siena, where cobblestone streets and centuries-old piazzas set the stage for a guided walking tour of this charming hill town. Hear the stories behind the Palio horse race, admire the striped marble façade of the Siena Cathedral, and soak up the rich atmosphere with your expert guide. Then it’s on to the rolling vineyards of Chianti—a landscape of postcard perfection. At a family-owned organic farm and winery, you’ll enjoy a multi-course farm-to-table lunch, freshly prepared from seasonal ingredients grown on the estate. Each course is thoughtfully paired with estate-produced wines, giving you a true taste of Tuscany in both flavor and tradition. This isn’t just a meal—it’s a slow-paced, immersive experience that captures the heart of Tuscan hospitality. In the afternoon, you’ll arrive in San Gimignano, a fairy-tale town famous for its medieval towers, artisanal shops, and award-winning gelato. Enjoy free time to explore at your leisure—no rush, no crowds. This tour is crafted for travelers who seek depth, comfort, and authenticity. From the food and wine to the expertly led stories and stunning sights, this is Tuscany done right.

Includes

Designated professional driver Air-conditioned transport Guided walking tour of Siena Expertly guided walking tour of San Gimignano (valid only for the group tour) Gourmet lunch and wine tasting in Chianti

Important Information

• Unfortunately due to the nature of this tour it is not suitable for guests with mobility impairments or with wheelchairs, or strollers. This is a walking tour. Guests should be able to walk at a moderate pace without difficulty. Those with dietary restrictions need to contact us after booking the tour so we can arrange your lunch. Unfortunately, we cannot accommodate vegans or those with celiacs. Tickets for the Siena Cathedral are not included in the tour price. If you wish to visit the Cathedral, your guide will assist you. The Cathedral is closed on Sundays and for certain holy days. Please note that the private option does not include a guided tour of San Gimignano. Guests will instead enjoy extended free time to explore the town at their own pace.

Easy cancellation

Cancel up to 24 hours in advance for a full refund