San Gimignano stay - What to do in Chianti - Discover Siena surroundings 

Tours & Activities

When you’re visiting San Gimignano, don’t just stay inside our (beautiful) city walls: experience Tuscany.

The Hotel Leon Bianco works with trusted partners to offer you trips, tours, and other organized activities to explore Tuscany and her treasures of food and wine.

  • Tuk Tuk Tour

    Explore the hills of Siena from a new perspective: treat yourself to a ride in a tuk-tuk along the winding paths of Chianti, a prime location for producing some of the most famous Tuscan wines. Capture snapshots of Tuscan beauty and enjoy a tasting with a guided tour at a local winery. Finally, savor an authentic Tuscan lunch and depart with unforgettable memories in your heart.

    Details: The tour, designed for two people, lasts 4 hours and costs €150.00. It includes the tuk-tuk ride through the Chianti hills, a local English-speaking guide, an authentic Tuscan lunch, a tasting of famous wines, and a guided tour of a winery and its cellar.

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  • Chianti wine tour

    Fall in love with the full-bodied notes of Chianti wines, savor premium food and wine products, and uncover the secrets of some of the most beloved labels in the world. Accompanied by a local guide, you will visit two wineries where you can enjoy incredible tastings, and on the way back, you will stop to admire the medieval beauty of San Gimignano.

    Details: The tour lasts 4 hours and costs €150.00 per person. It includes round-trip transfer by minivan, a local guide, visits to two wineries with tastings (up to 9 wines accompanied by snacks), truffle oil and extra virgin olive oil tasting, and a stop in San Gimignano.

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  • Florence day tour

    Leave from San Gimignano/Poggibonsi in a minivan and get ready for a tour of wonder. Once in Florence, immerse yourself in museums, monuments, and historic workshops at your leisure and soak up the beauty. On the way back, take some time for a brief stop at Piazzale Michelangelo, a fabulous panoramic point for a memorable photo of the city.

    Details: The tour lasts 8 hours and has rates between €45 and €50 per person, depending on the number of participants. It includes a round-trip transfer by 8-seater minivan, a map of Florence, route information from a dedicated team in Florence, and a photo stop at Piazzale Michelangelo.

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  • Siena, Cortona e Montepulciano Tour

    Explore the most beautiful Tuscan cities and lose yourself in the fabulous landscapes of Val d'Orcia with this minivan tour. First, you will reach Siena, steeped in medieval charm, and after visiting it, you will stop in Montepulciano, home of Vino Nobile di Montepulciano DOCG. The appointment is at a local winery for a light lunch, where you can enjoy two wine tastings. Finally, you will fall in love with Cortona, a lush hilltop village.

    Details: The tour lasts 8 hours and includes round-trip transfer by 8-seater minivan, informative guide, orientation walk in Montepulciano and Siena, one hour free to visit Cortona, and light lunch at a local winery with 2 wine tastings.

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  • Chianti by Vintage Bettle

    Experience the unique thrill of a Chianti tour on board of a vintage bettle car. Enjoy breathtaking views of the countryside, visit a winery near San Gimignano, and treat yourself to a tasting. Then, stop at an elegant family-owned winery for a tasting of Chianti Classico, Brunello di Montalcino, balsamic vinegar, and truffle extra virgin olive oil. Finally, enjoy a special lunch in a vineyard.

    Details: The tour lasts 5 hours and has a fee ranging from €200 to €299 per person, depending on participants. It includes a round-trip transfer with an informative guide, visits to two wineries with tastings of up to 9 wines, truffle oil and extra virgin olive oil tasting, and lunch in the vineyard.

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  • Horseback riding

    Enjoy horseback riding while taking in the view of the Tuscan hills. You will get to know the horses and ride one in a riding school immersed in the countryside. You'll take a slow, guided one-hour ride through scented vineyards, green forests, and olive groves. After the ride, a tasty Tuscan light lunch with wine awaits you.

    Details: The tour lasts 4 hours and costs from €80 to €120 per person. It includes round-trip transfer by 8-seater minivan, informative guide, one-hour horseback ride, helmets provided free of charge, and Tuscan lunch with wine.

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  • Chianti Vespa Tour

    Discover the hills of Chianti aboard a fabulous Vespa! Accompanied by a local expert, you'll ride on quiet and scenic roads around San Gimignano. You can stop to take incredible photos while the guide provides interesting information. Upon reaching a local winery, you'll enjoy an authentic Tuscan lunch with wine, balsamic vinegar, and olive oil tastings.

    Details: The tour lasts 5 hours and has a fee ranging from €100 to €150 per person. It includes a group Vespa tour, a local guide, orientation and driving test, Tuscan lunch, balsamic vinegar, olive oil and wine tastings, third party insurance and accidental damage, and fuel.

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