After pickup from your accommodation in Florence or Siena, enjoy a tour and tasting session at a historic winery in the Chianti region. On the property set in the heart of vineyards, be greeted by the owners and enjoy an appetizing plate of snacks, home-produced olive oil and balsamic vinegar. Sample some of the best wines from the region, including Chianti, Riserva, and Super Tuscans.

Continue with a visit to San Gimignano, known as the medieval Manhattan. The village features thirteen original 12th-century towers and is definitely the most beautiful place in the region. Visit the town center to browse the artisanal shops, and walk along the picturesque streets.

Later, enjoy a delicious lunch in a boutique local winery, famous for its hospitality. Taste the traditional Tuscan food such ribollita soup, lasagna with truffle olive oil, and local almond biscuits called cantucci. All this will be paired with different wines, including Chianti, Vernaccia di San Gimignano, and Super Tuscans.