With or without a wine tasting, Italian roads are not for the faint-hearted. Save yourself the pain of navigating Tuscany on this tour that covers three regional highlights: a guided tour of the UNESCO World Heritage site of Siena, the medieval walled hill town of San Gimignano, and a wine tasting in the scenic Chianti region. It’s tailor-made for time-pressed travelers.

Meet your guide and group in central Florence and board a comfortable, air-conditioned coach. With a local guide, explore the highlights of UNESCO-listed Siena, including the Basilica di San Domenico, and learn about the Palio horse race at a contrada (district) museum. Upgrade to tour the Siena Cathedral and gain skip-the-line access to Biblioteca Piccolomini.

Your next stop is the medieval walled town of San Gimignano. Wander at will away from your group and capture photos of the timeless scene. Finally, drive through the rolling hills of Chianti wine country and visit a winery to sample four fantastic local vintages. After shopping for souvenirs at Greve’s artisan stores, return to your original departure point.