After meeting up with your guide and tour escorts at you hotel in the center of Siena, strap on your helmut and get ready to travel, Italian style. Hop on your Vespa scooter, get a brief safety lecture, and follow your guide as you ride out of Siena. Alternatively, hop on a scooter with a tour escort if you prefer not to drive a scooter yourself.
As you ride through the Tuscan countryside, take in the amazing views of the low-rolling hills, some clad with vineyards and olive groves, other topped by a rustic terra cotta-roofed villa. Pass by the village of Monteriggioni, a hill town dominated by the medieval walls that encircle it. Then ride into lush Chianti, cruising down tranquil country roads and passing ancient villages. If you've opted to share the scooter with a traveling companion, there will be ample breaks so you can switch drivers or stretch your legs.
About halfway through the tour, hop off the Vespa at a wintery in Chianti to indulge in a traditional Tuscan lunch of prosciutto, salami, locally made cheese, thick country bread and olives. Sip some of local wine, including the famed Chianti Classico, Gallo Nero and even Super Tuscan. Take some time here to relax and enjoy the bucolic surroundings of the Chianti countryside.
When the time comes, hop back on your Vespa for the ride back to Siena where the tour concludes.