Once in a Lifetime Experiences in Tuscany

San Gimignano is surrounded by quiet countryside dotted with small wine estates. Visit one of these traditional farms and connect with local hosts on this tour and wine tasting experience. Take in the organic farm's garden, orchard, vineyard, olive grove, "vinsantaia" aging room, and cellar. Then enjoy a tasting of eight organic wines of your choice paired with the farm's own olive oil plus local cheeses and cold cuts and other culinary combinations.

Discover the many delights of Tuscany’s wine country on this small-group tasting tour from Florence. Travel along beautiful hillside roads through vineyards, olive groves and cypress trees. Visit 2 top-rated wineries in the famed Chianti Classico region, tour the cellars and learn how wine is produced using traditional methods. Taste different wines, along with olive oil and Tuscan specialties like fresh cheeses and bruschetta. Group size is limited to twenty-five participants for a more personalized experience.

Leave the busy streets of Florence behind and soak up Tuscany's views on this small-group Vespa tour. Hop onto your scooter once you reach the beautiful country roads of Chianti, so you don't have to navigate inner-city traffic. Stop for a traditional Tuscan meal at a farmhouse and taste olive oils and Chianti wines for an authentic taste of Florence's culinary scene. You can also enjoy the journey in a Fiat Topolino e-car.

Admire views of the Tuscan countryside that few other visitors get to experience on this morning hot-air balloon flight. After boarding, lift off with your pilot and soar up to 2,000 feet (609 meters) into the air. Soak up a new perspective on Tuscany’s olive groves and vineyards spread out below, as well as quaint villages and castles. After landing, toast your adventure with a complimentary glass of sparkling wine, and enjoy breakfast bites.

Experience the famous beauty and flavor of Italy’s Chianti wine region on this half-day tour from Florence. Travel through the rolling hills and vineyards of the Tuscan countryside, stopping at two estate wineries to taste authentic Chianti wines and snack on regional specialties like bruschetta and cheese.

Avoid spending hours on a tour bus and instead see Italy from behind the wheel of a retro Fiat 500 on this small-group, self-drive tour through Tuscany. Take a spin around the countryside—staying in touch with your guide via 2-way radio— and enjoy panoramic views of Florence and a stop at the Church of San Miniato al Monte. Your guide leads the way to a private terrace for a delicious Tuscan lunch before returning to Florence.

Discover some of the highlights of Tuscany on this day trip from Florence by coach. Visit historical hill towns Pienza, Montalcino, and Montepulciano; admire the gorgeous, vineyard-covered scenery of Orcia Valley (Val d’Orcia); and enjoy cheese and wine tastings as you stop at local wineries and other venues. It’s a great day out in the Italian countryside.

Experience the true flavor of the Tuscan countryside and taste wine without the worry of driving on this Chianti wine tour from Florence. Visit local wineries in scenic villages to sample revered Tuscan wines and learn winemaking secrets, or enhance your day with a morning cooking class and prepare traditional Tuscan recipes paired with premium wines.

Explore the peaceful hills of Chianti hassle-free with this group wine tour that includes transportation directly from the city center. Take in views over the rolling vineyards during the drive and stop for tastings at two different independent wineries. Connect with the winemakers as you stroll through the estates and sample a number of Tuscany wines paired with local nibbles while relaxing on panoramic terraces.