Top Tuscany Outback Tours in 2026

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 driving to someone else and get a taste of Tuscany's culinary legacy on this wine and food tour from Florence. Led by a guide, travel through the Tuscan hills in a 4WD vehicle, stopping to visit historic wine estates and cellars along the way. Sample specialities at each stop, and enjoy a 3-course meal in the Tuscan countryside before returning to Florence. With several touring options available, you can find one to suit your schedule and budget.

Swap the sightseeing bus for the chance to feel like a local as you ride your own Vespa through Tuscany on a tour from Florence. A local guide leads the way up through the scenic hills, where you pass the Piazzale Michelangelo and the Church of San Miniato al Monte. Afterward, head back to a country estate for a traditional Italian meal to top off your journey.

Discover the Tuscan countryside and cuisine on a private bike tour from Florence. After a transfer from your hotel, follow your guide as you pedal through the world-famous Tuscan landscape on an electric bike, to avoid becoming fatigued on the famous hills. The scenic journey takes you to a family farm where you enjoy a gourmet lunch prepared using local ingredients. The culinary experience continues with wine and olive oil tastings, before a leisurely ride back to the starting point.

Visit the Archeological Site of Olympia on a full-day, private tour of the Peloponnese Peninsula from Athens. Instead of the fixed itinerary of a group outing, you’ll have the flexibility to explore the UNESCO World Heritage Site at your own pace. In Olympia, get a glimpse of classical-period life and artwork among the ruins of temples and athletic facilities.

Skip the hassle of renting a car and explore Tuscany on a day trip from Florence. Explore the medieval city of Siena and its cathedral before heading to the hills of Chianti for a Tuscan lunch and wine tasting (optional). Roam the streets of San Gimignano and travel to Pisa to admire the architectural drama of Cathedral Square—home to the UNESCO-listed Leaning Tower of Pisa. Upgrade to include admission to climb the tower.

Seeing the sights of Florence can involve a lot of walking. Cover the ground, including hidden lanes that traditional cars can’t enter, without wearing out your shoe leather on this convenient tour. Open sides mean your private car offers wraparound views of the city’s UNESCO World Heritage–listed historic center. Upgrade to the panoramic tour to include a stop at a romantic fountain—and Piazzale Michelangelo for sweeping rooftop vistas.A wide choice of departure times lets you plan your day and fit more in This private tour ensures plenty of attention from your driver-guide Get hassle-free round-trip transfers from anywhere in the historic center Read more about - Private CarTour in Florence

Diving into the past has never been easier. From the majesty of the medieval Piazza dei Miracoli in Pisa where a tower stands crooked as if by magic to the Renaissance city where a cathedral stands out with the dome of an architectural genius. We are talking about the fifth and second most visited cities in Italy, both UNESCO heritage sites. And on the journey between these two cities the Tuscan countryside. Our drivers can enter in sites where other can't. They will always be available if you want to stop for a break or extend the duration of the tour or customize the itinerary (within certain km). The highlights are the same for everyone in cities like these but we always know the best route with the right compromise between landscape and speed. Our drivers are all Tuscan and therefore will be able to give you genuine information and advice to improve the quality of the tour. The Tuscan way of life is "slow but enjoying every single moment". What are you waiting for?

See what Tuscany has to offer without breaking the bank on this budget-friendly day trip to the region's highlights from Florence. Save hours with coach transportation and enjoy free time to explore the medieval old towns of Siena and San Gimignano, plus the sights of Pisa. Upgrade to a guided tour of Siena, or add-on a 2-course lunch with wine pairing for a hassle-free, all-inclusive day.

Experience the true flavor of the Tuscan countryside—and enjoy wine tasting without designating a driver—on this Chianti wine tour from Florence. Visit local wineries in scenic villages to sample revered Tuscan wines and learn winemaking secrets. Alternatively, enhance your day with a morning cooking class preparing traditional Tuscan recipes paired with premium wines.