FLORENCE · DESTINATION
166 Tours Reviewed
A Tuscan day without car stress. This private route out of Florence lines up Siena, Monteriggioni, and San Gimignano for a smooth, car-free hit of medieval Italy, with help from your English-speaking licensed driver (often Alessandro). I like the air-conditioned…
Chianti turns into a story when you leave Florence by 4WD. This safari-style day pairs big views with real food and wine stops in the Chianti hills, with guide-led explanations along the way. You get the “how it’s made” angle,…
Florence can be a maze, but this day trip makes the countryside feel simple. You get a small-group Chianti outing with tastings at two working wineries and then a classic Tuscan butcher lunch that centers on Dario Cecchini. Guides like…
Wine, medieval towns, and Tuscan roads—one day. This tour strings together Chianti lunch, UNESCO San Gimignano, and Siena’s Palio area with a calm, small-group feel. You might even hear stories from guides like Antonio or Jessica, who tend to make…
Sunset wine beats Florence heat. I love the air-conditioned small-group minivan and the way you get 2 family estates with cellar tours plus 6 tastings without rushing. The one thing to plan for is motion on the winding roads, especially…
Chianti and Siena together is a smart evening. You’ll hit Siena’s Piazza del Campo after the midday rush, then trade city stone for a farmhouse-style dinner paired with estate wines in the Chianti hills. The two big wins for me…
Siena and San Gimignano, minus the hassle. This private 8-hour Tuscany day trip is built for an easy flow: you get door-to-door pickup from downtown Florence and a small private group (up to 7) so your schedule doesn’t feel like…
Nine hours, three Tuscan icons. This day trip is interesting because it mixes guided time with real breathing room in two medieval towns, then finishes with that postcard-perfect skyline in San Gimignano. I love the small-group setup, which makes the…
The views start the lesson. At Fattoria di Montemaggio, you get whisked up to the roof of the cellar for rolling-hill panoramas around 600 meters above sea level, with a guide setting the scene for Chianti Classico and the estate’s…
One-hour on horseback sets the tone fast. This full-day outing pairs a countryside ride with San Gimignano sightseeing and a winery lunch built around Chianti tasting. You start from central Florence, then head out in an air-conditioned minivan with a…
Forget lines. Think scooters and Chianti wine. This full-day Tuscany by Vespa tour is interesting because it trades museum time for rolling hills + a classic Vespa ride, then ends with tastings that hit both wine lovers and olive oil…
Chianti feels different when you ride it on two wheels. This tour pairs Vespa training with real Tuscan countryside roads, plus a villa lunch with wine and extra virgin olive oil tasting. The catch is simple: you need a valid…
Chianti starts with a perfect drive. This half-day outing turns Siena into rolling vineyards fast, using a small-group 8-person minivan that keeps the day easy and comfortable. You pass countryside views, with regular photo pull-offs and a multilingual guide on…
Chianti in just one afternoon. This tour puts you on the Chianti hills road fast, then delivers two different winery experiences and tastings that go well beyond a quick pour-and-go. I like the way it stacks 7 wine tastings plus…
Wine country, without the whole-day slog. This half-day Chianti trip is built around what makes Tuscany fun: short bus rides, real steps of production, and a 7-wine tasting that doesn’t feel rushed. You’ll stroll through the vineyard rows, learn why…
