THE ADVENTURE COLLECTIVE® · Independent discovery and booking for outdoor travel
Trade Florence’s crowds for three days of Chianti roads, hilltop towns and Val d'Orcia panoramas. This private tour combines guided winery visits, Renaissance towns and countryside stops with relaxed pacing and door‑to‑door service.
Trade Florence’s crowds for three days of Chianti roads, hilltop towns and Val d'Orcia panoramas. This private tour combines guided winery visits, Renaissance towns and countryside stops with relaxed pacing and door‑to‑door service.
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Operated by Events in Italy · Florence, Tuscany
Morning light cuts across the Chianti road as your driver-guide eases out of Florence and the city’s domes shrink behind you. Over three days the asphalt gives way to rolling fields, cypress-lined lanes and hilltop towns that push your pace into a more deliberate rhythm—stops for photographs, tastings and small piazza conversations.
easy.
3 days.
Suitable for travelers in general good health; requires short walks and standing during tastings and guided town walks.
Yes — the itinerary includes private pickup from hotels in Florence; confirm your pickup point at booking.
The tour includes multiple lunches and winery tastings as listed, though some special or reserve tastings may be optional and cost extra.
The tour is rated easy and generally suitable for all fitness levels; however, cobbled streets and short climbs can be challenging for mobility aids—consult the operator if assistance is needed.
Yes — the itinerary notes options to include truffle hunting or a cooking class; request add-ons when booking to secure availability.
Val d'Orcia is a UNESCO cultural landscape recognized for its blend of natural features and human agricultural practices; nearby towns preserve medieval and Renaissance urban planning.
Local producers increasingly adopt sustainable viticulture and olive farming; visitors are encouraged to respect private farmland and follow Leave No Trace principles.
Events in Italy operates guided outdoor trips and adventures with an emphasis on safety, stewardship, and memorable experiences.
Book with Events in Italy
Book directly with Events in Italy for the best rates and real-time scheduling.
Reserve Now