A curated 3-day route from Milan through Modena, Parma and Pisa into the Chianti hills and Florence—combining balsamic and cheese tastings with medieval towns and vineyard lunches. Perfect for travelers seeking food-focused culture with easy walking and scenic drives.
More ways to explore the area's outdoor wonders
The engine hums awake in a Milan hotel lobby as the van pulls clear of the city and the asphalt opens into fields, oak copses and the slow, rolling ribs of the Apennine foothills. By midmorning, Modena’s acetaia fills the air with dark, syrupy aromas; later, the clang of cheese wheels and warm, salty rooms at a Parmigiano Reggiano dairy make the craft tactile.
Difficulty
easy
Duration
3 days
Fitness Level
Suitable for travelers in average physical condition; expect multiple short walking tours (30–120 minutes) over cobbles and gentle slopes.
Wildlife
History
The route crosses regions shaped by medieval city-states and agrarian traditions; San Gimignano’s towered skyline reflects wealthy merchant families vying for prestige in the 12th–14th centuries.
Conservation
Many wineries practice soil stewardship and traditional viticulture; travelers are encouraged to respect private property, avoid leaving waste, and follow marked paths to protect fragile hilltop flora.
Reserve your spot on the From Milan to Florence today and enjoy a trusted, highly rated experience designed to help you make the most of your adventure.
Bring sturdy, grippy shoes
Cobblestone streets and uneven paths in Lucca and San Gimignano require reliable footwear for comfort and safety.
Carry a refillable water bottle
Free water on board helps, but you'll want a bottle for walking tours and winery terraces to stay hydrated in warm months.
Pack a light layer
Evenings in hill towns can be cooler; a windbreaker or fleece keeps you comfortable after sunset.
Protect documents and timing
Keep photocopies of your passport and confirm pickup times—this private tour runs on a tight multi-stop schedule.
Comfortable walking shoes
Provides traction and support for cobblestones, stairs and uneven alleys.
Daypack
Carries water, camera, layers and any purchases from markets or tastings.
Travel umbrella or light rain jacket
Spring showers are possible; stay dry during outdoor winery visits and walks.
spring
Sun protection (hat & sunscreen)
Open terraces and hilltop viewpoints provide little shade during midday in summer.
summer