A private Tuscany wine day trip through Chianti, Siena, and San Gimignano.
A private tour for your group only, through the real Chianti wine region, Siena, and San Gimignano, with genuine winery lunch.
This is a private tour for your group only. Real stops include the genuine Chianti wine region, Siena, and San Gimignano, with a genuine winery lunch.
A popular starting point — every Voyzo itinerary is fully customizable, so we'll shape the order and stops around your group.
Hotel pickup in Rome.
Genuine Tuscan wine country.
Genuine local dining.
Just your group.
Back to your hotel, home, or the airport — whenever your day wraps up.
A private tour for your group only, through the real Chianti wine region, Siena, and San Gimignano, with genuine winery lunch. This is a private tour for your group only. Real stops include the genuine Chianti wine region, Siena, and San Gimignano, with a genuine winery lunch.
Chianti is one of the oldest formally defined wine regions on earth — winemaking here is documented as far back as the 13th century, and Grand Duke Cosimo III de' Medici drew the area's first official boundaries in 1716, making it one of the first wine zones anywhere to be legally delineated rather than just loosely named. The smaller Chianti Classico zone at the historic heart of the region still carries the black rooster, or Gallo Nero, as its emblem — a symbol that traces back to a 14th-century Florence-Siena border dispute the two republics supposedly settled with a horse race timed to a rooster's crow. Grape growers revived the symbol in 1924 to protect the wine's identity, and it's been the region's official mark since.
The route runs through the same hill country as Siena and San Gimignano, but with a different center of gravity — vineyards and working wineries rather than piazzas and towers, with a sit-down lunch at one of them built into the day rather than treated as an afterthought.
Siena and San Gimignano still get real time on this itinerary; Siena's shell-shaped Piazza del Campo and San Gimignano's surviving medieval towers (14 of an original 72, built by rival noble families between the 11th and 14th centuries) are both genuinely on the route — just experienced as stops along a wine-focused day rather than the day's sole purpose.
Every Voyzo tour is a starting point — tell us what you have in mind and we'll build it.