1-800-454-5922 Toll Free

Sign in


Gaiole in Chianti

Hilly Gaiole is, of course, wine country but also castle country and cycling country. A decade ago, this sleepy market town was dubbed the world’s most idyllic place to live. Not much has changed since then so lap up the quality of life. This market hub is forever linked to the Ricasoli wine dynasty, whose ancestors supposedly launched the Chianti Classico brand in Brolio Castle. Apart from boasting of being the birthplace of Chianti Classico, Gaiole is celebrated in its own right. In medieval times it was one of the three capitals of the Chianti League, along with Castellina and Radda. The hilltop town is set among oak and chestnut forests but also surveys vineyards and olive groves. As a former military stronghold, Gaiole is ringed by medieval castles and fortified abbeys. The triangular-shaped main square is a stepping-stone to explorations of castles, cosy inns, wine estates and ancient abbeys.

Essential Gaiole in Chianti Information

Experience an official tuscany tour with

Taste of Chianti: Tuscan Cheese, Wine and Lunch from Florence

Treat your taste buds on a full-day Chianti wine and food tour from Florence and sample some of Tuscany’s finest wine, cheese, meat, chocolate and more! With a local guide who is passionate about the region’s food heritage, travel through the countryside by 4x4 off-road vehicle and tour an historic villa, and a Chianti Classico winery. Up to seven glasses of wine are included throughout the day, plus several food samples and a 3-course meal at a traditional restaurant in the Chianti hills.

from €171.89

Small-Group Wine Tasting Experience in the Tuscan Countryside

Enjoy an half day small group tour to discover the beauty of the Tuscan wine country. Drive through vineyards, olive groves and cypress trees. Visit 2 wineries to discover the secrets of wine making, take pictures and taste different wines and olive oil paired with local Tuscan specialties.

from €90.53

Small-Group Florence Food Walking Tour

Discover the gourmet delights of Florence on a 3.5-hour small-group walking tour that includes 8 Food Tasting Stops! Follow your expert guide through the city and eat and drink like the locals. Sip rich Italian coffee, browse a typical Florentine delicatessen, explore the San Lorenzo Central Market, visit a wine shop and sample the best gelato in town!
This small-group walking tour is limited to twelve people to ensure a more personalized experience.

from €80.22

Skip-the-Line Florence Duomo with Brunelleschi's Dome Climb

Skip the entrance lines and climb to the top of Brunelleschi's Dome with an expert guide! Majestically dominating the city skyline, the terracotta dome of Basilica di Santa Maria del Fiore (or Florence Duomo, as it’s more commonly known) is easily Florence's most iconic attraction. After experiencing this masterpiece of architectural genius.

from €85.95
Enquire