A Winelover's Travel Guide to CHIANTI | Tuscany's most historic Wine Region

A Winelover's Travel Guide to CHIANTI | Tuscany's most historic Wine Region

World of Fine Wines
Aug 21, 2026

Planning a wine trip to CHIANTI in Tuscany? This is the ultimate travel guide for winelovers. I share my essential tips for visiting the Chianti wine region, from Greve in Chianti to Castellina in Chianti, Siena, San Gimignano and more, including which wineries to visit (like Antinori nel Chianti Classico) and other travel practicalities (how to get there, how to move around...).

Chianti - and more specifically Chianti Classico - is one of Italy’s most iconic and historic wine regions, but planning a trip can be overwhelming. How do you get winery appointments? Should you stay in Florence, Siena or a small village in the heart of Chianti? What are the "must-drink" appellations beyond Chianti and Chianti Classico and the “must-visit” places in the area?

In this video, we’re giving you our complete playbook for planning the perfect Chianti and Chianti Classico wine trip. This guide is packed with actionable travel tips to help you taste the best wine, discover hidden gems, and navigate the region like a pro.