Extra Virgin Olive Oil Tasting in Chianti, Tuscany
The heart of Tuscan wine country
Chianti is the landscape that defines Tuscany in the world's imagination — a tapestry of vineyard-draped hills, cypress-lined roads, and stone farmhouses perched above valleys cultivated since Etruscan times. The Chianti Classico appellation, designated in 1716 by Grand Duke Cosimo III de' Medici, is one of the world's oldest defined wine regions. Today the black rooster (Gallo Nero) on every Chianti Classico bottle marks wines that capture the essence of this storied terroir.
Real Tuscan extra-virgin olive oil is closer to a fine wine than to the supermarket product most travellers know — peppery, green, slightly bitter, with a finish that lingers. A tasting in Chianti at a working frantoio (mill) reveals just how much variation lies inside the simple word 'olio'.
Your host walks you through the orchard, into the cold-press room, and finally to the tasting bar — six to eight oils served in coloured glasses (the colour is suppressed so taste alone guides you). Bruschetta, fresh ricotta and the estate's own salt accompany the tasting. October–December tastings include a visit during the harvest itself.
What's included
- •Walk through a working olive grove
- •Tour of the cold-press mill
- •Guided tasting of 6–8 single-cultivar oils
- •Bruschetta and ricotta accompaniment
- •October–December: full harvest experience
Stay nearby — luxury villas in Chianti
7 handpicked properties in the area, perfect to pair with this experience.
Plan your Chianti stay
Our concierge designs every extra virgin olive oil tasting around your group's pace, dietary preferences and travel dates. One email is all it takes to start.
Start your inquiryWhere to Stay
Luxury Villas in Chianti

Radda in Chianti, Siena
Borgo in Chianti
A spacious villa in the heart of Chianti, perfect for retreats

Gaiole in Chianti, Siena
San Polino
A charming borgo of three villas with infinity pool in the Chianti hills

Gaiole in Chianti, Siena
Casa all'Erta
Beautifully restored stone farmhouse with views of the Chianti hills and castle
What to Do
Curated Tuscany Experiences

Full day (6–8 hours)
Private Wine Tasting & Vineyard Tour
Discover the soul of Tuscan winemaking in private cellars

Half day (4–5 hours)
Hands-On Cooking Class
Master the art of Tuscan cuisine in an authentic farmhouse

Half day (2–3 hours)
Extra Virgin Olive Oil Tasting
Learn to distinguish the liquid gold of Tuscany
From Our Journal
Tuscany Reading & Insights
- 12 min readThe Best Time to Visit Tuscany: A Month-by-Month Guide for 2026From the spring wildflowers to the autumn wine harvest, each season in Tuscany offers something magical. Here's exactly when to go based on what you want to experience.
- 15 min readTuscany Wine Regions: The Complete Guide to Chianti, Brunello & BeyondTuscany produces some of the world's finest wines. From the rolling hills of Chianti to the sun-baked slopes of Montalcino, here's your expert guide to every major wine region.
- 14 min read21 Unforgettable Things to Do in Chianti, TuscanyChianti is far more than wine country. From medieval castles and thermal springs to artisan workshops and sunrise hot air balloon rides, here are 21 experiences that make Chianti extraordinary.
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