Skip the big commercial groups and discover Tuscan wine country the way it's meant to be explored — in a small group of no more than 8 guests. Our English-speaking guides lead you through the rolling hills of Chianti Classico, Brunello di Montalcino and Nobile di Montepulciano, stopping at handpicked, family-run wineries most visitors never find.
Each tasting is paired with genuine Tuscan cuisine, and for guests who want something extra, we also offer truffle hunting combined with a wine tasting — a rare addition to a day among the vines.
This isn't a tour picked off a shelf.
Never more than 8 guests per tour, so there's time to talk with the winemakers, linger over each glass, and explore at an unhurried pace.
We visit estates chosen for character, not convenience — tasting Chianti, Chianti Classico, Brunello di Montalcino and Super Tuscans straight from the people who make them.
Every tasting is matched with local specialties — bruschetta, artisan cheeses, house-made pasta and fine olive oil — plus a traditional Tuscan lunch at one of the wineries.
Join an expert truffle hunter and their trained dog in the forest, then sit down to a truffle-infused meal paired with fine Tuscan wines.
Seven different ways to discover the wines, food and people of Tuscany — all departing from Florence.
Small group · Full dayA half-day shared tour to two Chianti boutique wineries, tasting Chianti Classico, Riserva, and Super Tuscan wines.
Small group · Full dayA shared full day (max 8 guests) tasting Vernaccia di San Gimignano at two boutique wineries in the medieval town.
Small group · Full dayA small-group day across three Chianti Classico wineries, tasting Chianti and Super Tuscan wines with a family-style lunch.
Small group · Full dayA 7-hour shared tour through Chianti Rufina's medieval castles and villas, with a sommelier-guided tasting and lunch.
Small group · Full dayHunt white truffles near San Miniato, then taste organic Chianti Classico wines over a traditional truffle lunch.
Small group · Full dayA shared full-day trip from Florence to Montalcino, tasting Brunello and Rosso at two family-run wineries with lunch included.
Small group · Full dayA small-group day from Florence to Montepulciano, tasting Nobile wines and strolling Renaissance streets.
A shared wine tour groups you with other travelers (max 8 guests) in a minivan, following a fixed itinerary and departure time from a set meeting point in Florence. A private wine tour reserves the vehicle, driver and guide exclusively for your party, with pickup available from your hotel or accommodation and an itinerary built around your preferences.
Shared tours normally require a minimum of two participants.
If the minimum number is not reached, Italy and Wine may offer an alternative date, a similar tour, an upgrade to a private tour with an additional charge, or a refund of the amount paid.
The final confirmation is provided according to the conditions shown at the time of booking.
Shared tours run with a maximum of 8 guests in one minivan.
“We had a wine tasting tour guided by Andrea Colato. First of all, Andrea is really knowledgeable about all the differences in the wine-making. His enthusiasm made our day and tour. Then we experienced the beauty of Tuscany and Montepulciano. The view was breathtaking. Thank you very much / grazie mille!”Nobile di Montepulciano wine tour
Donald SchulteUSA · 30 September 2025“What a relaxing day out of the city, appreciating the great wines of Tuscany and the culture of San Gimignano. Matteo was an informative and fun guide to this region.”San Gimignano Wine Tour
“Wonderful trip in Chianti region! Nicolo was a great tour guide!”Chianti Vineyard Tour
