Tuscany · Wine tour · Hotel pickup
A Chianti wine tour through the heart of Tuscany — your choice of San Gimignano’s medieval towers or the Chianti hills, followed by a traditional Tuscan lunch with 6 wines at a family winery.
DURATION
Approx. 8 hours
GROUP
2 to 6 people
LANGUAGES
English · IT · PT on request
PACE
Private MPV · winery + village
Starting at
total · 2 people
About this journey
A Chianti wine tour is the most authentic way to experience the heart of Tuscany — with a private MPV picking you up directly from your hotel in Florence. You’ll choose between visiting the medieval town of San Gimignano, known as the ‘city of towers’ and a UNESCO World Heritage site, with 2 hours of free time to explore its alleyways and squares, or heading directly to the stunning Chianti wine region, famous for its hills covered in vineyards and picturesque villages.
After the morning visit, the experience continues at a traditional Tuscan winery, where you’ll enjoy an exclusive wine tasting paired with a typical lunch — antipasto, first course and second course. During the tasting, 6 selected labels are served: Bianco, Chianti Classico, Brunello di Montalcino and three Super Tuscans, plus olive oil and balsamic vinegar produced artisanally on the estate.
An authentic experience that combines history, flavours and unforgettable Tuscan landscapes. A full day designed for travellers who want to taste Italy properly — at the pace of a long lunch in the country.
What you’ll experience
We collect you directly from your hotel or B&B in Florence in a comfortable air-conditioned MPV. Chauffeur service throughout the day — no driving, no logistics.
Choose between the medieval 'city of towers' (UNESCO heritage, 2h free time to explore) or heading directly to the Chianti hills with their vineyards and stone villages.
Bianco, Chianti Classico, Brunello di Montalcino, and three Super Tuscans. Each wine introduced by the winemaker — the story, the soil, the year.
A proper three-course Tuscan lunch at the winery — antipasto, primo, secondo. Real Tuscan food, not a tasting menu. The kind of meal that takes hours and you don't want to end.
The winery also produces artisanal olive oil and balsamic vinegar. You'll taste both — and understand why Tuscan oil tastes nothing like what you buy in supermarkets.
Cypress-lined roads, hilltop villages, vineyards stretching to the horizon. The Tuscany of postcards — but felt at the speed of a long, slow drive.
The tour, step by step
A natural rhythm of the journey, adapted to the season, the weather and your interests.
Start
Your driver collects you directly from your hotel or B&B in central Florence at 9am (or another agreed time) in a private air-conditioned MPV.
+ 1 h
We leave Florence behind and head south through the Chianti hills. Cypress-lined country roads, medieval castles on hilltops, vineyards as far as the eye can see.
+ 1.5 h
Your choice: 2 hours of free time in San Gimignano to explore the medieval towers, squares and gelato shops — or we head directly to the Chianti wine villages.
+ 3.5 h
We reach the family-run Tuscan winery. A welcome tour of the estate, the cellars and the production area — the story of how the wines are made.
+ 4 h
Six wines presented in order: Bianco, Chianti Classico, Brunello di Montalcino, three Super Tuscans. Each introduced by the winemaker, with notes on grape, soil and vintage.
+ 5 h
Antipasto, primo (handmade pasta), secondo (Tuscan meat or vegetarian option). All paired with the wines you’ve tasted. A proper, unhurried country lunch.
+ 7 h
The slow drive back through the Tuscan countryside as the afternoon light turns golden. A quiet, contented end to one of the best days you’ll have in Italy.
+ 8 h
Your driver returns you to your hotel in Florence. The perfect end to a day that combined the Tuscan landscape with proper Italian hospitality.
The details
Investment
2 people
Total tour fee
Most intimate · fully private
4 people
Total tour fee
Best value per person · perfect for couples or families
6 people
Total tour fee
Maximum group size · private experience
Prices include the qualified English-speaking guide and curated route.
When we go
Send us your preferred dates and we’ll confirm availability within a day.
Mar · Apr · May — daily
Available
Jun · Jul · Aug — daily
Limited
Sep · Oct · Nov — harvest season
Limited
Dec · Jan · Feb — limited
Inquire
Starting at €970 for 2 people
See notes
Private group, your dates
Inquire
Good to know
€970 for 2 people · €1.130 for 4 people · €1.250 for 6 people. Total tour fee, not per person. Includes the MPV, driver, winery visit, tasting and lunch.
You choose: 2 hours in the medieval town of San Gimignano, or heading directly to the Chianti hills. Most travellers choose San Gimignano if it’s their first time in Tuscany.
A proper three-course Tuscan lunch — antipasto, primo (usually handmade pasta), secondo (meat or vegetarian on request). Pairs with the wine tasting. Plenty of time, no rush.
September and October are harvest months. Vineyards are at their most beautiful but also busiest — book in advance. The wines are not new yet, but the energy on the estate is special.
Vegetarian, gluten-free and other dietary needs accommodated — please let us know when booking. Italian wineries are generally very accommodating.
Comfortable clothes and walking shoes. Layers in spring and autumn (winery cellars are cool). A light scarf or jacket even in summer evenings.
Reserve your tour
Send us a note with your dates, group size and hotel name. We’ll reply within a day with your driver’s details, pickup time and choice of San Gimignano or direct Chianti.
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