Private Tuscany Wine Tour: Chianti Wineries & San Gimignano
7hDuration
Max 12 peopleGroup Size
English, ItalianSpeaking Guide
Mobile ticketAccepted
About this experience
Duration7 Hours
Group SizePrivate
Starts AtPiazza della Calza 1, Florence
LanguagesEnglish, Italian
Private Full-Day Tour from Florence
Private Full-Day Tuscany Tour: Wineries, Lunch & San Gimignano
Rolling vineyards, medieval towers, and the finest wines Tuscany has to offer — all in one private day.
This private Tuscany wine tour from Florence takes you deep into the Chianti countryside, visiting two celebrated wineries and the UNESCO-listed medieval town of San Gimignano. Designed for travelers who want a personal, unhurried experience, the itinerary combines vineyard walks, curated tastings, and a full Tuscan lunch with a leisurely afternoon of exploration.
Tuscany's wine culture is inseparable from its landscape. The journey between Florence and San Gimignano winds through some of the most iconic vineyard scenery in Italy — a backdrop of cypress-lined ridges, stone farmhouses, and centuries-old estates that set the tone for everything that follows.
The tour is rated easy, making it well suited to a wide range of travelers. A private air-conditioned minivan handles all transfers, and the pace allows time to absorb each destination without feeling rushed. No shared bus, no fixed group agenda — just Tuscany at your own rhythm.
Tour Highlights
Guided tasting of Chianti Classico wines at a renowned estate in the heart of the Chianti hills.
Full Tuscan lunch at a winery, featuring seasonal dishes paired with the estate's own wines.
Visit to San Gimignano, a UNESCO World Heritage Site famous for its medieval stone towers and artisan lanes.
Sweeping views of the Tuscan countryside from the hilltop terraces of San Gimignano.
Fully private transfer in a comfortable air-conditioned minivan from central Florence and back.
Tastings of Vernaccia di San Gimignano, the region's celebrated white wine with centuries of history.
Guided vineyard walk at the first estate, with insight into the winemaking traditions of the Chianti region.
Itinerary
1
Pickup in Florence
Your private driver meets you at Piazza della Calza 1, Florence. The group boards a comfortable air-conditioned minivan for the scenic drive into the Tuscan countryside.
2
First Winery — Chianti Vineyard Tour and Tasting
Arrive at a celebrated Chianti estate set among rolling hills. A guided tour covers the vineyard, cellars, and the estate's winemaking history, followed by a curated tasting of their finest wines accompanied by local bread and olive oil.
3
Second Winery — Tasting and Full Tuscan Lunch
The second estate offers both a wine tasting and a complete Tuscan lunch. Expect seasonal dishes — lasagna, cured meats, fresh bruschetta — paired with wines produced on site, including the Vernaccia di San Gimignano.
4
San Gimignano — Medieval Town Exploration
Arrive in San Gimignano, the UNESCO-listed hilltop town renowned for its preserved medieval towers. The afternoon is free to explore cobblestone lanes, visit the Duomo or Civic Museum, browse artisan shops, and sample the town's world-famous gelato at Gelateria Dondoli.
5
Return to Florence
After exploring San Gimignano, the private minivan returns you to the starting point in Florence in approximately one hour. Drop-off is at the same central location where the day began.
What's Included and Excluded
Included
Private air-conditioned minivan with driver
Guided tour of the first Chianti winery and vineyard
Wine tasting at both wineries
Light snacks at the first winery (local bread and olive oil)
Full Tuscan lunch at the second winery
Visit to San Gimignano with free exploration time
Hotel or central meeting point pickup and drop-off in Florence
Not Included
Personal travel insurance
Gratuities for the driver or guide
Additional food or beverages beyond those listed
Entrance fees to San Gimignano museums (Duomo, Civic Museum)
Any personal shopping or souvenirs
Important Information
This is a private tour. All transfers are exclusive to your group. Availability may be limited — booking in advance is recommended, particularly during peak season.
Duration
Approximately 7 hours in total, including all transfers, winery visits, lunch, and time in San Gimignano.
Meeting Point
Piazza della Calza 1, Florence. Your private driver will be present at the agreed time. Drop-off is at the same location.
What to Bring
Comfortable walking shoes are advisable for vineyard paths and San Gimignano's cobblestone streets. Sunscreen and a light layer are recommended depending on the season.
Cancellation
Please review the cancellation policy at time of booking. Policies may vary depending on the booking platform and dates selected.
Accessibility
The tour is rated easy, though vineyard paths and San Gimignano's medieval streets may present challenges for guests with limited mobility. Contact the operator in advance to discuss specific requirements.
Age Range
Suitable for adults and older children. Guests must be of legal drinking age to participate in wine tastings. Please verify the minimum age with the operator at the time of booking.
Book Your Private Tuscany Wine Tour
Secure your spot on this private full-day tour through Tuscany's most celebrated wine country and medieval hilltowns. Limited availability — reserve your date today.
Is this tour suitable for people who don't drink wine? ▼
Non-drinkers are welcome on the tour. The winery visits and Tuscan lunch can still be enjoyed for the scenery, food, and atmosphere, though the wine tastings are a central element of the experience.
What type of vehicle is used for transport? ▼
Transfers are conducted in a private air-conditioned minivan. The vehicle is reserved exclusively for your group throughout the day.
Is the Tuscan lunch included in the tour price? ▼
Yes. A full Tuscan lunch at the second winery is included, featuring seasonal dishes paired with the estate's wines. The meal typically includes regional specialties such as lasagna, cured meats, and bruschetta.
Do I need to pay museum entry fees in San Gimignano separately? ▼
Entrance fees for sites such as the Duomo or Civic Museum in San Gimignano are not included. These can be purchased on-site during free exploration time.
How much walking is involved during the tour? ▼
The tour is rated easy. Walking is involved at the vineyard and through the cobblestone streets of San Gimignano. Comfortable, flat-soled shoes are strongly recommended.
Can I be picked up from my hotel in Florence? ▼
The official meeting point is Piazza della Calza 1, Florence. For specific pickup arrangements, it is best to contact the operator directly when booking.
Tuscany Wine TourPrivate Tour FlorenceChianti ClassicoSan GimignanoVernaccia WineWinery LunchUNESCO World HeritageDay Trip FlorenceTuscan CountrysideItalian Wine TastingMedieval TuscanyFull Day Tour Italy
This tour operates from Florence, the capital of Tuscany in central Italy, and explores the Chianti wine region — one of the most recognized wine-producing areas in the world, located between Florence and Siena. The route passes through the Chianti Classico DOCG zone before arriving at San Gimignano, a hilltop town in the Province of Siena listed as a UNESCO World Heritage Site since 1990. San Gimignano is particularly known for its 14 surviving medieval towers and for producing Vernaccia di San Gimignano, one of Italy's oldest white wines with DOC and DOCG status. The Chianti countryside along this corridor is characterized by rolling hills, cypress avenues, and centuries-old wine estates, making it one of the most visited rural touring regions in Europe. Florence itself is a major international gateway, served by Florence Peretola Airport and well connected by high-speed rail from Rome, Milan, and Venice.
Region: Tuscany, Italy | Departure City: Florence | Key Destinations: Chianti Wine Region, San Gimignano | Tour Type: Private Day Trip | Activity Focus: Wine Tasting, Cultural Heritage, Gastronomy | Difficulty: Easy | UNESCO Site: Yes | Suitable For: Adults, Couples, Small Groups, Food and Wine Travelers
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