Best Way to Visit Wineries in Tuscany — 10 Tips to Plan Your Wine Tour
10 practical tips for planning a wine tour in Tuscany — from choosing which sub-region to focus on, to why Antinori and Biondi Santi need advance booking.
Private wine tours · Tuscany
Tuscany Wine Tours from Rome
Board a fast train in Rome, step off in the vineyards of Tuscany.
5.0· Top Rated by Guests
Private trip planning since 2004
Experiences11 private tours
PriceFrom €400
DepartureFlorence train station
Your day100% private
Travel at your own pace
A private day in Tuscany, designed around you.
Rome has no vineyards of its own to rival Chianti or Montalcino, but Tuscany's wine country is closer than most travelers realize. A high-speed train from Roma Termini to Firenze Santa Maria Novella takes as little as 1 hour 30 minutes, with frequent departures throughout the day — no car, no motorway, no stress.
Your private day begins the moment you step off the train. We meet you right at Firenze Santa Maria Novella or Campo di Marte station in a private, air-conditioned vehicle with an English-speaking driver/guide, then head straight into the countryside for private visits to prestigious wineries and cellars, guided by the owners and winemakers themselves, followed by a wine-paired lunch at a local restaurant.
Leave Rome in the morning and be back the same evening, or extend the trip with a night or two in Florence — every itinerary is built around the wine areas you want to see, at your own pace, with no one else in the vehicle but your group.
Always included
Private from start to finish.
Meet you at the station
Pick-up directly at Firenze Santa Maria Novella or Campo di Marte, timed to your train from Rome — no need to arrange transfers into the city center first.
Private transportation
Travel in comfort with a dedicated English-speaking driver and private, air-conditioned vehicle for the rest of the day.
Exclusive winery visits
Private access to prestigious wineries and cellars, with options for truffle hunting or truffle-and-wine experiences along the way.
A proper Tuscan lunch
A wine-paired, regionally inspired meal at a local restaurant, included in every tour.
Travel times & planning
Driving times from Florence train station to the wine regions.
With our dedicated private vehicles and English-speaking drivers, you are picked up directly at your accommodation. Here is how long it takes to reach the cellar doors across Tuscany:
Rome to Florence (Train)⏱ 1h 30 min
Direct high-speed Frecciarossa/Italo from Roma Termini to Firenze SMN
Florence Station to Chianti⏱ 35–45 min
Direct pickup outside the station into the vineyard hills
Florence to San Gimignano⏱ 55 min
Scenic transfer directly to hilltop vineyards and cellars
Florence to Montalcino⏱ 1h 45 min
Private air-conditioned minivan transfer to Val d’Orcia and back for evening train
Private collection
Choose your Tuscany wine experience.
11 private itineraries with dedicated transport and the freedom to enjoy each stop at your own pace.
Private · Full dayBolgheri Wine Tour
A full day from Florence to Bolgheri, birthplace of the Super Tuscan movement, with guided cellar visits and tastings.
Departs 8:30 AM
Private · Full dayChianti Classico Wine Tour
A private tour through Chianti Classico's hills, tasting Chianti Classico, Riserva, and Super Tuscan wines at top estates.
Departs 9:30 AM
Private · Full dayChianti Rufina Wine Tour
Just 30 minutes from Florence, explore Chianti Rufina's ancient cellars with a tasting, cheese pairing, and vineyard lunch.
Departs 9:30 AM
Private · Full dayChianti and Super Tuscan Wine Tour
A full day with an English-speaking wine expert across three Chianti Classico wineries, from DOCG to Super Tuscan.
Departs 9:30 AM
Private · Full dayMontalcino Wine Tour
Two Montalcino wineries, guided tastings of Brunello and Rosso di Montalcino, and a Tuscan lunch among the vines.
Departs 9:00 AM
Private · Full daySan Gimignano Wine Tasting Tour
From Chianti Classico to San Gimignano, tasting Vernaccia — Tuscany's celebrated white wine — in one guided day.
Departs 9:30 AM
Private · Full daySparkling & Red Wine Tour
Two wineries in Montespertoli, pairing sparkling wine production with a boutique Chianti tasting and Tuscan lunch.
Departs 9:30 AM
Private · Full dayTruffle Hunting in Tuscany
Hunt white truffles in San Miniato with an expert and her trained dog, then feast on a multi-course truffle menu.
Departs 9:00 AM
Private · Full dayTruffle and Wine Tour
Truffle hunting in the Tuscan woods followed by a Chianti Classico winery tasting and truffle-based lunch.
Departs 9:00 AM
Private · Full dayWine Tour to Nobile di Montepulciano
Explore medieval Montepulciano's 700 years of winemaking with private tastings of Nobile and Rosso di Montepulciano.
Departs 9:00 AM
Private · Full dayWine and Cheese Tour Tuscany
An off-the-beaten-path day pairing artisanal goat cheese with a prestigious Chianti winery and olive oil tasting.
Departs 9:30 AMTour Experience Gallery
Life on the Tuscany Wine Roads
Exclusive private moments: rolling vineyards, subterranean cellars, and relaxed winery lunches designed around you.
📸 Authentic unedited photos captured during our private tours in Tuscany
Wine Travel Guides · Tuscany
Curated Insights for Your Tuscany Journey
Essential DOCG appellation guides, scenic travel routes, and local winery etiquette written by our Florentine wine team to help you prepare your private tasting experience.
Chianti Classico DOCG — a genuine Sangiovese wine
The territory of Chianti Classico stretches between Siena and Florence — and why the word 'Classico' matters more than most travelers realize.
The Iconic Brunello di Montalcino: Crafting Excellence in the Heart of Tuscany
Inside the Montalcino production area, its unique microclimate, and the Sangiovese Grosso grape that defines Brunello.
Bolgheri Wine Road
Bolgheri is where the Super Tuscan wine movement began in 1968 — a guide to the region's top estates, from Tenuta San Guido to Ornellaia.
Good to Know · Tuscany Wine Tours from Rome
Can I take a private Tuscany wine tour as a day trip by train from Rome?
Yes — high-speed trains (Frecciarossa and Italo) run between Roma Termini and Firenze Santa Maria Novella in just 1h30, making a private day trip to the Tuscan vineyards effortless.
We coordinate your morning pickup right outside the Florence station into your private Mercedes minivan. Your English-speaking driver/guide takes care of the winery appointments, scenic countryside routing, and wine-paired lunch, returning you comfortably to the station in time for your evening train back to Rome.
Do you book my train tickets from Rome or do I arrange them myself?
You book your own train tickets directly with Trenitalia (Frecciarossa) or Italo. This gives you complete freedom to select your preferred travel class, departure station (Roma Termini or Tiburtina), and exact train schedule.
Once booked, simply share your arrival train number and arrival time at Firenze SMN. Your guide will track your train in real time and meet you right at the designated station pick-up point.
How long is the drive from Florence?
Our tours depart from Florence at the meeting point on Lungarno Cellini. From there, the minivan journey to the truffle hunting area in the Tuscan countryside takes approximately one hour each way.
Is this tour really private?
Yes — the vehicle, driver and guide are reserved exclusively for your party for the entire day. You won't be grouped with other travelers at any winery.
Can I ship wine home after the tour?
Yes — most estates on this route offer international shipping. Ask your guide on the day and they can help arrange it.
Guest stories
Verified Guest Reviews · Tuscany Wine Tours
Nicole NeshatUSA · Oct 2026 · via google★★★★★
“A beautiful tour through some of the most enchanting wineries we have ever visited. Andrea made the entire day truly special with his warmth, knowledge, and thoughtful attention to every detail. From the stunning scenery to the memorable tastings, it was an experience we will always treasure.”
Tour: Chianti & Super Tuscan Wine Tour from Florence
Ojas DoshiUSA · Oct 2026 · via tripadvisor★★★★★
“We absolutely loved this experience—it exceeded even our highest expectations. Every detail of the day was perfectly planned, from the beautiful locations and wonderful tastings to the relaxed, personal atmosphere throughout. Andrea truly is an exceptional guide: knowledgeable, welcoming, attentive, and genuinely passionate about sharing the best of the region. His enthusiasm made the whole experience feel special, memorable, and far more than just a tour.”
Tour: Chianti & Super Tuscan Wine Tour from Florence
Christie ArtusoUS · Sep 2026 · via yelp★★★★★
“Our Montepulciano wine tour from Florence was one of the highlights of our trip to Italy. Niccolò was an exceptional guide—knowledgeable, engaging, and genuinely passionate about sharing Tuscany’s history, culture, and wine traditions. The journey through the Tuscan countryside was as memorable as the wine tastings themselves. We visited welcoming, family-owned wineries in the Montepulciano region, where generations of winemakers have preserved their traditions while producing outstanding wines. Each vineyard offered a unique experience, with authentic hospitality, fascinating family stories, and exceptional local wines. This was much more than a wine tasting tour from Florence: it was a meaningful introduction to the people, culture, history, and traditions of Tuscany. By the end of the day, Niccolò felt more like a friend than a guide. Highly recommended for anyone looking for an authentic Montepulciano wine tour and a truly unforgettable day in Tuscany.”
Tour: Nobile di Montepulciano wine tour
Anthony FlorioUSA · Oct 2026 · via google★★★★★
“A wonderful day exploring San Gimignano and visiting two wineries — Antonio was a fantastic host. The wines were exceptional, and the lunch was superb. Highly recommended, especially if you enjoy both red and white wines.”
Tour: San Gimignano Wine Tour
Your private journey
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