3-Days Private Wine Holiday in Tuscany
Explore the Heart of Tuscan Vineyards
About This Holiday
An exclusive 3-day wine holiday through the heart of Tuscany, visiting four of the region's most celebrated wine estates — Chianti Classico, San Gimignano, Montepulciano, and Montalcino.
Highlights
- Luxury accommodation in the heart of the Tuscan countryside, with breathtaking views of the Chianti hills
- Three days of wine tastings and wine estate visits with a wine expert
- Discover and taste wines like Chianti Classico, Super Tuscan, Vernaccia di San Gimignano, Nobile di Montepulciano, and Brunello di Montalcino
- Explore the medieval towns of San Gimignano, Montepulciano, and Montalcino
- Enjoy traditional Tuscan meals paired with wines at each winery
- Private transportation in a comfortable minivan with an English-speaking driver
Day by Day
Arrival in Florence
Private transfer to your hotel in Florence. Evening meal in the hotel restaurant — or, if you prefer, we can book a table for you in a special restaurant.
Wine Tour of Chianti Classico
Hotel breakfast and pickup for a private visit to the Chianti Classico area. Visits and wine tastings at three wineries, sampling world-famous Chianti Classico DOCG and Super Tuscan IGT wines. Lunch takes place at the second winery, a small boutique cellar, with tasty local dishes and wines. Dinner at the hotel.
Wine Tour of Montalcino and Montepulciano
Breakfast at the hotel and check out, departing for a private wine tour of Brunello and Montepulciano. Visit two different wine cellars to sample the renowned Brunello DOCG and younger Rosso DOC local wines, with lunch at a small winery and a typical Tuscan menu paired with Brunello di Montalcino wine. In the afternoon, explore the beauty of Montepulciano with a wine tasting at a prestigious local winery of Nobile di Montepulciano. This evening, enjoy a quiet dinner at your hotel, or let our staff assist with reservations.
Wine Tour of San Gimignano
Breakfast at the hotel and pickup for a private wine tour of San Gimignano, land of Tuscany's whites. Stop at a beautiful old cellar in the Chianti wine region for wine and olive oil tasting, then drive through unspoiled countryside to San Gimignano, stopping at a small winery run by a young couple for a fresh homemade lunch with excellent white wines. Later, free sightseeing through the hilltop town's ancient narrow streets (a professional guide is available on request). At the end of the tour, transfer to Florence train station or Amerigo Vespucci Airport for your flight home.
What's Included
- Private transfer to/from Florence railway station
- 3 nights in a 4-star countryside hotel
- Three full-day private wine tours with tastings
- Three wine-paired lunches
- Professional wine expert guide
- Private minivan transportation with English-speaking driver
- International flights
- Dinners on free evenings
- Gratuities
Price by Group Size
| Group size | Price per person | Total |
|---|---|---|
| 2 travelers | €1,800 | €3,600 |
| 3 travelers | €1,800 | €5,400 |
| 4 travelers | €1,800 | €7,200 |
| 5 travelers | €1,500 | €7,500 |
| 6 travelers | €1,500 | €9,000 |
| 7 travelers | €1,400 | €9,800 |
| 8 travelers | €1,400 | €11,200 |
Your Trip Designer
Vittorio Del Bono Venezze
Every private day is planned by hand, not booked from a menu. Once you enquire, the team puts together a proposal tailored to your dates, pace and taste — usually within 24 hours, with no obligation to book.
Your Accommodation
Handpicked stays for your trip — the exact property is confirmed with your trip designer.
Villa I Barronci
A 4-star boutique resort and spa in a restored 13th-century villa in the heart of Chianti, just 15 minutes from Florence and 7 km from the Antinori winery. Features a year-round heated outdoor pool (30°C), the Namaste wellness spa, and an on-site gastronomic experience with tastings and sunset aperitivi.
Salvadonica Hotel
A 14th-century borgo once owned by the Corsini princes, carefully restored by the Baccetti family since the 1980s, halfway between Florence and Siena on one of Chianti's most scenic hills. Features the La Volpenera restaurant, a panoramic pool, tennis court, and its own vineyard and olive groves, with a working wine cellar producing Chianti Classico.
Villa Il Poggiale
A Renaissance-era manor house dating to the early 1400s, once owned by the noble Corsini family, now a boutique 'Historical Residence' hotel in the Chianti Classico countryside near San Casciano in Val di Pesa. 24 rooms and suites with frescoed ceilings and antique furnishings, a spa center using Tuscan olive oil, wine, and honey, an outdoor pool, and the La Tinaia restaurant — about 15 km from Florence.
Pietra del Cabreo - Relais di Charme
Relais di charme a conduzione familiare a Montefioralle, nel cuore del Chianti Classico, tra Greve in Chianti e Panzano. Piscina esterna riscaldata, aperitivo di benvenuto e bottiglia di Chianti Classico Tenuta di Nozzole in omaggio all'arrivo.
The Wineries
Pickup
Private transfer included from Florence airport or train station on arrival day, and back again at the end of the trip.
Cancellation Policy
| Notice before departure | Charge |
|---|---|
| Up to 90 days | Deposit only |
| 80–71 days | 35% of tour cost |
| 70–51 days | 55% of tour cost |
| 50–31 days | 75% of tour cost |
| 30 days or less | 100% of tour cost |
Frequently Asked Questions
What's included in the hotel stay?
You'll be based at a single hand-picked 4/5-star countryside property (Villa I Barronci) for the length of the trip. Breakfast is included each day, and dinner is either at the hotel or a reservation arranged on your behalf.
Can the itinerary be adjusted once we arrive?
Yes — while the route is planned around Chianti, Montalcino and San Gimignano before you arrive, your guide can adjust the pacing and stops day to day based on how the trip is going.
Is tipping expected?
Tipping is not included and is entirely at your discretion. Many guests tip their driver-guide directly at the end of the day if they enjoyed the experience, but there is no fixed expectation or amount.
Reviews
Suzanne Squires
My 21 year old daughter and I just completed our 3 day private wine tour in Tuscany with our guide, Andrea. Everything was perfect. The itinerary allowed us to see incredible locations and taste delicious wines. I loved all the wineries and learning about their wine making process, then eating the best food and wine! Everyone was so friendly and accommodating. I highly recommend this wonderful experience!
3-Days Private Wine Holiday in TuscanyTessa Smit
Hi Victorio Sorry for the delayed reply. We have been very busy since getting back, catching up after being away. Unfortunately, we had to jump right back into real life here. We wanted to say thank you to you and your employees for organizing a vacation we will not forget! We had an amazing time learning about wines and we were very impressed with the level of knowledge and passion you and your staff showed. We will definitely recommend your company to anyone traveling to Italy in the future. The only feedback we have is that we would have preferred to have the longest day of wine tours on the first day, rather than the last and I think other guests may agree with us. It would be nice to end the last day a bit earlier to allow for time to travel to reach the next destination. But really, everything else was magnificent and we would not have changed a thing otherwise! Thank you for collecting and shipping our wines! Thanks again! Tessa and Rich
3-Days Private Wine Holiday in Tuscany