Tuscany Wine Holiday Tour
5 Nights of Wine, Food, and Culture
About This Holiday
A 5-night wine holiday exploring Tuscany's famous vineyards, historic villas, and charming countryside, blending wine tasting, local gastronomy, and unique accommodations under the guidance of an expert sommelier.
Highlights
- Sample Italy's most renowned wines: Chianti Classico Riserva, Chianti Rufina Riserva, Brunello di Montalcino, and Super Tuscan
- Learn about Tuscany's viticulture, history, and geography from a professional guide
- Bread, snacks, and extra virgin olive oil during every tasting
- All dinners and lunches accompanied by expertly paired wines
Day by Day
Arrival in Florence
Arrival in Florence and meeting with the group at the train station in the afternoon. Transfer to the hotel in the heart of the Chianti Classico wine region, with time to relax by the pool. Evening meal at the hotel restaurant.
Chianti Classico, the origin of Sangiovese
A day touring three wineries in Chianti Classico, producing Chianti Classico Riserva and Super Tuscan wines. Lunch at a small boutique cellar. Dinner at the hotel.
San Miniato - Cooking Class
Visit to San Miniato, a truffle-growing area known for its indigenous white grape, with a stop at a small family-owned winery. Cooking class focused on handmade pasta, followed by lunch and wine. Free time in the medieval town of San Miniato. Dinner at the hotel.
Montalcino and its Brunello
Private visit to the Brunello-producing area around Montalcino, with tastings at two wine estates of Brunello DOCG and Rosso DOC. Lunch at a small winery. Dinner at the hotel.
Montepulciano, the Nobile and the Pecorino Cheese
Private visit to the Montepulciano wine region, with tastings of Rosso and Vino Nobile DOCG at local wineries. Lunch at a small boutique cellar. Dinner at the hotel.
It's time to say Arrivederci!
Leisurely breakfast and check out, with departure around mid-morning.
What's Included
- 5 nights accommodation in beautiful Tuscan locations
- Group transfers to/from Florence airport or train station
- All breakfasts
- All dinners with wine
- Four lunches including wine
- One cooking class exploring Tuscan cuisine
- Four full-day excursions to wine estates and cultural sites
- Personal tour guide throughout
- Transportation for day trips
- Airline fares
- Travel insurance
- Gratuities
Your Hotel
The whole group stays together at one property for the trip — the exact hotel depends on the departure.
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.
Upcoming Departures
This holiday runs on fixed group dates a few times a year rather than on request — reserve your spot well ahead, as each departure has limited availability.
| Departs | Returns | Status |
|---|---|---|
| 4 October 2026 | 9 October 2026 | Open |
| 14 November 2026 | 19 November 2026 | Open |
| 21 March 2027 | 26 March 2027 | Open |
The Wineries
Pickup
Group 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
How is this different from a private multi-day tour?
This is a small-group departure — you'll join other fellow travelers and stay at a single hotel in Chianti Classico for the whole trip, rather than following a fully private itinerary. It's a more social, generally lower-cost way to see the same wine regions over several days.
What's included besides wine tastings?
All dinners and lunches are included, paired with wine, plus a hands-on pasta-making cooking class in San Miniato — a good mix of tasting and hands-on Tuscan cooking.
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
Carol Spitz
We had an amazing 5 nights in San Casiano at Villa I Baronnci on a private tour planned by Vittorio and executed by Matteo. The variety of wineries and other experiences really set them apart from others. Truffle hunting, cooking class, cheese farm, and delicious lunches every day. From small private vineyards to large, we experienced it all. If you want to go to Tuscany, this is the way to go.
Tuscany Wine Holiday Tour
