About this trip
Four days through Tuscany's wine country, built around you and travelling with a private driver rather than a group itinerary.
You taste your way through some of the region's best-known reds, Brunello di Montalcino, Chianti DOC and Bolgheri, alongside local food in the villages and countryside where they're made.
It's a slower, personal way to see Chianti and the surrounding hills, aimed at people who want the wine and food to be the actual point of the trip, not a sideline.
What you'll do
- Taste Brunello di Montalcino at source
- Sample Chianti DOC wines in the Chianti hills
- Visit the Bolgheri wine region
- Explore historical Tuscan villages
- Pair local food with each region's wine
- Travel throughout with a private driver
- Departures run from September to July and need a minimum of 2 participants
- Accommodation is in comfort double rooms at selected 4-star hotels or farmhouses
- Private and driver-led, so the pace is easy and flexible rather than fixed
Worth it if you're after luxury accommodation, top-tier wine access, and a private driver for four days. Think twice if you're budget-conscious or prefer independent exploration.
- Private driver stays with you daily; reviewers praised Massimo and Brando for knowledge, patience, and reliability.
- Accommodation exceptional—Villa Lecchi and a historic palazzo in Colle Val d'Elsa impressed all reviewers equally.
- Wine estates offer direct shipping home; tastings included vineyard walks and cellar visits, not just generic tours.
- Operator handles custom requests easily; reviewers added Cinque Terre and Lucca mid-tour without hassle.
Distilled from real traveller reviews on TourRadar — we don't edit out the bad bits.
The same-vibe trips, side by side — price, value per day, and how each is moving. Only we can lay two operators' trips out honestly.
Sorted by fit — never by who paid. Price moves and availability come from our own daily tracking.
Getting there
Opens Trip.com, pre-filled — one-way so you can book your return whenever. Prices & booking shown there.
Where to stay
A night before your tour in Florence · 21 Jul – 22 Jul
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