Tuscany: Vineyards, Hilltop Towns & Timeless Italy
Chianti - Siena - Florence
Trip code: 934
6 days / 5 nights Tour starts Florence Tour ends Florence
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Overview
Experience the essence of Tuscany—rolling vineyards, Renaissance cities, and postcard-perfect villages. This carefully designed journey combines iconic highlights like Florence and Siena with the scenic countryside of Chianti and Val d’Orcia.
Perfect for
Wine LoversSelf-DriveCouplesHistory BuffsFood & WinePhotographyCountryside EscapesArt & Culture
Itinerary
What you’ll do each day, with your included hotel — or upgrade any stay.
Day 1
Arrive at Florence Airport (FLR)
Pick up your rental car
Drive into the famous Chianti
Experience:
Scenic drive through vineyards and olive groves
Stop in Greve, Radda, or Castellina
Wine tasting at a local winery
👉 Chianti is one of Tuscany’s most iconic regions for wine, landscapes, and rural charm
Pick up your rental car
Drive into the famous Chianti
Experience:
Scenic drive through vineyards and olive groves
Stop in Greve, Radda, or Castellina
Wine tasting at a local winery
👉 Chianti is one of Tuscany’s most iconic regions for wine, landscapes, and rural charm
Days 1–3 IncludedPalazzo Leopoldo Dimora Storica & Spa
Radda In Chianti
Recommended nights Fully flexible
2
Adjust the number of nights at this hotel — your itinerary days and price update automatically.
More Hotel Options
IncludedPalazzo Leopoldo Dimora Storica & Spa
Selected
Castello di Fonterutoli Wine Resort
Albergo Del Chianti
Ultimo Mulino Wellness Country Hotel
Relais Vignale & Spa
Castello di Spaltenna- Small Luxury Hotels of the World
Rental car
FLORENCE 6 days
TOYOTA AYGO
IncludedMini · ALAMO
Manual 4 2 Bags A/C
Why You'll Love This Trip
- Drive at your own pace through Chianti, Siena, and Florence
- Wine tasting at real Chianti wineries in stunning countryside
- Stay in historic boutique hotels and converted estates
- Explore hilltop villages most tour buses skip
- Florence and Siena — two of Italy's greatest cities — in one trip
- Long vineyard lunches and local markets on the itinerary
- Flexible day-by-day structure — go where the mood takes you
What's Included
- 5 nights hand-picked accommodation
- Airport & inter-city transfers
What's Excluded
- International flights
- Travel insurance
- Personal expenses & tips
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