Tuscany Hill Towns

Renaissance art, Chianti vines & cypress roads

Route preview

7 days through Florence, Chianti, Siena, and beyond.

Tuscany Hill Towns is a 7-day curated route with 4 destinations and 10 suggested stops. Preview stops and timing, then find it in TripsCircle Explore.

1
Destination 01
Florence
3 stops
- Florence Cathedral
  Climb Brunelleschi’s dome for the city’s defining view
  culture
- Uffizi Gallery
  Botticelli, Leonardo and the heart of the Renaissance
  culture
- Piazzale Michelangelo
  The sunset terrace over the Arno and the red rooftops
  sight
2
Destination 02
Chianti
2 stops
- Greve in Chianti
  A triangular market square ringed by wine shops
  food
- Castello di Brolio
  The castle where the Chianti recipe was written
  wine
3
Destination 03
Siena
2 stops
- Piazza del Campo
  The shell-shaped square made for a long aperitivo
  sight
- Siena Cathedral
  Striped marble and an inlaid floor unlike any other
  culture
4
Destination 04
Val d'Orcia
3 stops
- Pienza
  A tiny Renaissance town famous for pecorino
  food
- Montepulciano
  Hilltop cellars pouring Vino Nobile
  wine
- Bagno Vignoni
  A medieval village built around a thermal pool
  culture

Route highlights

The moments that shape this trip.

01Florence Duomo
02Chianti wineries
03Piazza del Campo
04Val d'Orcia cypress roads

Tuscany Hill Towns

7 days through Florence, Chianti, Siena, and beyond.

Florence

Florence Cathedral

Uffizi Gallery

Piazzale Michelangelo

Chianti

Greve in Chianti

Castello di Brolio

Siena

Piazza del Campo

Siena Cathedral

Val d'Orcia

Pienza

Montepulciano

Bagno Vignoni

The moments that shape this trip.

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