Home › Journeys › Europe › Tuscany Loop

Tuscany Loop: Route Guide

Last updated:

A cypress-lined lane through the rolling hills of the Val d'Orcia
Photo: Iaia quark · CC0 · Wikimedia Commons

Tuscany is Renaissance cities surrounded by hills that look painted. Florence's Duomo, Siena's shell-shaped piazza and San Gimignano's towers fill the mornings; long lunches at wine estates fill the afternoons. The Brunello is often made a hundred metres from your table.

Tuscany Loop is a 380 km loop (self-drive). It works best as 4–7 days; the plan below is the 5-day version for October, built from 323 verified places, with real road-routed transit times, opening hours and daylight checked.

4–7
days
380km
distance
6
Stops
323
curated stops

Plan your own version → 4-day plan · 5-day plan · 7-day plan · best time to go

The route

Florence→ 80 kmLucca→ 20 kmPisa→ 80 kmSan Gimignano→ 40 kmSiena→ 70 kmMontepulciano

What you'll see

Galleria degli Uffizi
Lose yourself in Renaissance masterpieces within a grand Renaissance palazzo.
Florence
Duomo di San Martino
Gaze upon the Volto Santo and Ilaria del Carretto's Sarcophagus.
Lucca
Camposanto Monumentale
Explore ancient sarcophagi and haunting medieval frescoes in this solemn space.
Pisa
Collegiata di Santa Maria Assunta
Marvel at stunning frescoes in this beautiful church.
San Gimignano
Duomo di Siena
Gaze upon stunning black and white Romanesque cathedral artistry.
Siena
San Biagio Church
Admire soaring Renaissance architecture and peaceful light.
Montepulciano
Palazzo Vecchio
Impressive Renaissance art and a giant David replica greet you in the civic heart.
Florence
Saint Frediano's Church
Admire the Romanesque architecture of the Basilica of San Frediano in Lucca.
Lucca

Choose your length

4-day plan23 stops · 10.0 h transit5.8 stops/day · 2.5 h transit/daySee the full plan →5-day plan32 stops · 10.7 h transit6.4 stops/day · 2.1 h transit/daySee the full plan →7-day plan48 stops · 10.7 h transit6.9 stops/day · 1.5 h transit/daySee the full plan →

When to go

Best months: September, October

Hill towns bake by noon — book Uffizi and tower slots online, linger over long lunches.

See the month-by-month breakdown →

Similar journeys

Plan your own version →