Tuscany · Time for the good life
A morning with Florence’s art. An afternoon among the hill towns. A few days where the landscape sets the pace. Choose the Tuscany trip that leaves room to enjoy it.
Find your route
Curated by CatherineFor independent explorers
3 curated starting routes
3 or 8 sightseeing-day starting plans
36 places in the wider collection
31 curated stays & alternatives
Start with your kind of day
Choose the shape of the trip first. Cinque Terre is a Ligurian extension, and the wider adventure also includes an Umbrian option.
Cities, countryside & a coastal extension
Florence, a Ligurian coast stay and Tuscan hill towns. A wider journey with busy transfer days: choose the stops that fit.
Art, architecture & city evenings
Put Florence’s museums and river walks first. The villas and Pisa on the third day are alternative excursions, rather than one short circuit.
A few days beside the Ligurian Sea
Three coastal days between colourful villages. Choose your rail journeys, open trails and time by the water, then plan the Florence connection.
Each itinerary is a starting point, with a separate departure allowance. Read the full day notes for the busiest city days, longer transfers and actual overnight localities.
A little planning, more room to explore
Choose your base, arrange the right journey and leave time for what brought you here.
Town or countryside?
The practical choices
Places between the plans
From the city to the hills
Choose a few meaningful visits. A cathedral, a town and a landscape each deserve more than a quick stop between hotel moves.
Piazza del Duomo, Florence
Siena, Tuscany
Pienza, Tuscany
Val d’Orcia, Tuscany
Where the next day begins
Pienza, central Florence and the San Gimignano countryside offer different starting points. Choose the setting before the room.
Near Pienza, Val d’Orcia
A family-run farmhouse apartment setting outside Pienza.
Historic centre, Florence
A central base for Florence’s art and city walks.
Near San Gimignano, Tuscany
A wine-estate stay near San Gimignano, selected in Tuscan Adventure.
A word from your curator
Tuscany was love at first sight on our first Italian road trip, charming us with its timeless beauty. Losing yourself in the rolling hills, indulging in the rich flavors of Tuscan cuisine, exploring the treasures of Florence, or immersing yourself in the idyllic countryside dotted with ancient castles — Tuscany awakens your senses and leaves you longing for more.
Before you go
Clear geography and realistic daily choices make the trip easier to shape.
No. Cinque Terre is in Liguria. Fyno keeps it in the wider saved route and labels it as a coastal extension, with its own rail-linked village stays.
Start with three sightseeing days for Florence or Cinque Terre, or the eight-day Tuscan Adventure. Each plan also allows for departure toward Florence. Keep a longer trip or fewer stops when the daily journeys do not fit.
Walk and use public transport for central Florence, compare a car for rural hill-town days, and use rail between Cinque Terre villages. Arrange ZTL access, parking and the final connection with your stay before arrival.
Planning reviewed November 5, 2026. Check Florence’s official driving guidance and Cinque Terre’s current trail and rail notices for your dates.
Find your corner of the journey
Explore the complete collection. Broad curation groups include separate towns and some places outside Tuscany; each guide explains the actual localities.
Art-filled city days, then villas beyond the centre.
A medieval city, vineyard stops and separate hill-town outings.
Pienza, Montepulciano and Montalcino; longer journeys south and east.
Monument squares, city walls and a different coastal pace.
Two distinct historic towns on Tuscany’s eastern side.
A coastal extension outside Tuscany, with rail-linked villages.
From a good idea to your own trip
Start with a curated route, keep the places you love and make the journey your own.