Anywhere Italy

Slow trip

14 slow days: Montescudaio, Spoleto, Bardolino, Menfi, and Castagnole delle Lanze

September through five regions means five distinct wine calendars, five separate harvests, five different reasons to be there at precisely this moment. You'll begin in Tuscany's hills around Montescudaio, move through Umbria's river valleys near Spoleto, climb into the limestone plateaus above Lake Garda near Bardolino, descend into Sicily's wheat country around Menfi, then finish in Piedmont's Langhe hills near Castagnole delle Lanze, where the moscato grapes are already heavy on their vines and the first morning frosts arrive in whispers.

14 days · September · food & wine-first · easy walking

Montescudaio

Montescudaio, 4 days

Base yourself in Montescudaio and make these your day trips.

7 towns · qualifying pool of 9 from 58 candidates

Coastal towns in the provinces of Pisa, Firenze, and Livorno. Borghi Più Belli d'Italia, wine territory, and olive oil country.

Getting around

Montescudaio, your base, has no station, so plan to arrive by car. 4 of the 7 towns here have a station; the rest need wheels. A rental car makes this corner simple, a rail-plus-taxi version takes patience.

Your timing

September sits in this corner's best window: open, temperate, and short of the crowd months.

Day 1 · Arrive in Montescudaio

Settle in. Montescudaio is your base for the next 4 days. Take the afternoon to walk the centro, find your bearings, eat something local.

Montescudaio

Province: Pisa

Montescudaio

A fortified hill borgo at 242 meters, named for a mountain of shields, with DOC wine since 1977 and bread, oil and grape all stamped in its identity.

Picked for:food and wine · coastal

Day 2 · Day trip to Castagneto Carducci

First outing. Head to Castagneto Carducci for the day. Take the slow road, leave time to wander, be back in Montescudaio for dinner.

Castagneto Carducci

Province: Livorno

Castagneto Carducci

A hilltop borgo at 194 meters above the Costa degli Etruschi, renamed for the poet Carducci in 1907 and the home of Bolgheri and Sassicaia.

Picked for:food and wine · coastal

Day 3 · Day trip to Campiglia Marittima

Out again, this time to Campiglia Marittima. Same rhythm: leave after breakfast, return for evening in Montescudaio.

Campiglia Marittima

Province: Livorno

Campiglia Marittima

A walled hilltop borgo above the Val di Cornia, where the Rocca tower watches a mining landscape worked from the Etruscans to 1976.

Picked for:food and wine · coastal

Day 4 · Day trip to Pisa

Last day trip in this corner, to Pisa. Make a day of it, then back to Montescudaio.

Pisa

Province: Pisa

Pisa

Maritime republic on the Arno, twelve kilometers from the Ligurian Sea, with the leaning bell tower at the center of a single UNESCO-listed walled compound.

Picked for:art and history · coastal

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Spoleto

Spoleto, 2 days

Base yourself in Spoleto and make these your day trips.

4 towns · qualifying pool of 5 from 55 candidates

Hill towns in the province of Perugia. olive oil country, wine territory, and Borghi Più Belli d'Italia.

Getting around

Spoleto, your base, is on the rail network. 2 of the 4 towns here have a station; the rest need wheels. A rental car makes this corner simple, a rail-plus-taxi version takes patience.

Your timing

September sits in this corner's best window: open, temperate, and short of the crowd months.

Day 1 · Arrive in Spoleto

Settle in. Spoleto is your base for the next 2 days. Take the afternoon to walk the centro, find your bearings, eat something local.

Spoleto

Province: Perugia

Spoleto

Lombard ducal capital at 396 meters under the Rocca Albornoziana, where a 230-meter aqueduct bridge crosses to Monteluco and Menotti founded the Festival in 1958.

Picked for:food and wine · hill town

Day 2 · Day trip to Bevagna

First outing. Head to Bevagna for the day. Take the slow road, leave time to wander, be back in Spoleto for dinner.

Bevagna

Province: Perugia

Bevagna

Roman Mevania on the Umbrian plain at 225 meters, four medieval quarters that compete every June in a reconstructed market of the 13th century.

Picked for:food and wine · hill town

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Bardolino

Bardolino, 3 days

Base yourself in Bardolino and make these your day trips.

5 towns · qualifying pool of 7 from 14 candidates

Lakeside towns in the provinces of Trento and Verona. wine territory and olive oil country.

Getting around

Bardolino, your base, is on the rail network. 2 of the 5 towns here have a station; the rest need wheels. A rental car makes this corner simple, a rail-plus-taxi version takes patience.

Your timing

September sits in this corner's best window: open, temperate, and short of the crowd months.

While you're there

  • RoveretoFestival Oriente Occidente, SeptemberInternational contemporary-dance festival since 1981, held early September across Rovereto's theatres, gardens, museums and squares with bodies-and-cultures meeting theme.

Day 1 · Arrive in Bardolino

Settle in. Bardolino is your base for the next 3 days. Take the afternoon to walk the centro, find your bearings, eat something local.

Bardolino

Province: Verona

Bardolino

Lake Garda's east-shore wine town at 65 meters, where Corvina and Rondinella grapes have made Bardolino and Chiaretto since the Roman period.

Picked for:food and wine · lakeside · Festa dell'Uva e del Vino, September

Day 2 · Day trip to Lazise

First outing. Head to Lazise for the day. Take the slow road, leave time to wander, be back in Bardolino for dinner.

Lazise

Province: Verona

Lazise

The walled port granted the right to fortify in 983, considered the first comune in Italy.

Picked for:food and wine · lakeside

Day 3 · Day trip to Rovereto

Last day trip in this corner, to Rovereto. Make a day of it, then back to Bardolino.

Rovereto

Province: Trento

Rovereto

The Vallagarina city at 204 metres where a Venetian-Austrian castle holds the Italian war museum and a domed contemporary art museum holds Italy's largest collection of its kind in the Alps.

Picked for:food and wine · hill town · Festival Oriente Occidente, September

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Menfi

Menfi, 2 days

Base yourself in Menfi and make these your day trips.

4 towns · qualifying pool of 6 from 26 candidates

Coastal towns in the provinces of Agrigento and Trapani. olive oil country and wine territory.

Getting around

Menfi, your base, has no station, so plan to arrive by car. 2 of the 4 towns here have a station; the rest need wheels. A rental car makes this corner simple, a rail-plus-taxi version takes patience.

Your timing

September sits in this corner's best window: open, temperate, and short of the crowd months.

Day 1 · Arrive in Menfi

Settle in. Menfi is your base for the next 2 days. Take the afternoon to walk the centro, find your bearings, eat something local.

Menfi

Province: Agrigento

Menfi

Sicily's triple-signal western coast town: 11,800 residents on a low ridge above 9 km of protected sand at Porto Palo, backed by cellars and olive groves that between them carry Italy's three major small-town quality marks.

Picked for:food and wine · coastal

Day 2 · Day trip to Castelvetrano

First outing. Head to Castelvetrano for the day. Take the slow road, leave time to wander, be back in Menfi for dinner.

Castelvetrano

Province: Trapani

Castelvetrano

The Belice valley town that owns Selinunte, the largest archaeological park in Europe, and bakes black bread from grain found in its tombs.

Picked for:food and wine · coastal

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Castagnole delle Lanze

Castagnole delle Lanze, 4 days

Base yourself in Castagnole delle Lanze and make these your day trips.

7 towns · qualifying pool of 9 from 49 candidates

Hill towns in the provinces of Cuneo and Asti. Tartufo Bianco d'Alba, Barolo DOCG, wine territory, and Spighe Verdi.

Getting around

Castagnole delle Lanze, your base, is on the rail network. 4 of the 7 towns here have a station; the rest need wheels. A rental car makes this corner simple, a rail-plus-taxi version takes patience.

Your timing

September sits in this corner's best window: open, temperate, and short of the crowd months.

While you're there

  • Santo Stefano BelboPavese Festival, SeptemberSeptember festival since 2001 in Cesare Pavese's birthplace blending literature, music, art and theatre across the Langhe UNESCO landscape.
  • BaroloFesta di Barolo, SeptemberAnnual celebration of king of wines with tastings, market stalls and Piedmontese specialties
  • BraCheese, SeptemberBiennial Slow Food festival celebrating raw milk cheeses with 500 producers worldwide

Day 1 · Arrive in Castagnole delle Lanze

Settle in. Castagnole delle Lanze is your base for the next 4 days. Take the afternoon to walk the centro, find your bearings, eat something local.

Castagnole delle Lanze

Province: Asti

Castagnole delle Lanze

An Asti hill town at 298 meters between Langhe and Monferrato, with two Baroque churches and a nineteenth-century astronomical tower.

Picked for:food and wine · hill town

Day 2 · Day trip to Santo Stefano Belbo

First outing. Head to Santo Stefano Belbo for the day. Take the slow road, leave time to wander, be back in Castagnole delle Lanze for dinner.

Santo Stefano Belbo

Province: Cuneo

Santo Stefano Belbo

A Belbo valley village at 175 meters between the Langhe and Asti hills, birthplace of Cesare Pavese and the largest producer of Moscato d'Asti.

Picked for:food and wine · plain · Pavese Festival, September

Day 3 · Day trip to Guarene

Out again, this time to Guarene. Same rhythm: leave after breakfast, return for evening in Castagnole delle Lanze.

Guarene

Province: Cuneo

Guarene

A Roero hilltop village at 360 meters above the Tanaro, whose Roero family baroque castle is now a luxury hotel and contemporary art destination.

Picked for:food and wine · hill town

Day 4 · Day trip to Canelli

Last day trip in this corner, to Canelli. Make a day of it, then back to Castagnole delle Lanze.

Canelli

Province: Asti

Canelli

The Asti Spumante town at 157 meters in the Belbo valley, where 20 kilometers of underground tuff cellars hold millions of bottles at constant temperature.

Picked for:food and wine · plain

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About this plan

This plan is generated by a free informational tool. The towns, drive times, and recurring events come from public Italian institutional sources, compiled and verified at the time of writing. Italy changes; opening hours, prices, road conditions, festival dates, and accommodation availability shift faster than we can keep current.

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