35 days in Italy Itinerary

35 days in Italy Itinerary

Created using Inspirock Italy tour itinerary planner
Make it your trip
Fly
1
Alghero, Sardinia
— 2 nights
Drive
2
Santa Teresa Gallura, Sardinia
— 1 night
Drive
3
San Teodoro, Sardinia
— 1 night
+2
Drive to Olbia Costa Smeralda Airport, Fly to Naples International Airport, Drive to Seiano
4
Seiano
— 1 night
Drive
5
Rome
— 2 nights
Drive
6
Assisi
— 3 nights
Drive
7
Gubbio
— 1 night
Drive
8
Cortona
— 2 nights
Drive
9
Montalcino
— 2 nights
Drive
10
Pievescola
— 1 night
Drive
11
Siena
— 2 nights
Drive
12
Gaiole in Chianti
— 2 nights
Drive
13
Fiesole
— 2 nights
Taxi
14
Florence
— 2 nights
Drive
15
Viareggio
— 2 nights
Drive
16
Pietrasanta
— 2 nights
Drive
17
Forte Dei Marmi
— 2 nights
Drive
18
Blevio
— 2 nights
Drive to Malpensa International Airport, Fly to London

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Alghero, Sardinia — 2 nights

Little Barcelona

Built surrounding a 16th-century fortified port, Alghero remains one of Sardinia's most visited sites, rich in cultural and historical heritage.
Your inner history buff will appreciate Chiesa San Michele and Piazza Civica. Discover out-of-the-way places like Spiaggia di Maria Pia and Ocean Tribe Watersport Alghero. And it doesn't end there: head outdoors with Riservato Beach Bar, do a tasting at Azienda Agricola Leda' d'Ittiri, get to know the fascinating history of Affacci a mare: Bastioni e Lungomare, and see Off-Road Tours.

For ratings, traveler tips, where to stay, and tourist information, go to the Alghero trip itinerary maker website.

London, UK to Alghero is an approximately 5.5-hour flight. You can also do a combination of train, ferry, and bus; or do a combination of bus and ferry. The time zone changes from Greenwich Mean Time (GMT) to Central European Standard Time (CET), which is usually a 1 hour difference. Expect somewhat warmer temperatures when traveling from London in September; daily highs in Alghero reach 32°C and lows reach 18°C. Finish your sightseeing early on the 30th (Fri) to allow enough time to drive to Santa Teresa Gallura.
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Outdoors · Historic Sites · Parks · Beaches
Find places to stay Sep 28 — 30:

Santa Teresa Gallura, Sardinia — 1 night

Start off your visit on the 1st (Sat): enjoy breathtaking views from Torre di Longonsardo, then take a tour by water with Boat Tours & Water Sports, then enjoy the sand and surf at Naracu Nieddu Beach, and finally enjoy the sand and surf at Spiaggia Lu Litarroni. Keep things going the next day: enjoy the sand and surf at Conca Verde, look for all kinds of wild species at Capo Testa, then tour the pleasant surroundings at Spiaggia Baia Santa Reparata, and finally enjoy the sand and surf at Spiaggia Rena di Ponente.

For other places to visit, where to stay, maps, and more tourist information, refer to the Santa Teresa Gallura tour app.

Drive from Alghero to Santa Teresa Gallura in 2.5 hours. Alternatively, you can drive; or take a bus; or do a combination of train and bus. Finish up your sightseeing early on the 2nd (Sun) so you can go by car to San Teodoro.
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Side Trip
Find places to stay Sep 30 — Oct 2:

San Teodoro, Sardinia — 1 night

A chance to sip cocktails at swanky beach bars by day and experience the vibrant club scene by night makes San Tedoro vacations extremely popular.
Start off your visit on the 3rd (Mon): explore the ancient world of Necropoli di San Simplicio, then tour the pleasant surroundings at Cala Brandinchi, then stroll through Lu Impostu Beach, and finally kick back and relax at Spiaggia Isuledda. Get ready for a full day of sightseeing on the 4th (Tue): enjoy the sand and surf at Spiaggia La Cinta, then head outdoors with Nata Libera, and then stroll through Maneggio La Cinta.

For reviews, traveler tips, where to stay, and tourist information, read our San Teodoro trip itinerary builder.

You can drive from Santa Teresa Gallura to San Teodoro in 1.5 hours. Alternatively, you can drive; or take a bus. In October in San Teodoro, expect temperatures between 28°C during the day and 15°C at night. Finish your sightseeing early on the 4th (Tue) so you can travel to Seiano.
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Find places to stay Oct 2 — 4:

Seiano — 1 night

For maps, photos, reviews, and other tourist information, refer to the Seiano trip planner.

The Route module can help you plan travel from San Teodoro to Seiano. Traveling from San Teodoro in October, expect somewhat warmer with lows of 20°C in Seiano. Finish up your sightseeing early on the 5th (Wed) so you can go by car to Rome.
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Find places to stay Oct 4 — 5:

Rome — 2 nights

Eternal City

Aptly nicknamed the Eternal City, Rome is the birthplace of the Roman Empire, one of the world's greatest civilizations ever.
On the next day, take in the architecture and atmosphere at Church of St. Louis of the French, appreciate the extensive heritage of Piazza Navona, then steep yourself in history at St. Peter's Basilica, and finally contemplate in the serene atmosphere at Cupola di San Pietro.

To find reviews, other places to visit, traveler tips, and more tourist information, read our Rome road trip site.

Traveling by car from Seiano to Rome takes 3 hours. Alternatively, you can drive. Traveling from Seiano in October, expect slightly colder with lows of 15°C in Rome. Finish your sightseeing early on the 7th (Fri) to allow enough time to drive to Assisi.
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Historic Sites · Museums
Side Trip
Find places to stay Oct 5 — 7:

Assisi — 3 nights

City of Peace

Rich in culture and religious tradition, Assisi is known as the birthplace of St.
Kick off your visit on the 8th (Sat): contemplate in the serene atmosphere at Oratorio dei Pellegrini, get to know the fascinating history of Piazza Superiore di San Francesco, pause for some serene contemplation at Basilica Papale e Sacro Convento di San Francesco d'Assisi, then explore the ancient world of Roman Forum and Archaeological Museum, and finally contemplate in the serene atmosphere at Cripta di San Francesco. On your second day here, take in the architecture and atmosphere at Chiesa Nuova, then pause for some serene contemplation at Chiesa Santo Stefano, then appreciate the extensive heritage of Centro Storico di Assisi, and finally take in the spiritual surroundings of Eremo delle Carceri.

To find more things to do, where to stay, other places to visit, and more tourist information, refer to the Assisi driving holiday planning tool.

You can drive from Rome to Assisi in 2.5 hours. Alternatively, you can take a train; or take a bus. October in Assisi sees daily highs of 24°C and lows of 12°C at night. Finish your sightseeing early on the 10th (Mon) so you can drive to Gubbio.
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Historic Sites · Museums
Find places to stay Oct 7 — 10:

Gubbio — 1 night

Gubbio is a town and comune in the far northeastern part of the Italian province of Perugia (Umbria). Kick off your visit on the 10th (Mon): appreciate the extensive heritage of Via Galeotti, then pause for some serene contemplation at Chiesa di Santa Maria della Vittoria (o Vittorina), then steep yourself in history at Church of St. Augustine (Sant'Agostino), and finally see the interesting displays at Museo Torre di Porta Romana. On the 11th (Tue), you'll have a packed day of sightseeing: take in the architecture and atmosphere at Chiesa Collegiata di San Giovanni Battista, contemplate in the serene atmosphere at Abbazia di Santa Maria di Sitria, take in the spiritual surroundings of Abbazia SS. Emiliano e Bartolomeo in Congiuntoli, then glide through the air with Deltaplano Biposto Tandem Hang Gliding, then tour the pleasant surroundings at Passeggiata Acquedotto Medievale "Gola del Bottaccione" Gubbio, and finally admire the striking features of Ex Monastero e Chiostro di San Benedetto.

To see maps, where to stay, traveler tips, and tourist information, go to the Gubbio day trip tool.

Traveling by car from Assisi to Gubbio takes an hour. Alternatively, you can drive; or take a train; or take a bus. Expect little chillier weather when traveling from Assisi in October: highs in Gubbio hover around 19°C, while lows dip to 13°C. Finish your sightseeing early on the 11th (Tue) so you can drive to Cortona.
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Historic Sites · Outdoors · Museums · Adventure
Side Trip
Find places to stay Oct 10 — 11:

Cortona — 2 nights

City of Art

The hilltop town of Cortona gained international attention as the subject of the 2003 film "Under the Tuscan Sun." With the Chiana Valley and Lake Trasimeno as its backdrop, Cortona is one of Tuscany's hotspots for art and culture.
On the 12th (Wed), do a tasting at Villa Sant'Anna, learn about winemaking at Boscarelli Di De Ferrari Luca E Nicolo' Soc.Semp., and then learn about winemaking at Az. Maria Caterina Dei. On your second day here, do a tasting at Winery Fattoria Cantagallo, then learn about winemaking at Villa Loggio Winery, then take in the spiritual surroundings of Santa Maria del Calcinaio, and finally take in the spiritual surroundings of Chiesa di San Domenico.

To see photos, maps, where to stay, and more tourist information, read Cortona travel tool.

Getting from Gubbio to Cortona by car takes about 1.5 hours. Other options: drive; or do a combination of bus and train; or take a bus. Finish your sightseeing early on the 13th (Thu) to allow enough time to drive to Montalcino.
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Wineries · Historic Sites
Side Trip
Find places to stay Oct 11 — 13:

Montalcino — 2 nights

City of Honey

In the heart of wine country, the hill town of Montalcino offers a glimpse of untouched medieval-era Tuscany.
Start off your visit on the 14th (Fri): do a tasting at Azienda Agricola Uccelliera, do a tasting at Podere Le Ripi, then do a tasting at Tenuta Fanti, and finally appreciate the extensive heritage of Borgo Medievale Cinto da Mura. On the 15th (Sat), you'll have a packed day of sightseeing: learn about winemaking at Mate Winery, learn about winemaking at Castello Romitorio, then learn about winemaking at Podere Il Cocco, and finally do a tasting at Winery Solaria Patrizia Cencioni.

To find where to stay, ratings, reviews, and tourist information, read Montalcino day trip website.

You can drive from Cortona to Montalcino in 1.5 hours. Other options are to drive; or take a bus; or do a combination of train and bus. In October in Montalcino, expect temperatures between 26°C during the day and 15°C at night. Wrap up your sightseeing on the 15th (Sat) to allow time to drive to Pievescola.
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Wineries · Historic Sites
Side Trip
Find places to stay Oct 13 — 15:

Pievescola — 1 night

Start off your visit on the 16th (Sun): do a tasting at Trecciano and then grab your bike and head to Via Sacra Etrusca.

To see reviews, other places to visit, more things to do, and other tourist information, read Pievescola online tour planner.

You can drive from Montalcino to Pievescola in 1.5 hours. Another option is to drive. In October in Pievescola, expect temperatures between 26°C during the day and 15°C at night. Finish your sightseeing early on the 16th (Sun) to allow enough time to drive to Siena.
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Trails · Outdoors · Parks · Wineries
Side Trip
Find places to stay Oct 15 — 16:
Highlights from your trip

Siena — 2 nights

Cultural Heart of Tuscany

Siena, a medieval Tuscan city, features numerous attractions, including a historic town center, alleyways, towers, and well-preserved buildings.
On the 17th (Mon), take in the spiritual surroundings of Santuario di Santa Caterina, pause for some serene contemplation at Duomo di Siena, contemplate in the serene atmosphere at Cappella di Piazza, then take in the architecture and atmosphere at Basilica di San Clemente in Santa Maria dei Servi, and finally attend a local event at Palio di Siena. On the next day, appreciate the extensive heritage of Centro storico di Monteriggioni, admire the striking features of Mura di San Gimignano, take an in-depth tour of Torre e Casa Campatelli, take in the exciting artwork at La Bottega del Sale di Duccio Nacci photographer, then contemplate the long history of Torre Grossa, and finally take in the spiritual surroundings of Church of Sant'Agostino.

To find other places to visit, where to stay, maps, and tourist information, read our Siena online itinerary planner.

Traveling by car from Pievescola to Siena takes an hour. Alternatively, you can drive. In October, daily temperatures in Siena can reach 26°C, while at night they dip to 15°C. Wrap up your sightseeing on the 18th (Tue) to allow time to drive to Gaiole in Chianti.
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Historic Sites · Events · Museums · Shopping
Side Trips
Find places to stay Oct 16 — 18:

Gaiole in Chianti — 2 nights

Gaiole in Chianti is a comune (municipality) in the Province of Siena in the Italian region Tuscany, located about 40km southeast of Florence and about 15km northeast of Siena. Start off your visit on the 19th (Wed): learn about winemaking at La Casa di Bricciano - Azienda Agricola Biologica - Organic winery, then indulge your senses at Rocca di Castagnoli, then learn about winemaking at Cantalici Winery, and finally do a tasting at Le Miccine. Keep things going the next day: learn about winemaking at Fattoria Vignavecchia, learn about winemaking at Fattoria Montagliari, then take in the spiritual surroundings of Pieve di San Leolino, and finally do a tasting at Castello Monterinaldi.

For maps, traveler tips, photos, and more tourist information, refer to the Gaiole in Chianti road trip planning tool.

Drive from Siena to Gaiole in Chianti in an hour. Alternatively, you can drive; or take a bus. Wrap up your sightseeing on the 20th (Thu) to allow time to drive to Fiesole.
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Find places to stay Oct 18 — 20:

Fiesole — 2 nights

Fiesole is a town and comune of the Metropolitan City of Florence in the Italian region of Tuscany, on a scenic height above Florence, 8km northeast of that city. On the 21st (Fri), do a tasting at Castello del Trebbio, take in the architecture and atmosphere at Santuario Madonna delle Grazie al Sasso, and then pause for some serene contemplation at Church of Santa Maria Primerana. Here are some ideas for day two: get engrossed in the history at Musei di Fiesole, contemplate in the serene atmosphere at Convent of San Domenico, contemplate in the serene atmosphere at San Domenico Fiesole, then take in the architecture and atmosphere at Fiesole Cathedral Cattedrale di San Romolo - Fiesole, and finally appreciate the extensive heritage of Piazza Mino.

To find where to stay, reviews, other places to visit, and more tourist information, read our Fiesole trip itinerary app.

Traveling by car from Gaiole in Chianti to Fiesole takes an hour. Alternatively, you can drive; or take a train. In October, plan for daily highs up to 25°C, and evening lows to 14°C. Cap off your sightseeing on the 22nd (Sat) early enough to go by car to Florence.
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Historic Sites · Wineries · Museums
Side Trips
Find places to stay Oct 20 — 22:

Florence — 2 nights

Birthplace of the Italian Renaissance

Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
Get ready for a full day of sightseeing on the next day: admire the masterpieces at Florence Academy of Fine Arts, then learn about all things military at Stibbert Museum, then contemplate in the serene atmosphere at The Baptistery of St. John, and finally make a trip to Piazzale Michelangelo.

To see photos, where to stay, reviews, and tourist information, read our Florence visit planner.

Florence is very close to Fiesole. In October, plan for daily highs up to 25°C, and evening lows to 14°C. Finish your sightseeing early on the 24th (Mon) so you can drive to Viareggio.
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Historic Sites · Museums
Find places to stay Oct 22 — 24:

Viareggio — 2 nights

Viareggio is a city and comune in northern Tuscany, Italy, on the coast of the Tyrrhenian Sea. On the 25th (Tue), tour the pleasant surroundings at Bagno Irene, trek along Sentiero della Lecciona, then see the interesting displays at Centro MATTEUCCI, and finally contemplate in the serene atmosphere at Chiesa di San Paolino. Here are some ideas for day two: take in the architecture and atmosphere at Chiesa del Sacro Cuore, then look for all kinds of wild species at Oasi Massaciuccoli, and then cast your line with Pescaturismo Evolution Viareggio.

To see where to stay, maps, reviews, and tourist information, refer to the Viareggio day trip tool.

Traveling by car from Florence to Viareggio takes 1.5 hours. Alternatively, you can drive; or take a bus; or take a train. In October, daily temperatures in Viareggio can reach 25°C, while at night they dip to 14°C. Cap off your sightseeing on the 26th (Wed) early enough to go by car to Pietrasanta.
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Side Trip
Find places to stay Oct 24 — 26:

Pietrasanta — 2 nights

Pietrasanta is a town and comune on the coast of northern Tuscany in Italy, in the province of Lucca. Get ready for a full day of sightseeing on the next day: take in the spiritual surroundings of Pieve dei Santi Giovanni e Felicita, enjoy breathtaking views from Porta Beltrame, then take in the architecture and atmosphere at Chiesa di Sant'Antonio e San Biagio Abate, and finally make a trip to Piazza Duomo.

To see other places to visit, more things to do, where to stay, and more tourist information, use the Pietrasanta day trip planner.

Pietrasanta is very close to Viareggio. Expect a daytime high around 25°C in October, and nighttime lows around 14°C. Cap off your sightseeing on the 28th (Fri) early enough to go by car to Forte Dei Marmi.
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Historic Sites · Museums · Nature · Parks
Side Trip
Find places to stay Oct 26 — 28:

Forte Dei Marmi — 2 nights

Forte dei Marmi is a sea town and comune in the province of Lucca, in northern Tuscany (Italy). Kick off your visit on the 29th (Sat): kick back and relax at Bagno Pervinca and then stroll through Bagno Piemonte. On the next day, step into the grandiose world of Castello dei Vescovi di Luni, then tour the pleasant surroundings at Bagno La Bonaccia, then look for all kinds of wild species at Lago di Porta, and finally pause for some serene contemplation at Parrocchia di Sant'Eremete.

For where to stay, photos, reviews, and other tourist information, use the Forte Dei Marmi travel planner.

Forte Dei Marmi is just a short distance from Pietrasanta. Expect a daytime high around 25°C in October, and nighttime lows around 14°C. Wrap up your sightseeing on the 30th (Sun) early enough to drive to Blevio.
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Find places to stay Oct 28 — 30:

Blevio — 2 nights

Blevio is a comune (municipality) in the Province of Como in the Italian region Lombardy, located about 40km north of Milan and about 2km northeast of Como. Start off your visit on the 31st (Mon): stroll through Lido di Montorfano, explore the historical opulence of Castello Feudale, then appreciate the extensive heritage of Contrada Villincino, and finally pause for some serene contemplation at Eremo San Salvatore. Get ready for a full day of sightseeing on the next day: contemplate the long history of Palazzo Branda, then pause for some serene contemplation at Collegiata, and then relax and rejuvenate at E.R.A. Nuad Thai - Massaggio Thailandese Tradizionale.

For ratings, maps, more things to do, and other tourist information, you can read our Blevio trip itinerary builder website.

You can drive from Forte Dei Marmi to Blevio in 3.5 hours. Alternatively, you can drive. In October, Blevio is a bit cooler than Forte Dei Marmi - with highs of 20°C and lows of 11°C. Finish your sightseeing early on the 1st (Tue) to allow enough time to drive back home.
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Historic Sites · Outdoors · Parks · Spas
Side Trips
Find places to stay Oct 30 — Nov 1:

Italy travel guide

4.6
Landmarks · Ruins · Beaches
Italy is a land of high fashion, fine art, exquisite architecture, luxury sports cars, outstanding cuisine--and an insatiable taste for "la dolce vita." It's also home to the greatest number of World Heritage Sites in the world, making it an ideal place for your next holiday. The country boasts a varied landscape of mountain ranges, alpine lakes, and coastal towns, so it's no wonder travelers often refer to it as the bel paese (beautiful country). With so many places to visit, visitors often have a difficult time planning their itinerary. The smaller villages each feature a distinct character and a blend of architecture, art, and cuisine. In the country, you'll find countless archeological sites dating back to Roman times and beyond. The country's cities and seaside resorts are cosmopolitan powerhouses with museums, galleries, restaurants, shops, open-air markets, and pedestrian-friendly historic areas.
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