33 days in Italy Itinerary

33 days in Italy Itinerary

Created using Inspirock Europe trip planner

Make it your trip
Fly
1
Naples
— 1 night
Train
2
Rome
— 4 nights
Train
3
Florence
— 4 nights
Train
4
Milan
— 2 nights
Train
5
Turin
— 3 nights
Drive
6
Pitigliano
— 2 nights
Drive to Piombino, Ferry to Portoferraio
7
Portoferraio, Elba Island
— 2 nights
Ferry to Piombino, Drive to San Gimignano
8
San Gimignano
— 3 nights
Drive
9
Bologna
— 3 nights
Fly
10
Stintino
— 2 nights
Drive
11
Villasimius
— 4 nights
Drive
12
San Teodoro
Fly

S M T W T F S
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Naples

— 1 night
Naples is the capital of the Italian region Campania and the third-largest municipality in Italy after Rome and Milan. Start off your visit on the 7th (Tue): delve into the distant past at Tempio d'Iside, then delve into the distant past at Odeon - Teatro Piccolo, then explore the ancient world of Tempio di Giove Capitolino, and finally explore the ancient world of Anfiteatro Romano. Get ready for a full day of sightseeing on the 8th (Wed): admire the landmark architecture of Chiesa di San Gregorio Armeno, then steep yourself in history at Acquaquiglia del Pozzaro, then make a trip to Piazza del Gesu Nuovo, and finally stroll through Santa Lucia.

For other places to visit, photos, reviews, and other tourist information, read our Naples trip itinerary maker site.

Vancouver, Canada to Naples is an approximately 16-hour flight. The time zone difference moving from Pacific Standard Time to Central European Standard Time is 9 hours. In September, Naples is somewhat warmer than Vancouver - with highs of 31°C and lows of 20°C. Wrap up your sightseeing on the 8th (Wed) to allow time to take a train to Rome.

Things to do in Naples

Historic Sites · Neighborhoods · Parks

Side Trip

Rome

— 4 nights

Eternal City

Aptly nicknamed the Eternal City, Rome is the birthplace of the Roman Empire, one of the world's greatest civilizations ever.
Step off the beaten path and head to Monastero Di S.Benedetto and Quirinale Palace (Palazzo del Quirinale). Change things up with these side-trips from Rome: Rocca Abbaziale di Subiaco (in Subiaco) and Grotte Dell'Arco (in Bellegra). Next up on the itinerary: tour the pleasant surroundings at Colle Aventino, pause for some serene contemplation at Chiesa di Sant'Andrea al Quirinale, take in nature's colorful creations at Vatican Gardens, and delve into the distant past at Domus Aurea.

To see other places to visit, maps, ratings, and tourist information, refer to the Rome trip itinerary app.

Traveling by train from Naples to Rome takes 2 hours. Alternatively, you can drive; or fly. Expect a daytime high around 32°C in September, and nighttime lows around 18°C. Wrap up your sightseeing on the 12th (Sun) to allow time to take a train to Florence.

Things to do in Rome

Historic Sites · Parks · Nature · Museums

Side Trips

Florence

— 4 nights

Birthplace of the Italian Renaissance

Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
You'll explore the less-touristy side of things at Loggia dei Lanzi and Scenic wine tours in Tuscany. The adventure continues: take in nature's colorful creations at Giardino Bardini, see the interesting displays at Convento di San Francesco, take in the spiritual surroundings of Holy Trinity, and take an in-depth tour of Corridoio Vasariano.

For more things to do, other places to visit, where to stay, and tourist information, refer to the Florence sightseeing planner.

Take a train from Rome to Florence in 2.5 hours. Alternatively, you can fly; or drive. In September, plan for daily highs up to 30°C, and evening lows to 17°C. Finish your sightseeing early on the 16th (Thu) so you can take a train to Milan.

Things to do in Florence

Historic Sites · Museums · Tours · Wineries

Side Trips

Milan

— 2 nights

Fashion Capital of World

In many ways the most modern of Italian cities, Milan is a busy, elegant metropolis with an impressive list of grand palaces, fine churches, and important museums.
Get ready for a full day of sightseeing on the 17th (Fri): appreciate the history behind Monumento a Vittorio Emanuele II, admire the masterpieces at Museo Pieta Rondanini, then explore the world behind art at Museum of Decorative Arts, and finally see a show at La Casa Maledetta.

To find where to stay and more tourist information, you can read our Milan trip planner.

You can take a train from Florence to Milan in 2.5 hours. Other options are to take a train; or drive; or take a bus. Expect a daytime high around 28°C in September, and nighttime lows around 16°C. Finish your sightseeing early on the 18th (Sat) to allow enough time to take a train to Turin.

Things to do in Milan

Museums · Outdoors · Fun & Games · Nightlife

Side Trips

Turin

— 3 nights

City of Magic

A city of technology and industry, Turin is in northwestern Italy, a one-hour drive from the French border and slightly more than that from the Mediterranean Sea.
You'll explore the less-touristy side of things at Cantina Francesco Borgogno and Mostra Steve Mc Curry. Change things up with these side-trips from Turin: Food Tours (in Barolo) and Belvedere di La Morra (in La Morra). There's much more to do: make a trip to Galleria San Federico, get to know the fascinating history of Torino Centro Storico, examine the collection at Centro Storico Fiat, and walk around Parco della Tesoriera.

For reviews, where to stay, traveler tips, and more tourist information, use the Turin trip planner.

Traveling by train from Milan to Turin takes 1.5 hours. Alternatively, you can take a train; or drive; or take a bus. Traveling from Milan in September, you will find days in Turin are little chillier (24°C), and nights are about the same (17°C). Finish up your sightseeing early on the 21st (Tue) so you can catch the flight to Pitigliano.

Things to do in Turin

Museums · Historic Sites · Parks · Wineries

Side Trips

Pitigliano

— 2 nights
Pitigliano is a town in the province of Grosseto, located about 80km south-east of the city of Grosseto, in Italy. Start off your visit on the 22nd (Wed): admire the striking features of Masso Leopoldino, relax in the rural setting at Il Frantoio di Sovana, and then get to know the fascinating history of Centro storico. On the 23rd (Thu), you'll have a packed day of sightseeing: examine the collection at Museo Archeologico all'Aperto Alberto Manzi, then do a tasting at Azienda Vitivinicola Villa Corano, then pause for some serene contemplation at Chiesa di Santa Maria e San Rocco, and finally admire the striking features of Acquedotto Mediceo di Pitigliano.

To find reviews, photos, ratings, and other tourist information, read our Pitigliano trip site.

Traveling by car from Turin to Pitigliano takes 6 hours. Alternatively, you can fly; or drive; or do a combination of train and taxi. Traveling from Turin in September, you will find days in Pitigliano are somewhat warmer (30°C), and nights are about the same (17°C). Wrap up your sightseeing on the 23rd (Thu) to allow time to travel to Portoferraio.

Things to do in Pitigliano

Historic Sites · Museums · Wineries

Side Trip

Portoferraio, Elba Island

— 2 nights
Portoferraio is a town and comune in the province of Livorno, on the edge of the eponymous harbour of the island of Elba. On the 24th (Fri), don't miss a visit to Villa Romana delle Grotte, explore the historical opulence of Castello del Volterraio, and then head outdoors with Outdoor Activities. On the 25th (Sat), you'll have a packed day of sightseeing: enjoy the sand and surf at Spiaggia Di Sottobomba, enjoy the sand and surf at Spiaggia La Sorgente, then stroll through Spiaggia di Seccione, and finally get engrossed in the history at Napoleonic Mills House.

To see other places to visit, maps, reviews, and tourist information, refer to the Portoferraio trip planner.

Traveling by combination of car and ferry from Pitigliano to Portoferraio takes 4 hours. Alternatively, you can do a combination of car and ferry; or do a combination of taxi, train, and ferry; or do a combination of bus, train, and ferry. September in Portoferraio sees daily highs of 28°C and lows of 19°C at night. Finish up your sightseeing early on the 25th (Sat) so you can travel to San Gimignano.

Things to do in Portoferraio

Outdoors · Beaches · Parks · Tours

San Gimignano

— 3 nights

Town of Fine Towers

A historical gem in the heart of Tuscany, San Gimignano is known as the Town of Fine Towers for its jutting skyline of high city walls.
Discover out-of-the-way places like Teruzzi & Puthod - Azienda Vitivinicola ed Enoteca and A Solatio Organic Farm. Explore San Gimignano's surroundings by going to Barberino Val d'Elsa (in Barberino Val d'Elsa) and Pornanino (in Radda in Chianti). And it doesn't end there: view the masterpieces at Galleria Gagliardi, contemplate the long history of Porta San Giovanni, admire the landmark architecture of Mura di San Gimignano, and learn about winemaking at Agriturismo Cesani.

To see traveler tips, more things to do, and more tourist information, read our San Gimignano road trip planning site.

You can do a combination of ferry and car from Portoferraio to San Gimignano in 3.5 hours. Alternatively, you can do a combination of ferry and train; or do a combination of ferry, train, and bus. In September, daily temperatures in San Gimignano can reach 30°C, while at night they dip to 17°C. Wrap up your sightseeing on the 28th (Tue) early enough to drive to Bologna.

Things to do in San Gimignano

Wineries · Historic Sites · Museums · Shopping

Side Trips

Bologna

— 3 nights

Heart of Italian Cuisine

A city famous for its cuisine, Bologna is the seat of the oldest university in the world, founded in 1088.
You'll discover tucked-away gems like Madrelingua Scuola di Italiano and Museo Delle Cere Anatomiche. There's much more to do: make a trip to Chiesa di San Giovanni in Monte, explore the different monuments and memorials at Cimitero monumentale della Certosa, admire the striking features of Portico del Pavaglione, and see the interesting displays at La Macchina del Tempo.

For photos, maps, ratings, and tourist information, read our Bologna trip planning site.

Traveling by car from San Gimignano to Bologna takes 2 hours. Alternatively, you can drive; or take a train; or take a bus. September in Bologna sees daily highs of 30°C and lows of 17°C at night. Wrap up your sightseeing on the 1st (Fri) early enough to fly to Stintino.

Things to do in Bologna

Historic Sites · Museums · Classes

Stintino

— 2 nights
Stintino is a coastal comune (municipality) in the Province of Sassari in the Italian region Sardinia, located about 200km north of Cagliari and about 35km northwest of Sassari.GeographyStintino is located on the peninsula of the same name, running from Nurra plain to the Asinara Island, part of the Asinara National Park, for which Stintino is the nearer embarkment place. Start off your visit on the 2nd (Sat): admire the striking features of Palazzo Giordano Apostoli, contemplate in the serene atmosphere at Chiesa di Santa Maria di Betlem, take an in-depth tour of Castrum Romano La Crucca, then steep yourself in history at Altare Monte d'Accoddi, and finally see the interesting displays at Museo Archeologico Nazionale Antiquarium Turritano. Get ready for a full day of sightseeing on the 3rd (Sun): tour the pleasant surroundings at Spiaggia della Pelosetta, take in panoramic vistas at Torre della Pelosa, and then look for all kinds of wild species at Wildlife Areas.

To find reviews, more things to do, photos, and tourist information, refer to the Stintino day trip site.

Fly from Bologna to Stintino in 3 hours. Alternatively, you can do a combination of train, ferry, and bus; or do a combination of bus, train, and ferry. When traveling from Bologna in October, plan for somewhat warmer days in Stintino, with highs around 28°C, while nights are about the same with lows around 15°C. Cap off your sightseeing on the 3rd (Sun) early enough to go by car to Villasimius.

Things to do in Stintino

Outdoors · Beaches · Parks · Museums

Side Trips

Villasimius

— 4 nights
Eschew the tourist crowds and head to Colline del Vento and Pranu Mutteddu. Venture out of the city with trips to Castello di Sassai (Orguglioso) (in San Nicolo'gerrei) and Museo Storico Emilio e Joyce Lussu (in Armungia).

To find ratings, maps, other places to visit, and tourist information, go to the Villasimius trip planner.

Drive from Stintino to Villasimius in 4.5 hours. Alternatively, you can take a bus; or do a combination of bus and train. In October in Villasimius, expect temperatures between 30°C during the day and 17°C at night. Wrap up your sightseeing on the 7th (Thu) early enough to drive to San Teodoro.

Things to do in Villasimius

Outdoors · Museums · Parks · Historic Sites

Side Trips

San Teodoro

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.
On the 7th (Thu), head outdoors with Nata Libera and then take in the awesome beauty at Monte Nieddu.

To find ratings, more things to do, where to stay, and more tourist information, go to the San Teodoro itinerary builder site.

Drive from Villasimius to San Teodoro in 3.5 hours. Alternatively, you can take a bus; or do a combination of bus and train. October in San Teodoro sees daily highs of 28°C and lows of 15°C at night. Cap off your sightseeing on the 7th (Thu) early enough to catch the flight back home.

Things to do in San Teodoro

Outdoors · Nature · Parks
Highlights from your trip

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.

Tuscany travel guide

4.4
Landmarks · Art Museums · Historic Walking Areas
Birthplace of the Italian Renaissance
Known for its landscapes, traditions, and history, Tuscany possesses an unparalleled artistic legacy that continues to influence world culture. Regarded as the birthplace of the Italian Renaissance, the region boasts a lengthy list of attractions, including world-class museums, art galleries, and archeological sites. With a distinct culture and a very strong linguistic identity, this region is sometimes referred to as a nation within a nation. A land of picture-postcard areas, Tuscany contains plenty of places to visit on your holiday, with seven World Heritage Sites, including the historic town centers of Florence and Siena. With more than 120 protected nature preserves, Tuscany is not only a land of culture and historic monuments, but also a great place to discover and enjoy the Italian outdoors. Take it slowly here (as the locals do), and give yourself plenty of time to get to know the local culture and cuisine of Tuscany's medieval towns and ancient villages.

Sardinia travel guide

4.3
Beaches · Landmarks · Caves
Sardinia, with its Mediterranean atmosphere and charm, is loved by visitors looking for things to do outdoors on their holiday, like swimming, boating, windsurfing, hiking, climbing, and camping. Taking advantage of the island's near-perfect summer weather, visitors tend to overcrowd Sardinia's coastal areas. The inner life of the island, away from the most popular vacation spots, remains largely unblemished by mass tourism and commercialization. Sardinia is steeped in history and has a colorful character quite different from the rest of Italy. This is where the ancient Nuragic society, whose stone monuments still litter the land, flourished more than three millennia ago--predating the Etruscan civilization in mainland Italy by several hundred years. Sardinia's seaside resorts may be among the best in the world, but its quieter and more interesting countryside offers a greater array of attractions, including a patchwork of forests, citrus groves, and medieval villages.