37 days in Italy Itinerary

37 days in Italy Itinerary

Created using Inspirock Italy Trip Planner

Make it your trip
Train
1
Turin
— 2 nights
Train
2
Milan
— 5 nights
Drive
3
Genoa
— 2 nights
Drive
4
Verona
— 2 nights
Drive
5
Padua
— 2 nights
Shuttle
6
Venice
— 2 nights
Fly
7
Palermo
— 1 night
Drive
8
Syracuse
— 1 night
Drive
9
Catania
— 2 nights
Fly
10
Sorrento
— 2 nights
Drive
11
Pompeii
— 2 nights
Drive
12
Naples
— 1 night
Train
13
Florence
— 2 nights
Drive
14
Pisa
— 2 nights
Drive
15
Siena
— 2 nights
Drive
16
Rome
— 3 nights
Fly to Toronto, Train to Niagara Falls

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Turin

— 2 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.
Start off your visit on the 28th (Fri): catch a live event at Juventus Stadium, get great views at Basilica of Superga, get engrossed in the history at Museo Egizio, see the interesting displays at Museo Nazionale del Cinema, then examine the collection at Museo Nazionale dell'Automobile, and finally admire the natural beauty at Parco del Valentino. Get ready for a full day of sightseeing on the 29th (Sat): contemplate in the serene atmosphere at Church of San Lorenzo, get engrossed in the history at Armeria Reale, examine the collection at Civic Museum of Ancient Art (Palazzo Madama), then steep yourself in history at Palazzo Reale, then contemplate in the serene atmosphere at Duomo di Torino e Cappella della Sacra Sindone, and finally take in the spiritual surroundings of Santuario della Consolata.

For where to stay, photos, more things to do, and more tourist information, refer to the Turin road trip planner.

Florence to Turin is an approximately 3.5-hour train ride. You can also drive; or fly. Expect little chillier weather when traveling from Florence in April: highs in Turin hover around 17°C, while lows dip to 9°C. Wrap up your sightseeing on the 30th (Sun) early enough to take a train to Milan.

Things to do in Turin

Museums · Historic Sites · Fun & Games · Shopping

Side Trips

Find places to stay Apr 28 — 30:

Milan

— 5 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.
Explore Milan's surroundings by going to Como (Villa Olmo, Palazzo Terragni, &more), Tremezzina (Villa Carlotta & Villa del Balbianello) and AC Boat (in Menaggio). There's still lots to do: take in the spiritual surroundings of Duomo di Milano, see where the action happens at Stadio Giuseppe Meazza (San Siro), step into the grandiose world of Castello Sforzesco, and appreciate the extensive heritage of Greenway del Lago di Como.

To see maps, photos, and other tourist information, you can read our Milan trip builder.

Getting from Turin to Milan by train takes about 1.5 hours. Other options: drive; or take a bus. When traveling from Turin in April, plan for somewhat warmer days in Milan, with highs around 22°C, while nights are about the same with lows around 9°C. Finish your sightseeing early on the 5th (Fri) to allow enough time to drive to Genoa.

Things to do in Milan

Historic Sites · Museums · Parks · Tours

Side Trips

Find places to stay Apr 30 — May 5:

Genoa

— 2 nights
Once the most important harbor in the Mediterranean Sea, Genoa has a long history as a rich and powerful trade center in northern Italy.
On the 5th (Fri), appreciate the extensive heritage of Passeggiata Anita Garibaldi a Nervi, take a stroll through Boccadasse, take an in-depth tour of Museo di Palazzo Reale, admire nature's wide array of creatures at Aquarium of Genoa, then take in the spiritual surroundings of Cattedrale di San Lorenzo - Duomo di Genova, and finally enjoy the sand and surf at Baia del Silenzio. Get ready for a full day of sightseeing on the next day: enjoy breathtaking views from Spianata Castelletto, admire the landmark architecture of Palazzi dei Rolli, don't miss a visit to Via Giuseppe Garibaldi, then admire the masterpieces at Palazzo Ducale, then get engrossed in the history at Galleria Nazionale di Palazzo Spinola, and finally see the interesting displays at Dialogo nel Buio.

To see traveler tips, reviews, maps, and other tourist information, read Genoa trip itinerary planning tool.

You can drive from Milan to Genoa in 2 hours. Alternatively, you can take a train. In May in Genoa, expect temperatures between 24°C during the day and 17°C at night. Wrap up your sightseeing on the 7th (Sun) early enough to drive to Verona.

Things to do in Genoa

Historic Sites · Museums · Parks · Outdoors

Side Trip

Find places to stay May 5 — 7:

Verona

— 2 nights

City of Romeo and Juliet

The famous setting for Shakespeare's star-crossed lovers, Romeo and Juliet, Verona is one of northern Italy's main tourist destinations, largely owing to its incredibly rich artistic heritage.
Kick off your visit on the 7th (Sun): take in nature's colorful creations at Parco Giardino Sigurta, explore the historical opulence of Museo di Castelvecchio, take in the views from Ponte Scaligero (Ponte di Castelvecchio), take in the architecture and atmosphere at Basilica di San Zeno Maggiore, then contemplate the long history of Piazza delle Erbe, and finally don't miss a visit to Torre dei Lamberti. Here are some ideas for day two: snap pictures at Ponte Pietra, take in the architecture and atmosphere at Basilica di Santa Anastasia, make a trip to Piazza dei Signori, then admire the masterpieces at Palazzo Te, then appreciate the extensive heritage of Borghetto sul Mincio, and finally explore the activities along Lago di Garda.

To find traveler tips, ratings, reviews, and tourist information, read our Verona travel planner.

Drive from Genoa to Verona in 3 hours. Alternatively, you can take a train; or take a bus. Traveling from Genoa in May, you can expect nighttime temperatures to be slightly colder in Verona, with lows of 13°C. Cap off your sightseeing on the 9th (Tue) early enough to go by car to Padua.

Things to do in Verona

Historic Sites · Parks · Nature · Museums

Side Trips

Find places to stay May 7 — 9:

Padua

— 2 nights

Holy City

Padua is a picturesque city with a dense network of arcaded streets opening into large communal piazze (squares).
Start off your visit on the 9th (Tue): don't miss a visit to Prato della Valle, take in the architecture and atmosphere at Basilica of St. Anthony, admire the natural beauty at Padua Botanical Garden - World Heritage Site, then contemplate in the serene atmosphere at Battistero del Duomo di Padova - World Heritage Site, then savor a hot drink at Caffe Pedrocchi, and finally steep yourself in history at Piazza dei Signori. On the next day, make a trip to Centro Storico, contemplate in the serene atmosphere at Chiesa di Santa Sofia, pause for some serene contemplation at Chiesa di San Gaetano, then contemplate in the serene atmosphere at Chiesa degli Eremitani - World Heritage Site, then pause for some serene contemplation at Scrovegni Chapel, and finally engage your brain at MUSME - Museum of the History of Medicine of Padova.

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

Drive from Verona to Padua in 1.5 hours. Alternatively, you can take a train; or take a shuttle. Traveling from Verona in May, you can expect nighttime temperatures to be somewhat warmer in Padua, with lows of 17°C. Cap off your sightseeing on the 11th (Thu) early enough to catch the shuttle to Venice.

Things to do in Padua

Historic Sites · Childrens Museums · Museums · Nightlife
Find places to stay May 9 — 11:

Venice

— 2 nights

City of Romance

Virtually unchanged for the last six centuries, Venice is actually a group of islands made famous by a series of canals, bridges, monuments, piazzas, and narrow pedestrian lanes.
Start off your visit on the 11th (Thu): don't miss a visit to Piazza San Marco, take in the views from Ponte dei Sospiri, pause for some serene contemplation at Basilica di Santa Maria della Salute, contemplate the long history of Peggy Guggenheim Collection, then contemplate the waterfront views at Canal Grande, and finally enjoy breathtaking views from St Mark's Campanile. On the next day, take a stroll through Dorsoduro, explore the world behind art at Gallerie dell'Accademia, take in the architecture and atmosphere at San Giorgio Maggiore, examine the collection at Museo Ebraico di Venezia, then take in the local highlights with Walking tours, and finally visit Cannaregio.

To see photos, more things to do, maps, and more tourist information, read our Venice sightseeing planner.

Traveling by shuttle from Padua to Venice takes an hour. Alternatively, you can drive; or take a train. May in Venice sees daily highs of 26°C and lows of 15°C at night. Finish your sightseeing early on the 13th (Sat) to allow enough time to fly to Palermo.

Things to do in Venice

Historic Sites · Museums · Neighborhoods · Tours
Find places to stay May 11 — 13:

Palermo

— 1 night
The capital of Sicily, Palermo was founded by the Phoenicians under the name of Ziz.
On the 13th (Sat), pause for some serene contemplation at Chiesa del Gesu, hunt for treasures at Mercato Ballaro, make a trip to Palazzo Conte Federico, then take in the awesome beauty at Monte Pellegrino, then steep yourself in history at Palazzo Mirto, and finally make a trip to AzyzO ALAB. Get ready for a full day of sightseeing on the next day: admire the local landmark of Fontana della Vergogna (Fontana Pretoria), pause for some serene contemplation at Church of San Cataldo, examine the collection at Museum of tiles Stanze al Genio, then take in nature's colorful creations at Orto Botanico di Palermo, then pause for some serene contemplation at Cattedrale di Palermo, and finally take in the architecture and atmosphere at Nobile e Monumentale Chiesa dell'Immacolata Concezione al Capo.

To find ratings, other places to visit, maps, and other tourist information, you can read our Palermo trip planner.

Getting from Venice to Palermo by flight takes about 3.5 hours. Other options: take a train; or do a combination of car and ferry. Finish your sightseeing early on the 14th (Sun) to allow enough time to drive to Syracuse.

Things to do in Palermo

Historic Sites · Parks · Nature · Scenic Drive

Side Trip

Find places to stay May 12 — 14:

Syracuse

— 1 night

Pearl of the Mediterranean

Philosopher Cicero once described Syracuse as "the greatest Greek city and the most beautiful of them all." A powerful city-state of ancient Greece, Syracuse now is the capital of the eponymous Italian province on the eastern coast of Sicily.
Kick off your visit on the 15th (Mon): take an in-depth tour of Farmacia Vindigni, make a trip to Centro Storico, ponder the design of Fonte Aretusa, then shop like a local with L'Arte per Inciso, then step off the mainland to explore Ortigia, and finally stop by Silk in Ortigia. On the 16th (Tue), you'll have a packed day of sightseeing: delve into the distant past at Foro Siracusano, delve into the distant past at Temple of Apollo (Tempio di Apollo), delve into the distant past at Parco Archeologico della Neapolis, then Head underground at Ear of Dionysius (Orecchio di Dionisio), then pause for some serene contemplation at Chiesa di San Giovanni Alle Catacombe, and finally take an in-depth tour of Museo Archeologico Regionale Paolo Orsi.

For maps, traveler tips, other places to visit, and other tourist information, read our Syracuse itinerary planner.

Traveling by car from Palermo to Syracuse takes 3 hours. Alternatively, you can take a bus; or take a train. Cap off your sightseeing on the 16th (Tue) early enough to go by car to Catania.

Things to do in Syracuse

Historic Sites · Nature · Parks · Museums

Side Trip

Find places to stay May 14 — 16:

Catania

— 2 nights

Black Pearl of Ionian Sea

The landscape surrounding Catania, a medieval city on Sicily's eastern coast, is dominated by Mount Etna, the tallest active volcano in Europe.
Start off your visit on the 17th (Wed): stroll around Villa Comunale, delve into the distant past at Ancient Theatre of Taormina, take in the awesome beauty at Mt Etna, then shop like a local with Latienda di Tribeart, and finally steep yourself in history at Piazza Duomo. Get ready for a full day of sightseeing on the 18th (Thu): admire the natural beauty at Giardino Bellini, look for gifts at Enoteca Regionale di Sicilia, admire the striking features of Palazzo Biscari, explore the historical opulence of Castello Normanno, then make a trip to Corso Umberto, and finally step off the mainland to explore Isola Bella.

To find traveler tips, more things to do, photos, and tourist information, use the Catania journey builder tool.

You can drive from Syracuse to Catania in an hour. Other options are to take a train; or take a bus. In May, daytime highs in Catania are 28°C, while nighttime lows are 13°C. Finish your sightseeing early on the 18th (Thu) to allow enough time to fly to Sorrento.

Things to do in Catania

Parks · Nature · Outdoors · Historic Sites

Side Trips

Find places to stay May 16 — 18:

Sorrento

— 2 nights

Land of the Sirens

A lovely town easily accessible from almost anywhere in the country, Sorrento overlooks the Bay of Naples and sits right on the Amalfi Drive.
On the 19th (Fri), make a trip to Piazza Tasso, kick back and relax at Fornillo, and then take a tour by water with Exclusive Cruises. On your second day here, enjoy the sand and surf at Spiaggia Grande, get outside with Walk of the Gods, then get great views at Il Sentiero Degli Dei, then appreciate the extensive heritage of Corso Italia, and finally take in the waterfront at Marina Grande - Antico Borgo Marinaro.

For photos, maps, more things to do, and more tourist information, go to the Sorrento trip planner.

Getting from Catania to Sorrento by flight takes about 3 hours. Other options: do a combination of car and ferry; or take a train. Expect a bit warmer evenings in Sorrento when traveling from Catania in May, with lows around 18°C. Finish your sightseeing early on the 21st (Sun) to allow enough time to drive to Pompeii.

Things to do in Sorrento

Outdoors · Tours · Transportation · Parks

Side Trips

Find places to stay May 18 — 21:

Pompeii

— 2 nights

Underground City

Pompeii has been a tourist destination for more than 250 years.
Start off your visit on the 21st (Sun): take in the dramatic scenery at Valle delle Ferriere, make a trip to Villa Rufolo, take in nature's colorful creations at Villa Cimbrone Gardens, admire the landmark architecture of Villa dei Misteri, then steep yourself in history at Parco Acheologico di Ercolano, and finally take in the spiritual surroundings of Pontificio Santuario della Beata Maria Vergine del Santo Rosario di Pompei. Get ready for a full day of sightseeing on the next day: delve into the distant past at Teatro Grande, don't miss a visit to Forum Baths, delve into the distant past at Forum, contemplate the long history of Lupanar, then delve into the distant past at Villa di Poppea, and finally steep yourself in history at Casa del Fauno.

To find where to stay and tourist information, read our Pompeii online holiday planner.

Traveling by car from Sorrento to Pompeii takes an hour. Alternatively, you can take a train; or take a bus. In May, daytime highs in Pompeii are 27°C, while nighttime lows are 17°C. Wrap up your sightseeing on the 23rd (Tue) early enough to drive to Naples.

Things to do in Pompeii

Historic Sites · Parks · Wildlife · Nature

Side Trips

Find places to stay May 20 — 23:

Naples

— 1 night
Naples is the capital of the Italian region Campania and the third-largest municipality in Italy after Rome and Milan. Kick off your visit on the 23rd (Tue): admire the natural beauty at Reggia di Caserta, see the interesting displays at Certosa e Museo di San Martino Napoli, explore the world behind art at Museo e Real Bosco di Capodimonte, then stroll the grounds of Catacombe di San Gennaro, then appreciate the extensive heritage of Underground Naples, and finally pause for some serene contemplation at Duomo di Napoli. Get ready for a full day of sightseeing on the 24th (Wed): get impressive views of Vesuvio National Park, see the interesting displays at Museo Archeologico Nazionale di Napoli, don't miss a visit to Via San Gregorio Armeno, then admire the masterpieces at Museo Cappella Sansevero, then make a trip to Spaccanapoli, and finally take in the architecture and atmosphere at Cloister of Santa Chiara.

For where to stay, maps, and tourist information, you can read our Naples online journey planner.

Naples is very close to Pompeii. In May, daytime highs in Naples are 27°C, while nighttime lows are 17°C. Cap off your sightseeing on the 24th (Wed) early enough to catch the train to Florence.

Things to do in Naples

Historic Sites · Museums · Parks · Nature

Side Trips

Find places to stay May 22 — 24:

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.
Your list of things to see and do now includes The Boboli Gardens, Visiter Florence, Walkabout Florence Tours, and other attractions. And it doesn't end there: make a trip to Piazzale Michelangelo, awaken your taste buds at some of the top wineries in the area, take in the views from Ponte Vecchio, and admire the striking features of Campanile di Giotto.

To find more things to do, reviews, where to stay, and other tourist information, go to the Florence itinerary planner.

Traveling by train from Naples to Florence takes 3 hours. Alternatively, you can do a combination of train and flight; or drive. Plan for a bit cooler nights when traveling from Naples in May since evenings lows in Florence dip to 13°C. Finish up your sightseeing early on the 27th (Sat) so you can go by car to Pisa.

Things to do in Florence

Tours · Wineries · Historic Sites · Museums
Find places to stay May 24 — 27:

Pisa

— 2 nights
Known worldwide for the Leaning Tower of Pisa, the city of Pisa historically served as a maritime power in the heart of Tuscany.
Kick off your visit on the 27th (Sat): make a trip to Chiesa del S. Sepolcro. Get ready for a full day of sightseeing on the 28th (Sun): explore the different monuments and memorials at Camposanto, take in the spiritual surroundings of Duomo di Pisa, take in the spiritual surroundings of Battistero di San Giovanni, make a trip to Leaning Tower of Pisa, then get to know the fascinating history of Knights’ Square, and finally admire the striking features of St Martin Cathedral.

To find ratings, maps, traveler tips, and tourist information, go to the Pisa day trip planner.

Drive from Florence to Pisa in 1.5 hours. Alternatively, you can take a bus; or take a train. In May, daily temperatures in Pisa can reach 25°C, while at night they dip to 13°C. Wrap up your sightseeing on the 29th (Mon) to allow time to drive to Siena.

Things to do in Pisa

Historic Sites · Parks

Side Trips

Find places to stay May 27 — 29:

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.
Get ready for a full day of sightseeing on the next day: awaken your taste buds at some of the top wineries in the area, take in panoramic vistas at Torre del Mangia, make a trip to Piazza del Campo, pause for some serene contemplation at Duomo di Siena, then get lost in a book at Biblioteca Piccolomini, and finally indulge your taste buds at Take Me Out in Tuscany.

To see more things to do, where to stay, other places to visit, and tourist information, read Siena trip planner.

Getting from Pisa to Siena by car takes about 2 hours. Other options: take a train; or take a bus. In May in Siena, expect temperatures between 27°C during the day and 13°C at night. Wrap up your sightseeing on the 31st (Wed) early enough to drive to Rome.

Things to do in Siena

Tours · Historic Sites · Wineries · Classes

Side Trip

Find places to stay May 29 — 31:

Rome

— 3 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 1st (Thu), you'll have a packed day of sightseeing: make a trip to Spanish Steps, ponder the design of Trevi Fountain, explore the ancient world of Pantheon, then steep yourself in history at Colosseum, then explore the ancient world of Palatine Hill, and finally wander the streets of Trastevere.

For ratings, more things to do, where to stay, and more tourist information, use the Rome online trip itinerary maker.

Traveling by car from Siena to Rome takes 2.5 hours. Alternatively, you can take a bus; or take a train. In May, plan for daily highs up to 28°C, and evening lows to 17°C. On the 3rd (Sat), wrap the sightseeing up by early afternoon so you can travel back home.

Things to do in Rome

Historic Sites · Museums · Tours · Neighborhoods

Side Trip

Find places to stay May 31 — Jun 3:

Italy travel guide

4.6
Landmarks · Ruins · Sacred & Religious Sites
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.