37 days in Italy Itinerary

37 days in Italy Itinerary

Created using Inspirock Europe trip itinerary planner

Make it your trip
Fly to Rome, Train to Bologna
1
Bologna
— 3 nights
Train
2
Florence
— 2 nights
Train
3
Milan
— 3 nights
Drive
4
Arese
— 2 nights
Fly
5
Venice
— 2 nights
Fly
6
Rome
— 2 nights
Train
7
Pompeii
— 2 nights
Drive
8
Positano
— 2 nights
Fly
9
San Vito lo Capo
— 2 nights
+2
Fly to Pantelleria, Ferry to Terminal Traghetti - Porto, Ferry to Isola di Favignana
10
Isola di Favignana
— 3 nights
+2
Ferry to Trapani, Bus to Palermo - Piazzetta Cairoli, Train to Cefalu
11
Cefalu
— 3 nights
Drive
12
Taormina
— 3 nights
Drive
13
Noto
— 2 nights
Fly
14
Lampedusa
— 2 nights
Fly

S M T W T F S
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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 explore the less-touristy side of things at Cooperativa Bagnini Misano Adriatico and Paguro Beach Bellaria Centro. Change things up with these side-trips from Bologna: Bagni 120 Riccione (in Riccione) and Fontana Delle Sirene (in Cattolica). And it doesn't end there: pick up some new knowledge with Academya Lingue, get engrossed in the history at La Macchina del Tempo, steep yourself in history at Palazzo Re Enzo, and ponder the world of politics at Palazzo del Podesta.

To see other places to visit, more things to do, photos, and more tourist information, read Bologna online day trip planner.

Sydney, Australia to Bologna is an approximately 28-hour combination of flight and train. Traveling from Sydney to Bologna, you'll gain 9 hours due to the time zone difference. Expect much warmer weather when traveling from Sydney in July: highs in Bologna hover around 37°C, while lows dip to 22°C. Cap off your sightseeing on the 6th (Mon) early enough to catch the train to Florence.

Things to do in Bologna

Outdoors · Parks · Beaches · Classes

Side Trips

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.
Start off your visit on the 6th (Mon): explore the galleries of Church and Museum of Orsanmichele, then examine the collection at Stibbert Museum, and then take an in-depth tour of Sinagoga di Firenze e Museo ebraico. Here are some ideas for day two: get engrossed in the history at Corridoio Vasariano, see the interesting displays at Museo di Palazzo Davanzati, then make a trip to Palazzo Strozzi, then stroll through Giardino Bardini, and finally appreciate the history behind Ercole e Caco.

For where to stay, traveler tips, reviews, and other tourist information, read our Florence road trip planning site.

Traveling by train from Bologna to Florence takes 1.5 hours. Alternatively, you can drive; or take a bus. In July, daily temperatures in Florence can reach 35°C, while at night they dip to 21°C. Cap off your sightseeing on the 8th (Wed) early enough to catch the train to Milan.

Things to do in Florence

Museums · Historic Sites · Parks

Milan

— 3 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.
Eschew the tourist crowds and head to Chiesa di San Cristoforo sul Naviglio and Rocca d'Olgisio. Venture out of the city with trips to Duomo Di Piacenza (in Piacenza), Chiesetta di S. Anna (in Sirmione) and Onepio Winery (in Desenzano Del Garda). There's much more to do: make a trip to Torre Branca, explore the landscape on two wheels at Pista Ciclabie sull'Adda, pause for some serene contemplation at Certosa di Milano, and admire the natural beauty at Casa Degli Atellani - La Vigna Di Leonardo.

To see more things to do, photos, traveler tips, and tourist information, read Milan trip itinerary app.

You can take a train from Florence to Milan in 2.5 hours. Alternatively, you can drive; or fly. In July, plan for daily highs up to 34°C, and evening lows to 21°C. Finish up your sightseeing early on the 11th (Sat) so you can go by car to Arese.

Things to do in Milan

Historic Sites · Parks · Trails · Outdoors

Side Trips

Arese

— 2 nights
Arese is a comune (municipality) in the Metropolitan City of Milan in the Italian region Lombardy, located about 12km northwest of Milan.Arese borders the following municipalities: Lainate, Garbagnate Milanese, Bollate, Rho, Milan.Arese received the honorary title of city with a presidential decree of October 25, 1985.Alfa RomeoStarting from the 2017s, Arese has hosted the main seat of Alfa Romeo, partly in the territories of Lainate and Garbagnate Milanese. You'll explore the less-touristy side of things at Tulipani Italiani and Il Parco dei Lagoni di Mercurago. Get out of town with these interesting Arese side-trips: Basilica di San Vincenzo in Galliano (in Cantu), Lungolago Aldo Moro (in Vercurago) and Parco di Villa Annoni (in Cuggiono). The adventure continues: explore the activities along Il lungolago and browse the collection at Il Pertini.

To see traveler tips, ratings, maps, and more tourist information, read our Arese trip planner.

You can drive from Milan to Arese in an hour. Alternatively, you can take a bus; or take a train. In July in Arese, expect temperatures between 36°C during the day and 23°C at night. Wrap up your sightseeing by early afternoon on the 13th (Mon) to allow enough time to fly to Venice.

Things to do in Arese

Parks · Nature · Historic Sites

Side Trips

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.
Kick off your visit on the 13th (Mon): wander the streets of Campo Santa Margherita. Keep things going the next day: head off the coast to Giudecca and then learn more about the world around you at Natural History Museum.

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

Getting from Arese to Venice by flight takes about 2.5 hours. Other options: drive; or take a train. In July, daytime highs in Venice are 36°C, while nighttime lows are 22°C. Finish your sightseeing early on the 15th (Wed) to allow enough time to fly to Rome.

Things to do in Venice

Parks · Wildlife · Nature · Museums

Side Trip

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.
Kick off your visit on the 16th (Thu): explore the ancient world of Mercati di Traiano - Museo dei Fori Imperiali, delve into the distant past at Forum of Augustus, then make a trip to Trajan's Column, then explore the engaging exhibits at Welcome to Rome, and finally take in the architecture and atmosphere at Basilica di Santa Prassede. Get ready for a full day of sightseeing on the next day: admire the landmark architecture of National Gallery of Ancient Art in Barberini Palace and then ponder the world of politics at Quirinale Palace (Palazzo del Quirinale).

To find other places to visit, maps, more things to do, and more tourist information, use the Rome tour website.

You can fly from Venice to Rome in 3 hours. Other options are to take a train; or drive. Expect a daytime high around 37°C in July, and nighttime lows around 24°C. Wrap up your sightseeing on the 17th (Fri) to allow time to take a train to Pompeii.

Things to do in Rome

Historic Sites · Museums · Childrens Museums

Pompeii

— 2 nights

Underground City

Pompeii has been a tourist destination for more than 250 years.
On the 18th (Sat), you'll have a packed day of sightseeing: explore the ancient world of Villa di Giulia Felice, don't miss a visit to Garden of Ship Europa House - Excavations, explore the ancient world of Casa Dei Quadretti Teatrali o Casca Longus - Pompei, then delve into the distant past at House of Menander (Casa del Menandro), then explore the ancient world of Termopolio di Vetuzio Placido, and finally explore the ancient world of Fullonica di Stephanus.

Make your Pompeii itinerary with Inspirock to find out what to see and where to go.

Traveling by train from Rome to Pompeii takes 2.5 hours. Alternatively, you can drive; or take a bus. Expect a daytime high around 36°C in July, and nighttime lows around 24°C. Wrap up your sightseeing by early afternoon on the 19th (Sun) to allow time for the car ride to Positano.

Things to do in Pompeii

Historic Sites

Positano

— 2 nights
Often referred to as the gem of the Amalfi Coast, Positano remains one of southern Italy's most sought-after vacation locales, thanks to its hillside location and picturesque, pastel buildings.
On the 19th (Sun), admire the local landmark of Fontana sant'Andrea, then take in the architecture and atmosphere at Cloister del Paradiso, and then take in the exciting artwork at Miniaci Art Gallery. On the 20th (Mon), you'll have a packed day of sightseeing: take in the awesome beauty at Monte Faito e Panorama, then go for a walk through Positano, then stop by Nana' Positano, and finally add some adventure to your tour with a kayaking and canoeing tour.

To find photos, where to stay, and other tourist information, go to the Positano online driving holiday planner.

Traveling by car from Pompeii to Positano takes 1.5 hours. Alternatively, you can take a bus. In July in Positano, expect temperatures between 36°C during the day and 26°C at night. Cap off your sightseeing on the 21st (Tue) early enough to catch the flight to San Vito lo Capo.

Things to do in Positano

Outdoors · Tours · Parks · Adventure

Side Trips

San Vito lo Capo

— 2 nights
A vacation in San Vito lo Capo offers a chance to enjoy a sheltered bay and a town with distinctive Arab-Norman architecture.
Kick off your visit on the 22nd (Wed): kick back and relax at Lido Acqua Azzurra, enjoy the sand and surf at Spiaggia di Santa Margherita, and then enjoy the sand and surf at Caletta del Bue Marino. On the next day, head outdoors with YMCA San Vito Climbing House, stroll through Lido San Vito, then stroll through Stabilimento Balneare Al Sabbione, and finally stop by Enoteca Dioniso.

To find ratings, maps, and more tourist information, use the San Vito lo Capo trip itinerary planner.

Traveling by flight from Positano to San Vito lo Capo takes 2.5 hours. Alternatively, you can do a combination of car and ferry; or do a combination of bus, train, and taxi. In July, plan for daily highs up to 34°C, and evening lows to 26°C. Finish your sightseeing early on the 23rd (Thu) to allow enough time to travel to Isola di Favignana.

Things to do in San Vito lo Capo

Outdoors · Parks · Beaches · Shopping

Isola di Favignana

— 3 nights
Once famous for its white tuff shell quarries and tuna can factory--now turned into a museum--Isola di Favignana attracts divers and beachgoers with its jagged coastline rich in coves and caves.
Step off the beaten path and head to Villa Margherita Giardini Ipogei and Grotta perciata, favignana. There's still lots to do: make a trip to Visita alle grotte di Favignana con le barche dei pescatori, contemplate the waterfront views at Egadi Sea, stop by L'Arte del Creare, and explore the fascinating underground world of Grotta del Pozzo.

To see ratings, where to stay, and tourist information, read our Isola di Favignana online journey maker.

Traveling by combination of flight and ferry from San Vito lo Capo to Isola di Favignana takes 7.5 hours. In July, plan for daily highs up to 35°C, and evening lows to 23°C. Finish your sightseeing early on the 26th (Sun) to allow enough time to travel to Cefalu.

Things to do in Isola di Favignana

Parks · Nature · Shopping · Museums

Cefalu

— 3 nights
Cefalù is a city and comune in the Province of Palermo, located on the northern coast of Sicily, Italy on the Tyrrhenian Sea about 70km east of the provincial capital and 185km west of Messina. Step off the beaten path and head to Scuba & Snorkeling and Porta Pescara. There's much more to do: steep yourself in history at Piazza del Duomo, see majestic marine mammals with a dolphin and whale watching tour, pause for some serene contemplation at Chiesa del Purgatorio, and make a trip to Corso Ruggero.

To find traveler tips, where to stay, ratings, and other tourist information, you can read our Cefalu trip builder site.

You can do a combination of ferry, bus, and train from Isola di Favignana to Cefalu in 6 hours. Wrap up your sightseeing on the 29th (Wed) to allow time to drive to Taormina.

Things to do in Cefalu

Outdoors · Wildlife · Tours · Historic Sites

Taormina

— 3 nights
With its warm island weather and cliffside location overlooking the Ionion Sea, Taormina has been one of Sicily's most popular getaway destinations since the early 19th century.
You'll discover tucked-away gems like Chiesa Madonna della Rocca and Piscina di Venere. Step out of Taormina to go to Barcellona Pozzo di Gotto and see Chiesa di San Giovanni Battista, which is approximately 1h 10 min away. Next up on the itinerary: make a trip to Chiesa di San Giuseppe, enjoy the sand and surf at Lido La Dolce Vita, pause for some serene contemplation at Duomo di Taormina, and explore the historical opulence of Castillo de Castelmola.

To find traveler tips, more things to do, reviews, and other tourist information, use the Taormina trip itinerary planner.

You can drive from Cefalu to Taormina in 2.5 hours. Alternatively, you can take a train; or take a bus. In July, plan for daily highs up to 36°C, and evening lows to 27°C. Wrap up your sightseeing on the 1st (Sat) to allow time to drive to Noto.

Things to do in Taormina

Parks · Beaches · Outdoors · Historic Sites

Side Trips

Noto

— 2 nights
Noto is a city and comune in the Province of Syracuse, Sicily, Italy. On the 2nd (Sun), tour the pleasant surroundings at Spiaggia di San Lorenzo, then make a trip to Isola di Capo Passero, and then enjoy the sand and surf at Spiaggia Marianelli. On the next day, get to know the fascinating history of Corso Vittorio Emanuele III, pause for some serene contemplation at Convento San Francesco d'Assisi all'Immacolata, take in the spiritual surroundings of Chiesa San Domenico, then explore the galleries of Monastero del San salvatore, then contemplate in the serene atmosphere at Chiesa di San Carlo Borromeo, and finally get to know the fascinating history of Via Corrado Nicolaci.

To find other places to visit, reviews, ratings, and tourist information, use the Noto route builder tool.

Drive from Taormina to Noto in 2 hours. Alternatively, you can take a train; or take a bus. Finish up your sightseeing early on the 3rd (Mon) so you can catch the flight to Lampedusa.

Things to do in Noto

Parks · Beaches · Outdoors · Historic Sites

Side Trip

Lampedusa

— 2 nights
Italy's southernmost territory, Lampedusa, is known for its turquoise waters, white-sand beaches, and island charm.
On the 4th (Tue), tour the pleasant surroundings at La Tabaccara and then explore the gorgeous colors at Capo Ponente. Keep things going the next day: don't miss a visit to Porta D'Europa and then get outside with Mare Morto.

For reviews, more things to do, other places to visit, and more tourist information, read our Lampedusa sightseeing planner.

Getting from Noto to Lampedusa by flight takes about 3.5 hours. Other options: do a combination of car and ferry; or do a combination of bus and ferry. In August, plan for daily highs up to 34°C, and evening lows to 29°C. Wrap up your sightseeing on the 5th (Wed) to allow time to fly back home.

Things to do in Lampedusa

Parks · Outdoors · Beaches · Wildlife

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.

Province of Milan travel guide

3.8
Shopping Malls · Movie Theaters · Bars & Clubs
Milan is the city capital of the Lombardy Region in Northern Italy and is the 2nd richest city in the European Union after Paris in 2016. It is the second most populous city in Italy after Rome, with the city proper at 1,369,000, and the Metropolitan City of Milan at 3,219,000. Its geographical outskirt, has a population estimated to be about 5,270,000 in 1,891km2, ranking 2nd in the European Union. The wider Milan metropolitan area, popular for Greater Milan, is a polycentric metropolitan region that comprehends almost every province of Lombardy, the Piedmont province of Novara, and some parts of the province of Piacenza which counts an estimated total population of 8,123,020.Milan is Italy's main industrial and financial capital and corporation hub home to thousands of the most important companies worldwide. In terms of GDP, it has the largest economy among European non-capital cities. Milan is considered part of the Blue Banana and has now become the wealthiest city among the economic rivalry "Four Motors for Europe."

Source

Sicily travel guide

4.5
Beaches · Ruins · Churches
The largest island in the Mediterranean Sea, Sicily is a ruggedly attractive land. The island has a long history of foreign domination and has been controlled by the Greeks, Romans, Arabs, and Normans. The result is a distinct culture blending elements from all of those areas and featuring an intriguing dialect. This is a huge island with plenty of small villages to tour, each with its own treasures. Beyond the popular coastal areas, Sicily's inland attractions include an unspoiled landscape of mountains, hills, and villages that sometimes seem frozen in time. While the natural environment is its biggest draw, Sicily's greatest asset may be its people. They are proud of their traditions and incredibly hospitable to visitors.