37 days in Italy Itinerary

37 days in Italy Itinerary

Created using Inspirock Italy journey planner

Make it your trip
Fly
1
Bologna
— 4 nights
Train
2
Florence
— 6 nights
Drive
3
Assisi
— 2 nights
Drive
4
Orvieto
— 1 night
Drive
5
Rome
— 6 nights
Drive
6
Ravello
— 1 night
Fly
7
Catania, Sicily
— 2 nights
Drive
8
Palermo, Sicily
— 2 nights
+2
Fly to Olbia, Bus to Palau, Ferry to La Maddalena
9
La Maddalena
— 3 nights
Ferry to Palau, Drive to Alghero
10
Alghero, Sardinia
— 2 nights
Fly
11
Milan
— 6 nights
Fly

S M T W T F S
29
30
31
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
1
2
3
4
5
6
7
8
9

Bologna

— 4 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.
Popular historic sites such as Basilica di Sant'Apollinare in Classe and Ferrara Cathedral are in your itinerary. Museum-lovers will appreciate Museo Ducati and International museum and library of music. Explore the numerous day-trip ideas around Bologna: Venice (Basilica di Santa Maria Gloriosa dei Frari, Cannaregio, &more), Ravenna (Basilica di Sant'Apollinare Nuovo, Basilica San Vitale, &more) and Museo Ferrari (in Maranello). There's still lots to do: contemplate in the serene atmosphere at Chiesa di Santa Maria della Vita, contemplate the long history of Via Rizzoli, take in nature's colorful creations at Padua Botanical Garden, and explore the historical opulence of Castello Estense.

To see reviews, where to stay, other places to visit, and tourist information, you can read our Bologna online route planner.

Vancouver, Canada to Bologna is an approximately 15.5-hour flight. Due to the time zone difference, you'll lose 9 hours traveling from Vancouver to Bologna. Traveling from Vancouver in September, expect nights in Bologna to be about the same, around 17°C, while days are somewhat warmer, around 30°C. Wrap up your sightseeing on the 6th (Mon) early enough to take a train to Florence.

Things to do in Bologna

Historic Sites · Museums · Neighborhoods · Parks

Side Trips

Florence

— 6 nights

Birthplace of the Italian Renaissance

Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
Explore hidden gems such as Basilica di San Lorenzo and Officina Profumo-Farmaceutica di Santa Maria Novella. Visit Chiesa di San Salvatore in Ognissanti and Castello di Monteriggioni for their historical value. Explore the numerous day-trip ideas around Florence: Walls of Monteriggioni (in Monteriggioni), Torre del Mangia (in Siena) and Montecatini Alto (in Montecatini Alto). And it doesn't end there: admire the masterpieces at Palazzo Strozzi, appreciate the extensive heritage of Centro Storico, take an in-depth tour of Corridoio Vasariano, and get the lay of the land with Walking tours.

To see where to stay, reviews, traveler tips, and other tourist information, go to the Florence trip maker website.

Traveling by train from Bologna to Florence takes 1.5 hours. Alternatively, you can drive; or take a bus. In September in Florence, expect temperatures between 30°C during the day and 17°C at night. Cap off your sightseeing on the 12th (Sun) early enough to go by car to Assisi.

Things to do in Florence

Historic Sites · Museums · Tours · Shopping

Side Trips

Assisi

— 2 nights

City of Peace

Rich in culture and religious tradition, Assisi is known as the birthplace of St.
On the 13th (Mon), take in the spiritual surroundings of Basilica di Santa Maria degli Angeli - Porziuncola, examine the collection at Museo della Porziuncola, contemplate in the serene atmosphere at Eremo delle Carceri, then contemplate in the serene atmosphere at Basilica di Santa Chiara, and finally take in the architecture and atmosphere at San Damiano. Keep things going the next day: explore the historical opulence of Rocca Maggiore, then contemplate the long history of Piazza del Duomo, then take in the architecture and atmosphere at Cattedrale di Santa Maria Assunta Spoleto, and finally snap pictures at Ponte delle Torri.

For traveler tips, reviews, other places to visit, and other tourist information, refer to the Assisi route planning tool.

You can drive from Florence to Assisi in 2.5 hours. Another option is to take a train. In September in Assisi, expect temperatures between 30°C during the day and 16°C at night. Wrap up your sightseeing on the 14th (Tue) to allow time to drive to Orvieto.

Things to do in Assisi

Historic Sites · Museums

Side Trip

Orvieto

— 1 night

Green Heart of Italy

The striking town of Orvieto, perched on a volcanic cliff overlooking the Umbrian countryside, is known as the Green Heart of Italy.
On the 15th (Wed), Head underground at Orvieto Underground, admire the landmark architecture of Duomo di Orvieto, appreciate the extensive heritage of Piazza della Repubblica, then steep yourself in history at Pozzo di San Patrizio, and finally get a dose of the wild on Effegi Viaggi.

Inspirock's itinerary builder makes planning a Orvieto trip simple and quick.

Getting from Assisi to Orvieto by car takes about 1.5 hours. Other options: take a train; or take a bus. Expect a daytime high around 30°C in September, and nighttime lows around 17°C. Finish up your sightseeing early on the 15th (Wed) so you can go by car to Rome.

Things to do in Orvieto

Historic Sites · Parks · Wildlife · Tours

Rome

— 6 nights

Eternal City

Aptly nicknamed the Eternal City, Rome is the birthplace of the Roman Empire, one of the world's greatest civilizations ever.
Explore hidden gems such as Colle del Gianicolo and Chiesa del Gesu. Appreciate the collections at Complesso del Vittoriano and Le Domus Romane di Palazzo Valentini. And it doesn't end there: explore the ancient world of Domus Aurea, have fun and explore at Welcome to Rome, take in the spiritual surroundings of Santa Maria Sopra Minerva, and contemplate the long history of Forum of Augustus.

To see maps, reviews, photos, and tourist information, use the Rome trip itinerary planning tool.

Traveling by car from Orvieto to Rome takes 2 hours. Alternatively, you can take a train; or take a bus. In September, daily temperatures in Rome can reach 32°C, while at night they dip to 18°C. Wrap up your sightseeing on the 21st (Tue) early enough to drive to Ravello.

Things to do in Rome

Historic Sites · Museums · Tours · Wineries

Side Trip

Ravello

— 1 night
Best known for its celebrated terraced gardens, Ravello is a hidden gem of Italy's Amalfi Coast.
Kick off your visit on the 22nd (Wed): take a memorable drive along Amalfi Coast, take in the spiritual surroundings of Duomo di Sant'Andrea, then take in the spiritual surroundings of Cloister del Paradiso, then admire the natural beauty at Villa Cimbrone Gardens, and finally steep yourself in history at Villa Rufolo.

For ratings, reviews, other places to visit, and tourist information, go to the Ravello road trip planning website.

Traveling by car from Rome to Ravello takes 3.5 hours. Alternatively, you can do a combination of train and taxi; or take a bus. Traveling from Rome in September, Ravello is a bit warmer at night with lows of 24°C. Finish your sightseeing early on the 22nd (Wed) to allow enough time to fly to Catania.

Things to do in Ravello

Historic Sites · Parks · Scenic Drive · Outdoors

Side Trips

Catania, Sicily

— 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 23rd (Thu): take in the architecture and atmosphere at Duomo di Taormina, walk around Villa Comunale, then don't miss a visit to Corso Umberto, then take in the pleasant sights at Piazza IX Aprile, and finally do a tasting at Gambino Vini. Get ready for a full day of sightseeing on the next day: contemplate in the serene atmosphere at Basilica Catedrale Sant'Agata V.M. Catania, get engrossed in the history at Museo Storico dello Sbarco in Sicilia 1943, then make a trip to Piazza Duomo, and finally take an in-depth tour of Monastero dei Benedettini.

To see reviews, where to stay, and more tourist information, refer to the Catania route planning app.

You can fly from Ravello to Catania in 3 hours. Other options are to do a combination of car and ferry; or do a combination of taxi and train. Finish your sightseeing early on the 24th (Fri) to allow enough time to drive to Palermo.

Things to do in Catania

Historic Sites · Museums · Wineries · Parks

Side Trips

Palermo, Sicily

— 2 nights
The capital of Sicily, Palermo was founded by the Phoenicians under the name of Ziz.
On the 25th (Sat), take in the architecture and atmosphere at Church of San Cataldo, take in the architecture and atmosphere at Chiesa del Gesu, admire the striking features of Palazzo Conte Federico, then admire the striking features of Norman Palace, and finally take in the architecture and atmosphere at Santa Maria dell'Ammiraglio. Get ready for a full day of sightseeing on the 26th (Sun): make a trip to Quattro Canti, then examine the collection at Santuario Santa Rosalia, then ponder the design of Fontana della Vergogna (Fontana Pretoria), and finally take in the architecture and atmosphere at Duomo di Monreale.

To find where to stay, ratings, maps, and more tourist information, read our Palermo sightseeing planner.

Traveling by car from Catania to Palermo takes 2.5 hours. Alternatively, you can take a bus; or take a train. Finish up your sightseeing early on the 26th (Sun) so you can travel to La Maddalena.

Things to do in Palermo

Historic Sites · Museums

Side Trip

La Maddalena

— 3 nights
La Maddalena is a town and comune located on the island with the same name, in northern Sardinia, part of the province of Olbia-Tempio, Italy.The townLa Maddalena is the largest town in the Maddalena archipelago, just 2km from the northeastern shore of Sardinia and sitting in the Straits of Bonifacio, between it and Corsica.The focal-point of pedestrian activity is found around Piazza Umberto I (formerly known as Piazza Comando-the older generation of natives in town still commonly refer to the piazza by its original name). Visit Spiaggia di Cala Coticcio and Spiaggia I Due Mari for some beach relaxation. Get outdoors at Parco Nazionale dell'Arcipelago di La Maddalena and Nature & Wildlife Tours. Step out of La Maddalena with an excursion to Capo Testa in Santa Teresa Gallura--about 1h 25 min away.

For reviews, ratings, more things to do, and more tourist information, refer to the La Maddalena online travel route planner.

Traveling by combination of flight, bus, and ferry from Palermo to La Maddalena takes 5 hours. Alternatively, you can do a combination of ferry and car; or do a combination of ferry and bus. Finish your sightseeing early on the 29th (Wed) so you can travel to Alghero.

Things to do in La Maddalena

Parks · Outdoors · Nature · Wildlife

Side Trip

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.
Start off your visit on the 30th (Thu): explore the fascinating underground world of Neptune's Grotto, take in the dramatic natural features at Capo Caccia, then kick back and relax at Spiaggia Mugoni, and finally enjoy the sand and surf at Spiaggia di Maria Pia. Here are some ideas for day two: get interesting insight from Tours, then explore the fascinating underground world of Frecce delle Grotte di Antonio Piccinnu, and then take a stroll through Centro Storico Bosa.

To see where to stay, reviews, photos, and other tourist information, refer to the Alghero trip itinerary planner.

Do a combination of ferry and car from La Maddalena to Alghero in 3.5 hours. Alternatively, you can do a combination of ferry, bus, and train; or do a combination of ferry and bus. In September, plan for daily highs up to 32°C, and evening lows to 18°C. Finish your sightseeing early on the 1st (Fri) to allow enough time to fly to Milan.

Things to do in Alghero

Parks · Outdoors · Nature · Beaches

Side Trip

Milan

— 6 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.
Your inner history buff will appreciate Chiesa di Santa Maria presso San Satiro and Ruderi del Circo Romano. For shopping fun, head to Brera District or Palazzo Borromeo. Venture out of the city with trips to La Citta Alta (in Bergamo) and Lake Orta (in Orta San Giulio). And it doesn't end there: take an in-depth tour of Villa Necchi Campiglio, explore the world behind art at Museo Poldi Pezzoli, pause for some photo ops at Arco della Pace, and pause for some serene contemplation at Chiesa di San Giovanni Battista alla Creta.

For reviews, where to stay, and tourist information, read our Milan visit website.

Getting from Alghero to Milan by flight takes about 3 hours. Other options: do a combination of car and ferry; or do a combination of taxi, ferry, and train. Traveling from Alghero in October, expect nights in Milan to be about the same, around 13°C, while days are slightly colder, around 21°C. On the 7th (Thu), wrap the sightseeing up by early afternoon so you can fly back home.

Things to do in Milan

Historic Sites · Museums · Shopping · Neighborhoods

Side Trips

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.

Umbria travel guide

4.4
Churches · Sacred & Religious Sites · Landmarks
Characterized by a landscape of green hills, attractive towns, and World Heritage-listed monuments, Umbria is the only region in the country with neither a coastline nor an international border. Umbria is home to the town of Assisi, a World Heritage Site and a major religious center that houses a number of attractions. Its Franciscan church has one of the world's finest medieval collections of frescos, a must-see on any itinerary here. Umbria is one of Italy's smaller regions, yet what it lacks in size, it more than makes up in the natural beauty of its agricultural lands and quaint villages.

Amalfi Coast travel guide

4.2
Sacred & Religious Sites · Landmarks · Gardens
Renowned for its beautiful landscape and medieval fishing villages that cling precariously to the Mediterranean cliffs, the Amalfi Coast is one of Italy's top vacation destinations. This World Heritage Site stretches for about 50 km (30 mi) on the southern side of the Sorrentine peninsula and offers numerous places to visit, from terraced lemon gardens and whitewashed villas to cliff-top views of the sea. Explore the coastline's towns, bays, and resorts. During the peak tourist season, the Amalfi Coast's single seaside road is often jammed with dozens of buses. For that reason, the ubiquitous scooter may be the best way to get around and sightsee. You can also access quite a bit by bicycle.

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.

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.