37 days in Italy Itinerary

37 days in Italy Itinerary

Created using Inspirock Italy travel planner

Make it your trip
Fly
1
Milan
— 3 nights
Drive
2
Verona
— 2 nights
Drive
3
Venice
— 5 nights
Drive
4
Pisa
— 2 nights
Drive
5
Florence
— 4 nights
Drive
6
Assisi
— 4 nights
Drive
7
Rome
— 5 nights
Drive
8
Salerno
— 3 nights
Drive
9
Positano
— 4 nights
Ferry
10
Capri, Island of Capri
— 4 nights
Ferry to Naples, Fly to London Gatwick

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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.
Explore the numerous day-trip ideas around Milan: Varenna (S. Giovanni Battista & Villa Monastero), Bellagio (I Giardini di Villa Melzi & Kayaking & Canoeing) and Villa del Balbianello (in Tremezzina). There's still lots to do: take in the architecture and atmosphere at Duomo di Milano, admire the landmark architecture of Galleria Vittorio Emanuele II, head outdoors with Aero Club Monte Cornizzolo, and explore the historical opulence of Castello Sforzesco.

For photos, more things to do, where to stay, and more tourist information, read Milan trip planner.

London, UK to Milan is an approximately 5-hour flight. You can also take a train; or do a combination of car and train. The time zone changes from Greenwich Mean Time to Central European Standard Time, which is usually a 1 hour difference. Expect somewhat warmer temperatures when traveling from London in July; daily highs in Milan reach 34°C and lows reach 21°C. Wrap up your sightseeing on the 18th (Sun) to allow time to drive to Verona.

Things to do in Milan

Historic Sites · Outdoors · Fun & Games · Nightlife

Side Trips

Find places to stay Jul 15 — 18:

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.
Start off your visit on the 19th (Mon): contemplate the waterfront views at Lago di Garda, don't miss a visit to Piazza Bra, and then see the grandeur of opera at Arena di Verona. Get ready for a full day of sightseeing on the next day: take in the views from Ponte Scaligero (Ponte di Castelvecchio), contemplate in the serene atmosphere at Basilica di San Zeno Maggiore, browse the exhibits of Casa di Giulietta, enjoy breathtaking views from Torre dei Lamberti, then wander the streets of Piazza delle Erbe, and finally step into the grandiose world of Piazzale Castel San Pietro.

To find traveler tips, photos, ratings, and more tourist information, read our Verona trip itinerary website.

Drive from Milan to Verona in 2 hours. Alternatively, you can take a train. In July, daytime highs in Verona are 36°C, while nighttime lows are 22°C. Finish your sightseeing early on the 20th (Tue) to allow enough time to drive to Venice.

Things to do in Verona

Nature · Historic Sites · Parks · Shopping

Side Trip

Find places to stay Jul 18 — 20:

Venice

— 5 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.
Change things up with these side-trips from Venice: Padua (Basilica of St. Anthony, Scrovegni Chapel, &more). There's much more to do: contemplate the waterfront views at Canal Grande, take in the views from Ponte di Rialto, pause for some serene contemplation at Basilica di San Marco, and admire the masterpieces at Peggy Guggenheim Collection.

To see more things to do, reviews, traveler tips, and tourist information, read our Venice travel itinerary planner.

Traveling by car from Verona to Venice takes 1.5 hours. Alternatively, you can take a shuttle; or take a bus. In July, daytime highs in Venice are 36°C, while nighttime lows are 22°C. Cap off your sightseeing on the 25th (Sun) early enough to go by car to Pisa.

Things to do in Venice

Historic Sites · Tours · Museums · Nature

Side Trip

Find places to stay Jul 20 — 25:

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.
On the 25th (Sun), take in the spiritual surroundings of Chiesa di Santa Caterina d'Alessandria, take in panoramic vistas at Leaning Tower of Pisa, don't miss a visit to Piazza dei Miracoli, then admire the landmark architecture of Duomo di Pisa, then steep yourself in history at Camposanto, and finally contemplate in the serene atmosphere at Baptistery of St. John. On your second day here, appreciate the extensive heritage of Montecatini Alto, steep yourself in history at Le mura di Lucca, then make a trip to Piazza Anfiteatro, then take in panoramic vistas at Torre Guinigi, and finally take in the spiritual surroundings of San Michele in Foro.

For other places to visit, photos, traveler tips, and other tourist information, you can read our Pisa travel route tool.

You can drive from Venice to Pisa in 3.5 hours. Alternatively, you can take a train; or fly. July in Pisa sees daily highs of 35°C and lows of 21°C at night. Finish your sightseeing early on the 27th (Tue) so you can drive to Florence.

Things to do in Pisa

Historic Sites

Side Trips

Find places to stay Jul 25 — 27:

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 find plenty of places to visit near Florence: Poggio Amorelli (in Castellina In Chianti), Siena (Museo dell'Opera Metropolitana & Piazza del Campo) and Castello del Trebbio (in Santa Brigida). There's lots more to do: admire the masterpieces at Florence Academy of Fine Arts, contemplate in the serene atmosphere at The Baptistery of St. John, take in the architecture and atmosphere at Cathedral of Santa Maria del Fiore, and steep yourself in history at Basilica of Santa Croce.

To see traveler tips, more things to do, and tourist information, read our Florence trip itinerary planning website.

Getting from Pisa to Florence by car takes about 1.5 hours. Other options: take a bus; or take a train. In July, daytime highs in Florence are 35°C, while nighttime lows are 21°C. Finish up your sightseeing early on the 31st (Sat) so you can go by car to Assisi.

Things to do in Florence

Historic Sites · Museums · Wineries · Shopping

Side Trips

Find places to stay Jul 27 — 31:

Assisi

— 4 nights

City of Peace

Rich in culture and religious tradition, Assisi is known as the birthplace of St.
Get out of town with these interesting Assisi side-trips: Lago di Pilato (in Montemonaco), Azienda Agricola Leuta (in Pietraia) and Piana di Castelluccio di Norcia (in Castelluccio di Norcia). There's much more to do: pause for some serene contemplation at Basilica Papale e Sacro Convento di San Francesco d'Assisi, contemplate in the serene atmosphere at Eremo delle Carceri, examine the collection at Museo della Porziuncola, and learn about winemaking at Vineria del Carmine.

For traveler tips, more things to do, where to stay, and tourist information, refer to the Assisi trip planner.

You can drive from Florence to Assisi in 2.5 hours. Another option is to take a train. In July in Assisi, expect temperatures between 37°C during the day and 20°C at night. Finish up your sightseeing early on the 4th (Wed) so you can go by car to Rome.

Things to do in Assisi

Historic Sites · Wineries · Nature · Parks

Side Trips

Find places to stay Jul 31 — Aug 4:

Rome

— 5 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 Rome's surroundings by going to Tivoli (Villa d'Este & Villa Adriana). And it doesn't end there: explore the ancient world of Colosseum, steep yourself in history at St. Peter's Basilica, don't miss a visit to Roman Forum, and admire the local landmark of Trevi Fountain.

Take the guesswork out of planning a Rome vacation by using our trip itinerary maker.

Traveling by car from Assisi to Rome takes 2.5 hours. Alternatively, you can take a train; or take a bus. Expect a bit warmer evenings in Rome when traveling from Assisi in August, with lows around 24°C. Cap off your sightseeing on the 9th (Mon) early enough to go by car to Salerno.

Things to do in Rome

Historic Sites · Museums · Neighborhoods · Parks

Side Trips

Find places to stay Aug 4 — 9:

Salerno

— 3 nights

Unspoilt Gem of the Amalfi Coast

While often overshadowed by the Amalfi Coast's array of quaint villages, Salerno has become one of the region's main areas for culture and entertainment, while remaining relatively unmarked by tourism.
Venture out of the city with trips to Paestum (Parrocchia Ss. Annunziata, Paestum Ruins, &more) and Vesuvio National Park (in Ottaviano). There's still lots to do: steep yourself in history at Pompeii Archaeological Park, get outside with Cilento, look for gifts at Lavorazione Artigianale Savastano, and contemplate in the serene atmosphere at Tempio di Pomona.

To find traveler tips, more things to do, and other tourist information, you can read our Salerno online driving holiday planner.

Traveling by car from Rome to Salerno takes 3 hours. Alternatively, you can take a train; or take a bus. When traveling from Rome in August, plan for a bit cooler days in Salerno, with highs around 34°C, while nights are a bit warmer with lows around 28°C. Finish your sightseeing early on the 12th (Thu) so you can drive to Positano.

Things to do in Salerno

Historic Sites · Outdoors · Nature · Parks

Side Trips

Find places to stay Aug 9 — 12:

Positano

— 4 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.
Change things up with these side-trips from Positano: Amalfi (Museo della Carta, Duomo di Sant'Andrea, &more), Ravello (Villa Rufolo & Villa Cimbrone Gardens) and Ruderi della Basilica di Sant'Eustachio (in Scala). The adventure continues: enjoy the sand and surf at Fornillo, let your taste buds guide you at a local gastronomic tour, stroll through Bagni d'Arienzo Beach Club, Positano, and contemplate in the serene atmosphere at St Francis Church and Convent.

Plan my day in Positano using traveler tips and tourist information provided by Inspirock.

Getting from Salerno to Positano by car takes about 1.5 hours. Other options: do a combination of train and taxi; or ride a ferry. In August, plan for daily highs up to 36°C, and evening lows to 26°C. Cap off your sightseeing on the 16th (Mon) early enough to catch the ferry to Capri.

Things to do in Positano

Outdoors · Parks · Tours · Beaches

Side Trips

Find places to stay Aug 12 — 16:

Capri, Island of Capri

— 4 nights
The island of Capri encompasses all the magical allure of the Mediterranean--dramatic blue waters, lush mountainous landscape, and picturesque island villages.
Capri is known for nature, parks, and historic sites. Your plan includes some of its best attractions: tour the pleasant surroundings at I Faraglioni, get outside with Le Ondine Beach Club, get interesting insight from Tours, and Head underground at Red Grotta.

To find ratings, traveler tips, other places to visit, and tourist information, you can read our Capri trip itinerary builder app.

Traveling by ferry from Positano to Capri takes 1.5 hours. Alternatively, you can do a combination of taxi and ferry; or do a combination of bus and ferry. August in Capri sees daily highs of 36°C and lows of 26°C at night. You will have some time to spend on the 20th (Fri) before leaving for home.

Things to do in Capri

Outdoors · Parks · Nature · Tours

Side Trip

Find places to stay Aug 16 — 20:

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.