58 days in Italy Itinerary

58 days in Italy Itinerary

Created using Inspirock Italy tour planner
Make it your trip
Fly
1
Rome
— 7 nights
Drive
2
Siena
— 5 nights
Drive
3
Florence
— 7 nights
Drive
4
Cinque Terre
— 4 nights
Drive
5
Milan
— 7 nights
Drive
6
Verona
— 7 nights
Drive
7
Venice
— 7 nights
Fly
8
Positano
— 8 nights
Drive
9
Pompeii
— 5 nights
Fly

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Rome — 7 nights

Aptly nicknamed the Eternal City, Rome is the birthplace of the Roman Empire, one of the world's greatest civilizations ever.
Bring the kids along to Colosseum and Pantheon. You'll find plenty of places to visit near Rome: Tivoli (Villa Adriana & Villa d'Este). There's still lots to do: ponder the design of Trevi Fountain, don't miss a visit to Spanish Steps, contemplate the long history of St. Peter's Basilica, and explore the ancient world of Palatine Hill.

For ratings, where to stay, and other tourist information, use the Rome trip itinerary planning app.

Tel Aviv, Israel to Rome is an approximately 7-hour flight. The time zone difference when traveling from Tel Aviv to Rome is minus 1 hour. Traveling from Tel Aviv in June, plan for slightly colder nights in Rome, with lows around 21°C. Finish your sightseeing early on the 21st (Tue) so you can drive to Siena.
Historic Sites · Tours · Museums · Neighborhoods
Side Trips
Find places to stay Jun 14 — 21:

Siena — 5 nights

Siena, a medieval Tuscan city, features numerous attractions, including a historic town center, alleyways, towers, and well-preserved buildings.
Bring the kids along to Basilica Papale e Sacro Convento di San Francesco d'Assisi and Eremo delle Carceri. Venture out of the city with trips to Wild Foods Italy (in Montefalco), Galleria Nazionale dell'Umbria (in Perugia) and Rocca Maggiore (in Assisi). On the 23rd (Thu), give your taste buds a day to remember with a local gastronomic tour. There's still lots to do: pause for some serene contemplation at Duomo di Siena, ponder the world of politics at Palazzo Pubblico and Museo Civico, take in panoramic vistas at Torre del Mangia, and don't miss a visit to Piazza del Campo.

For traveler tips, more things to do, where to stay, and other tourist information, you can read our Siena vacation site.

Traveling by car from Rome to Siena takes 2.5 hours. Alternatively, you can take a bus; or take a train. June in Siena sees daily highs of 34°C and lows of 19°C at night. Wrap up your sightseeing on the 26th (Sun) to allow time to drive to Florence.
Historic Sites · Tours · Museums · Wildlife
Side Trips
Find places to stay Jun 21 — 26:

Florence — 7 nights

Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
Family-friendly places like Florence Academy of Fine Arts and Leaning Tower of Pisa will thrill your kids. The adventure continues: make a trip to Piazzale Michelangelo, contemplate in the serene atmosphere at The Baptistery of St. John, appreciate the extensive heritage of Piazza del Duomo, and let your taste buds guide you at a local gastronomic tour.

For more things to do, maps, where to stay, and tourist information, go to the Florence day trip app.

You can drive from Siena to Florence in 1.5 hours. Other options are to take a bus; or take a train. In June, daytime highs in Florence are 33°C, while nighttime lows are 21°C. Wrap up your sightseeing on the 3rd (Sun) to allow time to drive to Cinque Terre.
Historic Sites · Museums · Tours · Parks
Side Trip
Find places to stay Jun 26 — Jul 3:

Cinque Terre — 4 nights

Made up of five picturesque towns on the Ligurian coast, Cinque Terre is Italy's answer to the French Riviera.
Kids will enjoy Aquarium of Genoa and Cattedrale di San Lorenzo - Duomo di Genova. There's lots more to do: see majestic marine mammals with 5 Terre Pelagos Boat Tours, trek along Cinque Terre Trails, explore the wealth of natural beauty at Parco Nazionale Cinque Terre, and make a trip to Borgo Antico.

To find ratings and more tourist information, use the Cinque Terre trip website.

Traveling by car from Florence to Cinque Terre takes 2.5 hours. Alternatively, you can take a train. In July in Cinque Terre, expect temperatures between 35°C during the day and 21°C at night. Wrap up your sightseeing on the 7th (Thu) early enough to drive to Milan.
Parks · Outdoors · Historic Sites · Trails
Side Trip
Find places to stay Jul 3 — 7:

Milan — 7 nights

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.
Kids will enjoy Duomo di Milano and Fattoria Didattica Sempreverde. You'll find plenty of places to visit near Milan: Villa del Balbianello (in Tremezzina), Cathedral of Como (Duomo) (in Como) and Basilica di San Giacomo (in Bellagio). The adventure continues: admire the striking features of Galleria Vittorio Emanuele II, make a trip to Dialogo nel Buio, browse the collection at Pinacoteca Ambrosiana, and pause for some serene contemplation at Chiesa di San Maurizio al Monastero Maggiore.

To see other places to visit, more things to do, photos, and other tourist information, read our Milan road trip app.

Getting from Cinque Terre to Milan by car takes about 3 hours. Other options: take a train. In July, daytime highs in Milan are 34°C, while nighttime lows are 21°C. Cap off your sightseeing on the 14th (Thu) early enough to go by car to Verona.
Historic Sites · Fun & Games · Shopping · Museums
Side Trips
Find places to stay Jul 7 — 14:

Verona — 7 nights

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.
Bring the kids along to Gardaland Park and Museo di Castelvecchio. Take a break from Verona with a short trip to Lago di Garda in Garda, about 58 minutes away. There's lots more to do: catch a live performance at Arena di Verona, indulge in some culinary diversions at a local gastronomic tour, take a stroll through Piazza delle Erbe, and don't miss a visit to Piazza Bra.

For photos, maps, more things to do, and other tourist information, refer to the Verona itinerary planner.

You can drive from Milan to Verona in 2 hours. Alternatively, you can take a train. In July, plan for daily highs up to 36°C, and evening lows to 22°C. Wrap up your sightseeing on the 21st (Thu) early enough to drive to Venice.
Historic Sites · Tours · Theme Parks · Parks
Side Trips
Find places to stay Jul 14 — 21:

Venice — 7 nights

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.
Bring the kids along to Canal Grande and Basilica di San Marco. Venture out of the city with trips to Padua (Chiesa degli Eremitani - World Heritage Site, Scrovegni Chapel, &more). There's lots more to do: admire the landmark architecture of Doge's Palace, get to know the fascinating history of Piazza San Marco, take in the architecture and atmosphere at San Giorgio Maggiore, and let your taste buds guide you at a local gastronomic tour.

For ratings, other places to visit, reviews, and more tourist information, you can read our Venice day trip planning website.

You can drive from Verona to Venice in 1.5 hours. Other options are to take a shuttle; or take a train. July in Venice sees daily highs of 36°C and lows of 22°C at night. Wrap up your sightseeing on the 28th (Thu) early enough to fly to Positano.
Historic Sites · Museums · Tours · Parks
Side Trip
Find places to stay Jul 21 — 28:

Positano — 8 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.
Family-friendly places like Fornillo and Villa Cimbrone Gardens will thrill your kids. Change things up with these side-trips from Positano: Piazzetta Umberto I (in Atrani), Villa Rufolo (in Ravello) and Amalfi (Museo della Carta, Duomo di Sant'Andrea, &more). And it doesn't end there: get a new perspective on things with Boat Tours & Water Sports, get outside with I Suoni degli Dei - Pelagos, take some stellar pictures from Il Sentiero Degli Dei, and admire all the interesting features of Amalfi Coast.

For more things to do, reviews, photos, and tourist information, you can read our Positano day trip site.

Traveling by flight from Venice to Positano takes 3 hours. Alternatively, you can drive; or do a combination of train and bus. In July, plan for daily highs up to 36°C, and evening lows to 26°C. Cap off your sightseeing on the 5th (Fri) early enough to go by car to Pompeii.
Outdoors · Parks · Beaches · Tours
Side Trips
Find places to stay Jul 28 — Aug 5:

Pompeii — 5 nights

Pompeii has been a tourist destination for more than 250 years.
Bring the kids along to Pompeii Archaeological Park and Speed Boats Tours. You'll find plenty of places to visit near Pompeii: Salerno (Giardino della Minerva & Duomo di Salerno), Duomo di Ravello (in Ravello) and Spiaggia di castiglione (in Castiglione). Next up on the itinerary: steep yourself in history at Parco Acheologico di Ercolano, don't miss a visit to Lupanar, admire the striking features of Villa dei Misteri, and delve into the distant past at Casa del Poeta Tragico.

To see maps, traveler tips, other places to visit, and tourist information, use the Pompeii online trip planner.

Getting from Positano to Pompeii by car takes about 1.5 hours. Other options: take a bus. Expect a daytime high around 36°C in August, and nighttime lows around 25°C. Cap off your sightseeing on the 10th (Wed) early enough to catch the flight back home.
Historic Sites · Outdoors · Transportation · Tours
Side Trips
Find places to stay Aug 5 — 10:

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.