59 days in Italy Itinerary

59 days in Italy Itinerary

Created using Inspirock Italy holiday planner

Make it your trip
Fly
1
Venice
— 7 nights
Fly
2
Positano
— 3 nights
Ferry
3
Capri, Island of Capri
— 3 nights
Ferry
4
Naples
— 8 nights
Train
5
Rome
— 8 nights
Drive
6
Assisi
— 5 nights
Drive
7
Florence
— 6 nights
Drive
8
Cinque Terre
— 3 nights
Drive
9
Folgarida
— 1 night
Drive
10
Andalo
— 2 nights
Drive
11
Verona
— 6 nights
Drive
12
Milan
— 6 nights
Fly

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Venice

— 7 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.
Do some cultural sightseeing at Piazza San Marco and Peggy Guggenheim Collection. You'll explore and learn at Doge's Palace and Museo Ebraico di Venezia. Explore Venice's surroundings by going to Padua (Scrovegni Chapel, Chiesa degli Eremitani - World Heritage Site, &more) and Ferrara (Castello Estense & Palazzo Schifanoia (Palazzo della Gioia)). And it doesn't end there: admire the striking features of Basilica di San Marco, explore the world behind art at Gallerie dell'Accademia, take in the views from Ponte dei Sospiri, and steep yourself in history at Basilica dei Santi Giovanni e Paolo (San Zanipolo).

Ask Inspirock to suggest an itinerary and make planning a trip to Venice fast, fun, and easy.

Newark, USA to Venice is an approximately 11.5-hour flight. You'll lose 6 hours traveling from Newark to Venice due to the time zone difference. In January, Venice is somewhat warmer than Newark - with highs of 47°F and lows of 33°F. Cap off your sightseeing on the 8th (Sat) early enough to catch the flight to Positano.

Things to do in Venice

Historic Sites · Museums · Nature · Parks

Side Trips

Positano

— 3 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.
You'll enjoy a bit of beach vacationing at Fornillo and Spiagge Le Praie. Escape the urban bustle at Spiaggia di castiglione and Lido di Ravello. You'll find plenty of places to visit near Positano: The Spa at Monastero Santa Rosa (in Conca dei Marini), Ravello (Villa Rufolo & Duomo di Ravello) and Duomo di Sant'Andrea (in Amalfi). There's more to do: stroll through Spiaggia Grande and Head underground at Cave of Smeraldo.

To find traveler tips, maps, other places to visit, and other tourist information, refer to the Positano online vacation planner.

Getting from Venice to Positano by flight takes about 3 hours. Other options: drive; or do a combination of train and bus. Traveling from Venice in January, expect Positano to be a bit warmer, temps between 56°F and 48°F. Wrap up your sightseeing on the 11th (Tue) to allow time to ride a ferry to Capri.

Things to do in Positano

Parks · Outdoors · Beaches · Spas

Side Trips

Capri, Island of Capri

— 3 nights
The island of Capri encompasses all the magical allure of the Mediterranean--dramatic blue waters, lush mountainous landscape, and picturesque island villages.
Get some cultural insight at Museo Ignazio Cerio and Villa San Michele. Your itinerary includes some good beach time at Marina Grande Public Beach and Marina Grande Beach. There's much more to do: contemplate the waterfront views at Marina Piccola, make a trip to Piazza Umberto I, delve into the distant past at Villa Jovis, and explore the different monuments and memorials at Cimitero Acattolico (The Non-Catholic Cemetery).

Plan my trip to Capri with suggested itineraries provided by Inspirock.

You can ride a ferry from Positano to Capri in 1.5 hours. Alternatively, you can do a combination of taxi and ferry; or do a combination of bus and ferry. In January, plan for daily highs up to 56°F, and evening lows to 48°F. Wrap up your sightseeing on the 14th (Fri) early enough to ride a ferry to Naples.

Things to do in Capri

Museums · Outdoors · Historic Sites · Beaches

Side Trip

Naples

— 8 nights
Naples is the capital of the Italian region Campania and the third-largest municipality in Italy after Rome and Milan. Your inner history buff will appreciate Pompeii Archaeological Park and Chiesa di San Giovanni a Carbonara. Relax by the water at Spiaggia di Marina di Vietri and Lido Eureka. You'll find plenty of places to visit near Naples: Salerno (Villa Comunale, Duomo di Salerno, &more), Spiaggia Lannio (in Cetara) and Pompeii (House of Menander (Casa del Menandro), Lupanar, &more). There's lots more to do: explore the world behind art at Museo Cappella Sansevero, delve into the distant past at Teatro Grande, take in the architecture and atmosphere at Cloister of Santa Chiara, and shop like a local with Sol’Art Ceramiche.

To find where to stay, ratings, photos, and other tourist information, go to the Naples trip itinerary builder.

Ride a ferry from Capri to Naples in 1.5 hours. Traveling from Capri in January, expect a bit cooler with lows of 42°F in Naples. Cap off your sightseeing on the 22nd (Sat) early enough to catch the train to Rome.

Things to do in Naples

Historic Sites · Museums · Parks · Outdoors

Side Trips

Rome

— 8 nights

Eternal City

Aptly nicknamed the Eternal City, Rome is the birthplace of the Roman Empire, one of the world's greatest civilizations ever.
Get some historical perspective at Colosseum and Palatine Hill. Satisfy your inner culture vulture at Pantheon and St. Peter's Basilica. Dedicate the 29th (Sat) to wine at some of the top wineries in the area. There's still lots to do: explore the world behind art at Vatican Museums, wander the streets of Trastevere, make a trip to St. Peter's Square, and take an in-depth tour of Musei Capitolini.

To see maps, photos, more things to do, and more tourist information, refer to the Rome trip app.

You can take a train from Naples to Rome in 2 hours. Alternatively, you can drive; or fly. January in Rome sees daily highs of 55°F and lows of 39°F at night. Finish your sightseeing early on the 30th (Sun) so you can drive to Assisi.

Things to do in Rome

Historic Sites · Museums · Wineries · Tours

Side Trip

Assisi

— 5 nights

City of Peace

Rich in culture and religious tradition, Assisi is known as the birthplace of St.
Let the collections at Museo della Porziuncola and Collegio del Cambio capture your imagination. Get some cultural insight at Basilica Papale e Sacro Convento di San Francesco d'Assisi and Museo del Pianoforte Storico e del Suono. You'll find plenty of places to visit near Assisi: Perugia (Museo-Laboratorio di Tessitura a Mano Giuditta Brozzetti & Galleria Nazionale dell'Umbria), The Spa at Palazzo Brandano (in Petroio) and Vineria del Carmine (in La Bruna). And it doesn't end there: learn about winemaking at Tili Vini Societa Agricola, explore the historical opulence of Rocca Maggiore, take in the architecture and atmosphere at San Damiano, and explore the ancient world of Roman Forum and Archaeological Museum.

To find maps, photos, where to stay, and more tourist information, refer to the Assisi road trip site.

Traveling by car from Rome to Assisi takes 2.5 hours. Alternatively, you can take a train; or take a bus. Traveling from Rome in January, expect nights in Assisi to be about the same, around 36°F, while days are little chillier, around 49°F. Wrap up your sightseeing on the 4th (Fri) early enough to drive to Florence.

Things to do in Assisi

Historic Sites · Museums · Wineries · Spas

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.
Get a sense of the local culture at Cathedral of Santa Maria del Fiore and Piazzale Michelangelo. Appreciate the collections at Florence Academy of Fine Arts and Palazzo Pubblico and Museo Civico. Explore the numerous day-trip ideas around Florence: Winery Solaria Patrizia Cencioni (in Montalcino) and Siena (Centro Storico di Siena, Duomo di Siena, &more). There's much more to do: take in panoramic vistas at Campanile di Giotto, appreciate the extensive heritage of Piazza della Signoria, contemplate in the serene atmosphere at The Baptistery of St. John, and ponder the world of politics at Museo Nazionale del Bargello.

For photos, maps, and other tourist information, read our Florence vacation builder website.

Traveling by car from Assisi to Florence takes 2.5 hours. Alternatively, you can take a train. In February in Florence, expect temperatures between 54°F during the day and 40°F at night. Finish your sightseeing early on the 10th (Thu) to allow enough time to drive to Cinque Terre.

Things to do in Florence

Historic Sites · Museums · Wineries · Parks

Side Trips

Cinque Terre

— 3 nights

Italian Riviera

Made up of five picturesque towns on the Ligurian coast, Cinque Terre is Italy's answer to the French Riviera.
Basilica di Santa Maria di Castello and Chiesa di San Lorenzo are good opportunities to explore the local culture. Step out of the city life by going to Baia del Silenzio and Spiaggia di Fegina. Change things up with a short trip to Bagno Maurizio in Viareggio (about 1h 30 min away). Next up on the itinerary: trek along Trail 531 Riomaggiore to Manarola.

For maps, reviews, and tourist information, read Cinque Terre trip itinerary planning tool.

You can drive from Florence to Cinque Terre in 2.5 hours. Another option is to take a train. Expect a daytime high around 55°F in February, and nighttime lows around 41°F. Wrap up your sightseeing on the 13th (Sun) early enough to travel to Folgarida.

Things to do in Cinque Terre

Outdoors · Parks · Beaches · Historic Sites

Side Trips

Folgarida

— 1 night
On the 14th (Mon), stroll through Skiarea Campiglio - Folgarida Marilleva, then hit the slopes at Scuola Italiana Sci e Snowboard Folgarida Dimaro, and then hit the slopes at Scuola Italiana di Sci Azzurra.

To see reviews, more things to do, and more tourist information, go to the Folgarida day trip planner.

Traveling by car from Cinque Terre to Folgarida takes 5.5 hours. Expect slightly colder temperatures when traveling from Cinque Terre in February; daily highs in Folgarida reach 50°F and lows reach 33°F. Wrap up your sightseeing on the 14th (Mon) to allow time to travel to Andalo.

Things to do in Folgarida

Outdoors · Winter Sports · Parks · Classes

Andalo

— 2 nights
Andalo is a comune in Trentino in north Italy, with some 1,050 inhabitants in 2010. On the 15th (Tue), stay fit while traveling at Centro Benessere Hedone, then learn about winemaking at Cantina A. Martinelli 1860, and then gear up at Scuola Italiana di Sci & Snowboard Kristal.

To find maps, traveler tips, photos, and tourist information, use the Andalo travel app.

You can drive from Folgarida to Andalo in 1.5 hours. Expect a daytime high around 50°F in February, and nighttime lows around 33°F. On the 16th (Wed), you'll travel to Verona.

Things to do in Andalo

Spas · Outdoors · Classes · Winter Sports

Side Trips

Verona

— 6 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.
Arena di Verona and Piazza delle Erbe are good opportunities to explore the local culture. Visit Museo di Castelvecchio and Basilica di Sant'Andrea di Mantova for their historical value. Venture out of the city with trips to Palazzo Ducale di Mantova (in Mantua), Montana Wellness (in Vason) and Acetaia Giuseppe Giusti (in Modena). The adventure continues: pause for some serene contemplation at Basilica di San Zeno Maggiore, make a trip to Piazza dei Signori, examine the collection at Casa di Giulietta, and contemplate the long history of Verona's Cathedral (Duomo).

For reviews, ratings, where to stay, and tourist information, go to the Verona driving holiday planning website.

Traveling by car from Andalo to Verona takes 2 hours. Alternatively, you can do a combination of bus and train; or take a bus. In February, daytime highs in Verona are 48°F, while nighttime lows are 34°F. Cap off your sightseeing on the 22nd (Tue) early enough to go by car to Milan.

Things to do in Verona

Historic Sites · Museums · Shopping · Neighborhoods

Side Trips

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.
Popular historic sites such as Duomo di Milano and Chiesa di San Maurizio al Monastero Maggiore are in your itinerary. Your cultural itinerary includes sights like Pinacoteca Ambrosiana and Museo Egizio. Venture out of the city with trips to Museo Nazionale del Cinema (in Turin), Tempio Civico della Beata Vergine Incoronata (in Lodi) and La Citta Alta (in Bergamo). And it doesn't end there: do a tasting at Cantina Fontechiara, admire the masterpieces at Museo Poldi Pezzoli, admire the landmark architecture of Galleria Vittorio Emanuele II, and take an in-depth tour of Basilica di Sant'Ambrogio.

For traveler tips, where to stay, photos, and more tourist information, read Milan vacation planner.

Traveling by car from Verona to Milan takes 2 hours. Alternatively, you can take a train. In February, daytime highs in Milan are 48°F, while nighttime lows are 35°F. Finish your sightseeing early on the 28th (Mon) to allow enough time to fly back home.

Things to do in Milan

Museums · Historic Sites · Wineries · Shopping

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.