53 days in Italy Itinerary

53 days in Italy Itinerary

Created using Inspirock Italy visit planner
Make it your trip
Fly
1
Rome
— 6 nights
Drive
2
Siena
— 6 nights
Drive
3
Florence
— 6 nights
Train
4
Milan
— 6 nights
Drive
5
Verona
— 5 nights
Drive
6
Venice
— 6 nights
Fly
7
Amalfi
— 6 nights
Drive
8
Sorrento
— 5 nights
Drive
9
Naples
— 6 nights
Fly

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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.
Change things up with these side-trips from Rome: Macchina di Santa Rosa (in Viterbo) and Villa d'Este (in Tivoli). And it doesn't end there: delve into the distant past at Colosseum, let your taste buds guide you at a local gastronomic tour, take in the architecture and atmosphere at Pantheon, and contemplate the long history of Roman Forum.

To find maps, other places to visit, traveler tips, and more tourist information, go to the Rome online trip itinerary planner.

Jerusalem, Israel to Rome is an approximately 7-hour flight. Due to the time zone difference, you'll gain 1 hour traveling from Jerusalem to Rome. Traveling from Jerusalem in October, things will get slightly colder in Rome: highs are around 26°C and lows about 15°C. Finish your sightseeing early on the 7th (Fri) to allow enough time to drive to Siena.
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Historic Sites · Tours · Museums · Neighborhoods
Side Trips

Siena — 6 nights

Cultural Heart of Tuscany

Siena, a medieval Tuscan city, features numerous attractions, including a historic town center, alleyways, towers, and well-preserved buildings.
Explore the numerous day-trip ideas around Siena: Wild Foods Italy (in Montefalco), Castello Monte Vibiano Vecchio (in Mercatello) and Museo-Laboratorio di Tessitura a Mano Giuditta Brozzetti (in Perugia). The adventure continues: learn about winemaking at Guardastelle Vineyard, get engrossed in the history at Roman Forum and Archaeological Museum, explore the galleries of Palazzo Pubblico and Museo Civico, and gain insight at Scuola di Cucina di Lella.

To find photos, reviews, more things to do, and more tourist information, read Siena trip planner.

You can drive from Rome to Siena in 2.5 hours. Other options are to take a bus; or take a train. In October, daytime highs in Siena are 26°C, while nighttime lows are 15°C. Finish up your sightseeing early on the 13th (Thu) so you can go by car to Florence.
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Wineries · Tours · Historic Sites · Museums
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.
You'll find plenty of places to visit near Florence: Le mura di Lucca (in Lucca) and Pisa (Leaning Tower of Pisa & Piazza dei Miracoli). The adventure continues: explore the world behind art at Florence Academy of Fine Arts, snap pictures at Ponte Vecchio, steep yourself in history at Basilica of Santa Croce, and take in panoramic vistas at Campanile di Giotto.

To find maps, photos, more things to do, and more tourist information, read our Florence vacation website.

Drive from Siena to Florence in 1.5 hours. Alternatively, you can take a bus; or take a train. October in Florence sees daily highs of 25°C and lows of 14°C at night. Cap off your sightseeing on the 19th (Wed) early enough to catch the train to Milan.
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Historic Sites · Tours · Museums · Wineries
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.
Explore Milan's surroundings by going to La Ca Di Radio Vecc (in Bellano), Varenna (Il Tornio, Villa Monastero, &more) and Bellagio (Kayaking & Canoeing, I Giardini di Villa Melzi, &more). The adventure continues: contemplate in the serene atmosphere at Duomo di Milano, admire the striking features of Villa Olmo, stroll the grounds of Monumental Cemetery, and browse the different shops at Galleria Vittorio Emanuele II.

To find other places to visit, ratings, photos, and tourist information, read Milan sightseeing planner.

Traveling by train from Florence to Milan takes 2.5 hours. Alternatively, you can drive; or take a bus. While traveling from Florence, expect a bit cooler days and about the same nights in Milan, ranging from highs of 21°C to lows of 13°C. Wrap up your sightseeing on the 25th (Tue) early enough to drive to Verona.
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Historic Sites · Museums · Parks · Shopping
Side Trips

Verona — 5 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.
Get out of town with these interesting Verona side-trips: Garda (Lago di Garda & La Rocca) and Gardaland Park (in Castelnuovo del Garda). And it doesn't end there: see a show at Arena di Verona, explore the historical opulence of Piazzale Castel San Pietro, contemplate in the serene atmosphere at Basilica di San Zeno Maggiore, and make a trip to Piazza Bra.

For traveler tips, reviews, photos, and tourist information, use the Verona trip itinerary builder website.

Traveling by car from Milan to Verona takes 2 hours. Alternatively, you can take a train. In October, daily temperatures in Verona can reach 22°C, while at night they dip to 11°C. Finish your sightseeing early on the 30th (Sun) to allow enough time to drive to Venice.
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Historic Sites · Parks · Outdoors · Theme Parks
Side Trips

Venice — 6 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.
You'll find plenty of places to visit near Venice: Padua (Chiesa degli Eremitani - World Heritage Site, Scrovegni Chapel, &more). There's much more to do: contemplate the waterfront views at Canal Grande, admire the landmark architecture of Basilica di San Marco, snap pictures at Ponte di Rialto, and explore the galleries of Peggy Guggenheim Collection.

For photos, maps, reviews, and tourist information, use the Venice trip builder site.

You can drive from Verona to Venice in 1.5 hours. Alternatively, you can take a shuttle; or take a train. Expect a daytime high around 22°C in October, and nighttime lows around 12°C. Cap off your sightseeing on the 5th (Sat) early enough to catch the flight to Amalfi.
more
Historic Sites · Museums · Tours · Neighborhoods
Side Trip

Amalfi — 6 nights

Painted Town

Known for its impressive hillside cascade of colorful stone buildings down to the Mediterranean shore, Amalfi is the cultural and commercial heart of southern Italy's Amalfi Coast.
Explore the numerous day-trip ideas around Amalfi: Societa Agricola Tenuta San Francesco - S.R.L. (in Tramonti), Positano (Le Ali nel Vento - Birds of Prey Experience & Il Sentiero Degli Dei) and Praiano (Parrocchia Di San Gennaro & Torre di Grado). There's still lots to do: admire the landmark architecture of Villa Rufolo, view the masterpieces at Ceramiche Cosmolena di Margherita di Palma, take in nature's colorful creations at Villa Cimbrone Gardens, and take in the spiritual surroundings of Duomo di Ravello.

Plan trip to Amalfi with our itinerary maker to find out where to go and what to do.

Fly from Venice to Amalfi in 3 hours. Alternatively, you can do a combination of train and taxi; or drive. Prepare for somewhat warmer weather when traveling from Venice in November: high temperatures in Amalfi hover around 21°C and lows are around 17°C. Finish your sightseeing early on the 11th (Fri) so you can drive to Sorrento.
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Outdoors · Parks · Tours · Historic Sites
Side Trips

Sorrento — 5 nights

Land of the Sirens

A lovely town easily accessible from almost anywhere in the country, Sorrento overlooks the Bay of Naples and sits right on the Amalfi Drive.
You'll find plenty of places to visit near Sorrento: Positano (Positano, Fornillo, &more) and Museo della Ceramica Alfonso Tafuri (in Salerno). There's much more to do: let your taste buds guide you at a local gastronomic tour, don't miss a visit to Corso Italia, take in the spiritual surroundings of Arciconfraternita della Santissima Annunziata e del Santissimo Rosario, and relax in the rural setting at La Masseria Farm Experience.

To see maps, ratings, reviews, and tourist information, you can read our Sorrento trip maker tool.

You can drive from Amalfi to Sorrento in 1.5 hours. Alternatively, you can ride a ferry; or take a bus. In November in Sorrento, expect temperatures between 20°C during the day and 15°C at night. Wrap up your sightseeing on the 16th (Wed) early enough to drive to Naples.
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Historic Sites · Parks · Outdoors · Tours
Side Trips

Naples — 6 nights

Naples is the capital of the Italian region Campania and the third-largest municipality in Italy after Rome and Milan. Get out of town with these interesting Naples side-trips: Salerno (Medieval Aqueduct & Speed Boats Tours), Raito (Villa Guariglia & Le Vigne di Raito) and Convento di Santa Maria a Castro (in Praiano). The adventure continues: steep yourself in history at Pompeii Archaeological Park, take in the architecture and atmosphere at Duomo di Napoli, view the masterpieces at Sol’Art Ceramiche, and explore the different monuments and memorials at Catacombe di San Gennaro.

For photos, maps, reviews, and more tourist information, refer to the Naples online holiday planner.

Getting from Sorrento to Naples by car takes about 1.5 hours. Other options: ride a ferry; or take a train. Expect slightly colder evenings in Naples when traveling from Sorrento in November, with lows around 11°C. Cap off your sightseeing on the 22nd (Tue) early enough to catch the flight back home.
more
Historic Sites · Tours · Museums · Outdoors
Side Trips

Italy travel guide

4.6
Landmarks · Ruins · Beaches
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.
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