33 days in Italy Itinerary

33 days in Italy Itinerary

Created using Inspirock Italy visit planner
Make it your trip
Fly
1
Milan
— 4 nights
Train
2
Verona
— 3 nights
Train
3
Venice
— 3 nights
Train
4
Bologna
— 3 nights
Train
5
Florence
— 3 nights
Train
6
Cinque Terre
— 3 nights
Train
7
Salerno
— 4 nights
Train
8
Sorrento
— 3 nights
Ferry
9
Capri, Island of Capri
— 1 night
Ferry
10
Naples
— 2 nights
Train
11
Rome
— 1 night
Fly

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Milan — 4 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.
You've now added Lake Como Day Trip from Milan to your itinerary. There's still lots to do: contemplate in the serene atmosphere at Duomo di Milano.

For reviews, ratings, traveler tips, and other tourist information, refer to the Milan trip website.

New York City, USA to Milan is an approximately 12-hour flight. Due to the time zone difference, you'll lose 6 hours traveling from New York City to Milan. Plan for a bit cooler nights when traveling from New York City in September since evenings lows in Milan dip to 57°F. Wrap up your sightseeing on the 8th (Fri) early enough to drive to Verona.
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Tours · Historic Sites
Side Trip
Find places to stay Sep 4 — 8:
Highlights from your trip

Verona — 3 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: Gardaland Park (in Castelnuovo del Garda), Sirmione (Castello Scaligero & Spa Termale Aquaria) and Lago di Garda (in Garda). There's still lots to do: see a show at Arena di Verona, don't miss a visit to Piazza Bra, enjoy breathtaking views from Torre dei Lamberti, and admire the natural beauty at Parco Giardino Sigurta.

To see maps, ratings, photos, and more tourist information, you can read our Verona route maker site.

You can drive from Milan to Verona in 2 hours. Another option is to take a train. Expect a daytime high around 78°F in September, and nighttime lows around 58°F. Wrap up your sightseeing on the 11th (Mon) early enough to drive to Venice.
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Historic Sites · Parks · Nature · Spas
Side Trips
Find places to stay Sep 8 — 11:

Venice — 3 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.
Venture out of the city with trips to Padua (Scrovegni Chapel, Chiesa degli Eremitani - World Heritage Site, &more). And it doesn't end there: contemplate the waterfront views at Canal Grande, take in the views from Ponte di Rialto, take in the architecture and atmosphere at Basilica di Santa Maria della Salute, and admire the striking features of St Mark's Campanile.

To see photos, more things to do, and more tourist information, you can read our Venice travel route website.

Traveling by car from Verona to Venice takes 1.5 hours. Alternatively, you can take a shuttle; or take a train. September in Venice sees daily highs of 77°F and lows of 59°F at night. Finish your sightseeing early on the 14th (Thu) so you can drive to Bologna.
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Side Trip
Find places to stay Sep 11 — 14:

Bologna — 3 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.
Kick off your visit on the 15th (Fri): step into the grandiose world of Castello Estense, see the interesting displays at MEF-Museo Enzo Ferrari, then examine the collection at Acetaia Giuseppe Giusti, and finally take in the spiritual surroundings of Duomo di Modena. On the 16th (Sat), you'll have a packed day of sightseeing: take in the architecture and atmosphere at Basilica di San Petronio, contemplate in the serene atmosphere at Chiesa di Santa Maria della Vita, don't miss a visit to Piazza Maggiore, then don't miss a visit to Le Due Torri Torre degli Asinell, then take in the architecture and atmosphere at Chiesa di San Giacomo Maggiore, and finally pause for some serene contemplation at Basilica - Santuario di Santo Stefano.

For reviews, traveler tips, ratings, and more tourist information, read our Bologna trip itinerary builder app.

Getting from Venice to Bologna by car takes about 2 hours. Other options: take a train. In September, plan for daily highs up to 78°F, and evening lows to 59°F. Cap off your sightseeing on the 17th (Sun) early enough to catch the train to Florence.
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Historic Sites · Museums · Breweries & Distilleries
Side Trips
Find places to stay Sep 14 — 17:

Florence — 3 nights

Birthplace of the Italian Renaissance

Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
When in Florence, make a side trip to see Leaning Tower of Pisa in Pisa, approximately Pisa away. The adventure continues: explore the world behind art at Florence Academy of Fine Arts, enjoy breathtaking views from Campanile di Giotto, take in the views from Ponte Vecchio, and take in the architecture and atmosphere at Basilica of Santa Croce.

To see where to stay, reviews, more things to do, and tourist information, use the Florence trip planner.

You can take a train from Bologna to Florence in 1.5 hours. Alternatively, you can drive; or take a bus. In September, plan for daily highs up to 78°F, and evening lows to 59°F. Finish up your sightseeing early on the 20th (Wed) so you can go by car to Cinque Terre.
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Historic Sites · Museums · Parks · Shopping
Side Trip
Find places to stay Sep 17 — 20:

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.
Venture out of the city with trips to Pista Ciclopedonale Levanto - Framura (in Levanto), Parco Naturale Regionale di Porto Venere (in La Spezia) and Porto Venere (Portovenere & Palazzata a Mare). There's much more to do: discover the deep blue sea with 5 Terre Pelagos Boat Tours, get into the urban bustle at Vernazza, trek along Footpath Monterosso - Vernazza, and head outdoors with Cinque Terre Trails.

To find traveler tips, more things to do, photos, and more tourist information, you can read our Cinque Terre trip planner.

You can drive from Florence to Cinque Terre in 2.5 hours. Alternatively, you can take a train. In September in Cinque Terre, expect temperatures between 78°F during the day and 59°F at night. Wrap up your sightseeing on the 23rd (Sat) early enough to fly to Salerno.
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Parks · Outdoors · Trails · Nature
Side Trips
Find places to stay Sep 20 — 23:

Salerno — 4 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.
Explore the numerous day-trip ideas around Salerno: Duomo di Sant'Andrea (in Amalfi) and Ravello (Duomo di Ravello, Villa Rufolo, &more). On the 24th (Sun), spend a thrilling day on the water with a speed boat tour. Next up on the itinerary: look for gifts at La Bottega di Marilu', take in the architecture and atmosphere at Duomo di Salerno, examine the collection at Museo Diocesano San Matteo di Salerno, and explore the world behind art at Museo della Ceramica Alfonso Tafuri.

To see reviews, traveler tips, more things to do, and other tourist information, go to the Salerno trip planner.

Getting from Cinque Terre to Salerno by flight takes about 3 hours. Other options: drive; or take a train. Plan for a bit warmer nights when traveling from Cinque Terre in September since evenings lows in Salerno dip to 70°F. Cap off your sightseeing on the 27th (Wed) early enough to go by car to Sorrento.
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Outdoors · Transportation · Tours · Historic Sites
Side Trips
Find places to stay Sep 23 — 27:

Sorrento — 3 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.
Change things up with these side-trips from Sorrento: Positano (Church of Santa Maria Assunta, Il Sentiero Degli Dei, &more). The adventure continues: pause for some serene contemplation at Cattedrale di Sorrento, stroll through Villa di Pollio Felice - Bagni della Regina Giovanna, don't miss a visit to Piazza Tasso, and contemplate in the serene atmosphere at St Francis Church and Convent.

To see maps, traveler tips, more things to do, and more tourist information, read our Sorrento online itinerary planner.

You can drive from Salerno to Sorrento in 1.5 hours. Alternatively, you can take a train; or take a bus. In September in Sorrento, expect temperatures between 80°F during the day and 68°F at night. Cap off your sightseeing on the 30th (Sat) early enough to catch the ferry to Capri.
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Outdoors · Parks · Historic Sites · Beaches
Side Trip
Find places to stay Sep 27 — 30:

Capri, Island of Capri — 1 night

The island of Capri encompasses all the magical allure of the Mediterranean--dramatic blue waters, lush mountainous landscape, and picturesque island villages.
On the 30th (Sat), contemplate the waterfront views at Marina Piccola, take some stellar pictures from Monte Solaro, then make a trip to Via Camerelle, then head outdoors with Outdoor Activities, and finally enjoy the sand and surf at Marina Grande Public Beach. Here are some ideas for day two: trek along Fortini Coastal Walk, explore the fascinating underground world of Blue Grotto, take an in-depth tour of Villa San Michele, take some stellar pictures from Belvedere Cannone, then admire the natural beauty at Giardini di Augusto, and finally take in the dramatic natural features at I Faraglioni.

For where to stay, traveler tips, more things to do, and tourist information, read Capri tour planning site.

Traveling by ferry from Sorrento to Capri takes an hour. In September in Capri, expect temperatures between 80°F during the day and 68°F at night. Finish your sightseeing early on the 1st (Sun) to allow enough time to ride a ferry to Naples.
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Parks · Outdoors · Nature · Beaches
Side Trip
Find places to stay Sep 30 — Oct 1:

Naples — 2 nights

Naples is the capital of the Italian region Campania and the third-largest municipality in Italy after Rome and Milan. Start off your visit on the 2nd (Mon): go for a walk through Lungomare Caracciolo, admire the masterpieces at Museo Cappella Sansevero, then see the interesting displays at Chiesa Museo di Santa Luciella ai Librai, then don't miss a visit to Via San Gregorio Armeno, and finally see the interesting displays at Museo Archeologico Nazionale di Napoli. Here are some ideas for day two: explore the ancient world of Parco Acheologico di Ercolano, then contemplate the geological forces at Vesuvio National Park, and then get to know the fascinating history of Underground Naples.

To see reviews, traveler tips, where to stay, and tourist information, read our Naples itinerary planning tool.

Getting from Capri to Naples by ferry takes about 1.5 hours. Traveling from Capri in October, you can expect nighttime temperatures to be slightly colder in Naples, with lows of 58°F. Finish your sightseeing early on the 3rd (Tue) to allow enough time to take a train to Rome.
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Find places to stay Oct 1 — 3:

Rome — 1 night

Eternal City

Aptly nicknamed the Eternal City, Rome is the birthplace of the Roman Empire, one of the world's greatest civilizations ever.
Kick off your visit on the 4th (Wed): admire the local landmark of Trevi Fountain, take in the architecture and atmosphere at Pantheon, make a trip to Piazza Navona, then contemplate the long history of St. Peter's Basilica, then admire the masterpieces at Museo Nazionale di Castel Sant'Angelo, and finally steep yourself in history at Colosseum.

To see reviews, more things to do, and other tourist information, read our Rome trip itinerary planner.

Traveling by train from Naples to Rome takes 2 hours. Alternatively, you can drive; or fly. In October, daily temperatures in Rome can reach 73°F, while at night they dip to 55°F. Finish your sightseeing early on the 4th (Wed) so you can fly back home.
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Historic Sites · Museums
Side Trip
Find places to stay Oct 3 — 4:

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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