31 days in Italy Itinerary

31 days in Italy Itinerary

Created using Inspirock Italy trip itinerary planner

Plan created by another user. Make it yours
Fly
1
Venice
— 4 nights
Fly
2
Rome
— 5 nights
Train
3
Naples
— 5 nights
Drive
4
Amalfi
— 4 nights
Drive
5
Assisi
— 4 nights
Drive
6
Florence
— 4 nights
Train
7
Milan
— 3 nights
Fly

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4
nights
Venice

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.
Get some historical perspective at Passeggiata lungo la restera and Chiesa di San Giacomo di Rialto. Museum-lovers will get to explore Poli Museo della Grappa and Natural History Museum. Get out of town with these interesting Venice side-trips: Piazza Castello (in Marostica), Centro Storico di Treviso (in Treviso) and Villa Contarini (in Piazzola sul Brenta). There's much more to do: pause for some serene contemplation at Santa Maria dei Miracoli, appreciate the extensive heritage of Via Garibaldi, explore the world behind art at Museo Querini Stampalia, and contemplate in the serene atmosphere at Chiesa di San Zaccaria.

To see other places to visit, more things to do, maps, and more tourist information, go to the Venice sightseeing planner.

Toronto, Canada to Venice is an approximately 11.5-hour flight. The time zone changes from Eastern Standard Time to Central European Standard Time, which is usually a 6 hour difference. Expect a bit warmer temperatures when traveling from Toronto in December; daily highs in Venice reach 11°C and lows reach 1°C. Wrap up your sightseeing on the 5th (Thu) early enough to travel to Rome.

Things to do in Venice

Historic Sites · Museums · Parks · Neighborhoods

Side Trips

Find places to stay Nov 30 — Dec 5:

5
nights
Rome

Eternal City

Aptly nicknamed the Eternal City, Rome is the birthplace of the Roman Empire, one of the world's greatest civilizations ever.
You'll explore the less-touristy side of things at Chiesa di Santa Maria del Popolo and Quartiere San Pellegrino. Basilica di Santa Maria Maggiore and Foro di Cesare will appeal to history buffs. Get out of town with these interesting Rome side-trips: Abbazia di San Martino al Cimino (in San Martino al Cimino), Museo Archeologico Nazionale di Palestrina (in Palestrina) and Cappella di San Lanno (in Vasanello). There's much more to do: learn about all things military at Museo Storico dell'Aeronautica Militare, explore the ancient world of Forum of Augustus, take an in-depth tour of Mercati di Traiano - Museo dei Fori Imperiali, and get a sense of history and politics at Quirinale Palace (Palazzo del Quirinale).

To see traveler tips, maps, more things to do, and tourist information, refer to the Rome road trip tool.

Getting from Venice to Rome by flight takes about 3.5 hours. Other options: take a train; or drive. While traveling from Venice, expect somewhat warmer days and about the same nights in Rome, ranging from highs of 16°C to lows of 4°C. Finish up your sightseeing early on the 10th (Tue) so you can catch the train to Naples.

Things to do in Rome

Historic Sites · Museums · Parks · Neighborhoods

Side Trips

Find places to stay Dec 5 — 10:

5
nights
Naples

Naples is the capital of the Italian region Campania and the third-largest municipality in Italy after Rome and Milan. Museum-lovers will get to explore Chiesa dei Santi Filippo e Giacomo - Complesso Museale dell'Arte della Seta and Complesso Museale Santa Maria delle Anime del Purgatorio ad Arco. Get some cultural insight at San Domenico Maggiore and Tempio di Giove Capitolino. You'll find plenty of places to visit near Naples: Pozzuoli (Rione Terra & Cattedrale di Pozzuoli), Pompeii (Lupanar, House of Menander (Casa del Menandro), &more) and Pietrelcina (Casa Natale di Padre Pio & Convent of Friars Minor Capuchin of Pietrelcina). There's lots more to do: engage your brain at MUSA - Museo Universitario delle Scienze e delle Arti, pause for some serene contemplation at Chiesa di Santa Maria la Scala, contemplate the long history of La Terrazza di M. Nonio Balbo, and take an in-depth tour of Museo delle Torture.

For traveler tips, other places to visit, photos, and more tourist information, use the Naples trip itinerary builder app.

Traveling by train from Rome to Naples takes 2 hours. Alternatively, you can drive; or fly. In December, daily temperatures in Naples can reach 17°C, while at night they dip to 6°C. Finish your sightseeing early on the 15th (Sun) to allow enough time to drive to Amalfi.

Things to do in Naples

Historic Sites · Museums · Neighborhoods · Childrens Museums

Side Trips

Find places to stay Dec 10 — 15:

4
nights
Amalfi

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.
Ceramiche Cosmolena di Margherita di Palma and Museo della Carta will appeal to museum buffs. You'll discover tucked-away gems like Badia della Santissima Trinita' and Ruga Nova Mercatorum (Via dei Mercanti). Take a break from Amalfi with a short trip to Bagni d'Arienzo Beach Club, Positano in Positano, about 44 minutes away. The adventure continues: take in the spiritual surroundings of Cloister del Paradiso, appreciate the extensive heritage of Centro Storico, look for all kinds of wild species at Valle delle Ferriere, and take some stellar pictures from Torre dello Ziro.

To see photos, reviews, and other tourist information, use the Amalfi road trip planning website.

You can drive from Naples to Amalfi in 1.5 hours. Alternatively, you can take a bus; or do a combination of train and bus. Traveling from Naples in December, Amalfi is a bit warmer at night with lows of 11°C. Cap off your sightseeing on the 19th (Thu) early enough to go by car to Assisi.

Things to do in Amalfi

Outdoors · Parks · Historic Sites · Nature

Side Trips

Find places to stay Dec 15 — 19:

4
nights
Assisi

City of Peace

Rich in culture and religious tradition, Assisi is known as the birthplace of St.
Eschew the tourist crowds and head to Centro Storico and Palazzo della Corgna - Palazzo Ducale. Your inner history buff will appreciate Piazza Superiore di San Francesco and Parrocchia Santa Maria Maggiore - Frati Cappuccini Assisi. Get out of town with these interesting Assisi side-trips: Azienda Agricola Leuta (in Pietraia) and Museo Diocesano (in Cortona). The adventure continues: do a tasting at Tili Vini Societa Agricola, contemplate in the serene atmosphere at Oratorio dei Pellegrini, make a trip to Oratorio S. Francesco Piccolino, and take in the architecture and atmosphere at Monastero di San Giuseppe.

To find reviews, where to stay, and other tourist information, you can read our Assisi trip itinerary maker site.

You can drive from Amalfi to Assisi in 4.5 hours. Other options are to do a combination of taxi and train; or take a bus. Prepare for little chillier weather when traveling from Amalfi in December: high temperatures in Assisi hover around 11°C and lows are around 2°C. Finish your sightseeing early on the 23rd (Mon) to allow enough time to drive to Florence.

Things to do in Assisi

Historic Sites · Wineries · Museums · Shopping

Side Trips

Find places to stay Dec 19 — 23:

4
nights
Florence

Birthplace of the Italian Renaissance

Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
Your inner history buff will appreciate Duomo di San Gimignano and Torre e Casa Campatelli. Museum-lovers will get to explore Corridoio Vasariano and San Gimignano 1300. Explore the numerous day-trip ideas around Florence: Piazza del Duomo (in San Gimignano) and Accademia del Buon Gusto (in Panzano in Chianti). The adventure continues: admire the masterpieces at Palazzo Strozzi, take in the spiritual surroundings of Church of Santa Felicita, explore the activities along Arno, and examine the collection at Cappella Brancacci.

To find photos, other places to visit, more things to do, and tourist information, you can read our Florence trip itinerary builder tool.

Traveling by car from Assisi to Florence takes 2.5 hours. Alternatively, you can take a train. In December, plan for daily highs up to 15°C, and evening lows to 4°C. Finish your sightseeing early on the 27th (Fri) so you can take a train to Milan.

Things to do in Florence

Museums · Historic Sites · Childrens Museums · Parks

Side Trips

Find places to stay Dec 23 — 27:

3
nights
Milan

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.
Get some cultural insight at Basilica di San Babila and Memoriale Della Shoah Di Milano. Your inner history buff will appreciate Palazzo Marino and Chiesa di San Vittore. Explore Milan's surroundings by going to Museo Fratelli Cozzi Alfa Romeo (in Legnano) and Piazza Motta (in Orta San Giulio). There's lots more to do: enjoy some music at La Casa Maledetta, examine the collection at Palazzo Morando, take in nature's colorful creations at Casa Degli Atellani - La Vigna Di Leonardo, and contemplate the long history of Palazzo Clerici.

For more things to do, maps, ratings, and more tourist information, you can read our Milan itinerary site.

You can take a train from Florence to Milan in 2.5 hours. Other options are to drive; or fly. Plan for little chillier temperatures traveling from Florence in December, with highs in Milan at 9°C and lows at 1°C. Cap off your sightseeing on the 30th (Mon) early enough to travel back home.

Things to do in Milan

Historic Sites · Museums · Nightlife · Fun & Games

Side Trips

Find places to stay Dec 27 — 30:

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.