19 days in Italy Itinerary

Aptly nicknamed the Eternal City, Rome is the birthplace of the Roman Empire, one of the world's greatest civilizations ever.

Rome is known for historic sites, sightseeing, and nightlife. Your trip includes some of its best attractions: explore the ancient world of Pantheon, ponder the design of Trevi Fountain, explore the world behind art at Vatican Museums, and steep yourself in history at Palatine Hill.

To find more things to do, other places to visit, traveler tips, and more tourist information, read Rome trip tool.

Toronto, Canada to Rome is an approximately 13-hour flight. Traveling from Toronto to Rome, you'll lose 6 hours due to the time zone difference. Expect somewhat warmer temperatures when traveling from Toronto in May; daily highs in Rome reach 28°C and lows reach 17°C. Finish up your sightseeing early on the 22nd (Mon) so you can catch the train to Naples.

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 23rd (Tue): steep yourself in history at Parco Acheologico di Ercolano, then delve into the distant past at Pompeii Archaeological Park, then stroll the grounds of Catacombe di San Gennaro, and finally take in the architecture and atmosphere at Duomo di Napoli.

To find maps, reviews, photos, and tourist information, read Naples trip planner.

Traveling by train from Rome to Naples takes 2 hours. Alternatively, you can drive; or fly. In May, daily temperatures in Naples can reach 27°C, while at night they dip to 17°C. Wrap up your sightseeing on the 24th (Wed) to allow time to drive to Amalfi.

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.

Change things up with these side-trips from Amalfi: Positano (Il Sentiero Degli Dei & Boat Tours & Water Sports). There's lots more to do: admire the natural beauty at Villa Cimbrone Gardens, admire the sheer force of Valle delle Ferriere, examine the collection at Museo della Carta, and Head underground at Cave of Smeraldo.

To find reviews, maps, ratings, and more tourist information, use the Amalfi trip itinerary planner.

Getting from Naples to Amalfi by car takes about 1.5 hours. Other options: take a bus; or do a combination of train and bus. Expect somewhat warmer evenings in Amalfi when traveling from Naples in May, with lows around 21°C. Wrap up your sightseeing on the 26th (Fri) to allow time to travel to Florence.

Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.

On the 27th (Sat), browse the eclectic array of goods at Mercato Centrale, admire the masterpieces at Florence Academy of Fine Arts, pause for some serene contemplation at Basilica of Santa Croce, then admire the masterpieces at Pitti Palace, and finally take in the spiritual surroundings of The Baptistery of St. John. Keep things going the next day: appreciate the extensive heritage of Piazza della Signoria, snap pictures at Ponte Vecchio, don't miss a visit to Piazzale Michelangelo, then appreciate the history behind Campanile di Giotto, then take in the spiritual surroundings of Cathedral of Santa Maria del Fiore, and finally get to know the fascinating history of Piazza del Duomo.

To find photos, where to stay, reviews, and more tourist information, use the Florence tour website.

Getting from Amalfi to Florence by combination of taxi and train takes about 4.5 hours. Other options: drive; or do a combination of bus and train. Traveling from Amalfi in May, you can expect nighttime temperatures to be slightly colder in Florence, with lows of 13°C. Finish your sightseeing early on the 29th (Mon) so you can drive to Cinque Terre.

Made up of five picturesque towns on the Ligurian coast, Cinque Terre is Italy's answer to the French Riviera.

You'll find plenty of places to visit near Cinque Terre: Passeggiata Anita Garibaldi a Nervi (in Genoa), Portovenere (in Porto Venere) and Baia del Silenzio (in Sestri Levante). There's still lots to do: look for all kinds of wild species at Enjoy Cinqueterre Boat Tours, tour the pleasant surroundings at Footpath Monterosso - Vernazza, get into the urban bustle at Vernazza, and appreciate the extensive heritage of Cinque Terre Trails.

For other places to visit, maps, reviews, and more tourist information, use the Cinque Terre day trip planning website.

You can drive from Florence to Cinque Terre in 2.5 hours. Alternatively, you can take a train. In May in Cinque Terre, expect temperatures between 25°C during the day and 13°C at night. Cap off your sightseeing on the 1st (Thu) early enough to go by car to Venice.

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.

On the 1st (Thu), pause for some photo ops at Punta della Dogana, take in the architecture and atmosphere at Basilica di Santa Maria della Salute, then appreciate the extensive heritage of Piazza San Marco, then admire the striking features of Basilica di San Marco, and finally admire the masterpieces at Peggy Guggenheim Collection. Keep things going the next day: explore the activities along Canal Grande, snap pictures at Ponte di Rialto, contemplate the long history of St Mark's Campanile, then browse the exhibits of Doge's Palace, then snap pictures at Ponte dei Sospiri, and finally take in the spiritual surroundings of Chiesa di San Zaccaria.

To see other places to visit, where to stay, maps, and tourist information, use the Venice trip maker website.

Drive from Cinque Terre to Venice in 4.5 hours. Alternatively, you can fly; or take a train. June in Venice sees daily highs of 32°C and lows of 20°C at night. Wrap up your sightseeing on the 3rd (Sat) early enough to drive to Verona.

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.

Explore Verona's surroundings by going to Gardaland Park (in Castelnuovo del Garda), Valeggio Sul Mincio (Borghetto sul Mincio & Parco Giardino Sigurta) and Mountbaldo (in Malcesine). There's still lots to do: catch a live performance at Arena di Verona, take in the architecture and atmosphere at Chiesa di San Zeno in Oratorio, contemplate in the serene atmosphere at Basilica di San Zeno Maggiore, and shop like a local with Piazza delle Erbe.

To find traveler tips, other places to visit, maps, and tourist information, refer to the Verona road trip planning tool.

Traveling by car from Venice to Verona takes 1.5 hours. Alternatively, you can take a shuttle; or take a train. In June, plan for daily highs up to 34°C, and evening lows to 20°C. Finish up your sightseeing early on the 5th (Mon) so you can go by car to Milan.

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.

On the 6th (Tue), pause for some photo ops at Monumento a San Carlo Borromeo.

Plan my day in Milan using traveler tips and tourist information provided by Inspirock.

You can drive from Verona to Milan in 2 hours. Alternatively, you can take a train. June in Milan sees daily highs of 33°C and lows of 20°C at night. On the 6th (Tue), you'll have the morning to explore before heading back home.