18 days in Italy Itinerary

18 days in Italy Itinerary

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Route & dates

18 days in Italy Itinerary

Start: Toronto
Fly:  12​h 30​min
1
Rome
— 2 nights
Bus:  4​h 30​min
2
Positano
— 3 nights
Bus:  1​h 30​min
3
Naples
— 2 nights
Train:  2​h 45​min
4
Florence
— 3 nights
Train:  2​h 15​min
5
Venice
— 2 nights
Train:  2​h 30​min
6
Milan
— 2 nights
Train:  3​h
7
Rome
— 2 nights
Fly:  12​h 30​min
End: Toronto

2
nights
Rome

Rome ©
Aptly nicknamed the Eternal City, Rome is the birthplace of the Roman Empire, one of the world's greatest civilizations ever.
On the 3rd (Wed), don't miss a visit to Pantheon, look for gifts at Bottega Del Pantheon, then delve into the distant past at Palatine Hill, and finally delve into the distant past at Colosseum. Keep things going the next day: wander the streets of Trastevere, admire the masterpieces at Vatican Museums, and then take a stroll through Via Condotti.

To find other places to visit, ratings, and other tourist information, read our Rome itinerary planner.

Toronto, Canada to Rome is an approximately 12.5-hour flight. You can also do a combination of bus and flight. Due to the time zone difference, you'll lose 6 hours traveling from Toronto to Rome. Traveling from Toronto in April, expect Rome to be a bit warmer, temps between 24°C and 11°C. Wrap up your sightseeing on the 5th (Fri) to allow time to drive to Positano.

Things to do in Rome

Historic Sites Neighborhoods Museums

Side Trip

Vatican Museums
Highlights from your plan
Pantheon ©
Pantheon
Vatican Museums
Vatican Museums
Colosseum ©
Colosseum

3
nights
Positano

Positano ©
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.
Take a break from the city and head to Otium Spa Costa d'Amalfi and Sentiero degli dei (Path of the Gods). Head to Sol’Art Ceramiche and Ceramiche D'Arte Pascalfor some retail therapy. You'll find plenty of places to visit near Positano: Ravello (Villa Cimbrone Gardens & Villa Rufolo) and Duomo di Sant'Andrea (in Amalfi). There's still lots to do: enjoy the sand and surf at Fornillo, Head underground at Grotta di Fornillo, and stroll through Spiaggia Grande.

To see reviews, photos, where to stay, and other tourist information, refer to the Positano vacation planner .

Getting from Rome to Positano by car takes about 3.5 hours. Other options: do a combination of train and subway; or take a bus. Traveling from Rome in April, you can expect nighttime temperatures to be a bit warmer in Positano, with lows of 15°C. Wrap up your sightseeing by early afternoon on the 8th (Mon) to allow time for the car ride to Naples.

Things to do in Positano

Parks Beaches Outdoors

Side Trips

Ravello, Sol’Art Ceramiche, Duomo di Sant'Andrea, Otium Spa Costa d'Amalfi
Highlights from your plan
Sol’Art Ceramiche ©
Sol’Art Ceramiche
Fornillo ©
Fornillo
Villa Cimbrone Gardens ©
Villa Cimbrone Gardens

2
nights
Naples

Naples ©
Naples is the capital of the Italian region Campania and the third-largest municipality in Italy after Rome and Milan. Kick off your visit on the 8th (Mon): listen to music at Keste. Get ready for a full day of sightseeing on the next day: delve into the distant past at Ruins of Herculaneum and then make a trip to Gli Scavi Archeologici di Pompei.

To see where to stay, traveler tips, reviews, and other tourist information, you can read our Naples trip planner.

Traveling by car from Positano to Naples takes 1.5 hours. Alternatively, you can take a bus; or do a combination of bus and subway. In April, plan for daily highs up to 23°C, and evening lows to 13°C. Finish up your sightseeing early on the 10th (Wed) so you can catch the train to Florence.

Things to do in Naples

Historic Sites Museums Nightlife

Side Trips

Pompeii Archaeological Park, Parco Acheologico di Ercolano
Highlights from your plan
Parco Acheologico di Ercolano ©
Parco Acheologico di Ercolano
Pompeii Archaeological Park ©
Pompeii Archaeological Park
Museo Cappella Sansevero ©
Museo Cappella Sansevero

3
nights
Florence

Florence ©
Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
Shop till you drop at Florence Shop 4 It and Mercato Centrale. Get some cultural insight at Academy Of Florence Art Gallery and Pitti Palace. And it doesn't end there: admire the masterpieces at Uffizi Galleries, take some stellar pictures from Piazzale Michelangelo, take in the views from Ponte Vecchio, and appreciate the history behind Campanile di Giotto.

To see maps, reviews, and tourist information, you can read our Florence travel route builder tool .

Traveling by train from Naples to Florence takes 3 hours. Alternatively, you can do a combination of train and flight; or drive. In April, plan for daily highs up to 22°C, and evening lows to 11°C. Wrap up your sightseeing on the 13th (Sat) to allow time to take a train to Venice.

Things to do in Florence

Museums Shopping Historic Sites
Highlights from your plan
Cathedral of Santa Maria del Fiore ©
Gallerie Degli Uffizi ©
Gallerie Degli Uffizi
Academy Of Florence Art Gallery ©
Academy Of Florence Art Gallery

2
nights
Venice

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.
Start off your visit on the 14th (Sun): pause for some serene contemplation at Basilica di San Marco, contemplate the long history of Ponte dei Sospiri, admire the landmark architecture of Doge's Palace, then explore the activities along Canal Grande, then wander the streets of Campo del Ghetto, and finally wander the streets of Cannaregio.

To see photos, reviews, traveler tips, and tourist information, read our Venice online itinerary planner .

You can take a train from Florence to Venice in 2.5 hours. Alternatively, you can drive; or take a bus. In April, daily temperatures in Venice can reach 21°C, while at night they dip to 11°C. On the 15th (Mon), wrap the sightseeing up by early afternoon so you can take a train to Milan.

Things to do in Venice

Historic Sites Neighborhoods Nature
Highlights from your plan
Basilica di San Marco
Basilica di San Marco
Doge's Palace ©
Doge's Palace
Canal Grande ©
Canal Grande

2
nights
Milan

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.
Kick off your visit on the 15th (Mon): admire the striking features of Galleria Vittorio Emanuele II.

To see traveler tips, more things to do, and tourist information, read Milan trip itinerary app .

You can take a train from Venice to Milan in 2.5 hours. Alternatively, you can drive; or do a combination of train and flight. In April, daytime highs in Milan are 22°C, while nighttime lows are 9°C. Finish your sightseeing early on the 17th (Wed) so you can take a train to Rome.

Things to do in Milan

Historic Sites Neighborhoods Shopping
Highlights from your plan
Duomo di Milano ©
Duomo di Milano
Galleria Vittorio Emanuele II ©
Galleria Vittorio Emanuele II
Castello Sforzesco ©
Castello Sforzesco

2
nights
Rome

Rome ©
Start off your visit on the 17th (Wed): wander the streets of Rione Regola, then wander the streets of Campo de' Fiori, then make a trip to St. Peter's Basilica, and finally browse for treasures at Serra. Get ready for a full day of sightseeing on the next day: admire the masterpieces at Galleria Borghese, then browse the eclectic array of goods at Porta Portese, then get to know the fascinating history of Piazza Navona, and finally take in the exciting artwork at I Colori di Dentro di Maria Grazia Luffarelli.

For other places to visit and other tourist information, you can read our Rome online vacation builder .

Getting from Milan to Rome by train takes about 3 hours. Other options: fly; or drive. On the 19th (Fri), wrap the sightseeing up by early afternoon so you can travel back home.

Things to do in Rome

Historic Sites Neighborhoods Shopping

Side Trip

St. Peter's Basilica
Highlights from your plan
St. Peter's Basilica ©
St. Peter's Basilica
Galleria Borghese
Galleria Borghese
Trevi Fountain ©
Trevi Fountain

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