18 days in Italy Itinerary

18 days in Italy Itinerary

Created using Inspirock Italy trip itinerary planner

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Route & dates

Start: Toronto
Fly:  11 h 15 min
1
Milan
— 2 nights
Train:  2 h 30 min
2
Venice
— 3 nights
Train:  2 h 15 min
3
Florence
— 2 nights
Train:  1 h 30 min
4
Rome
— 3 nights
Subway:  15 min
5
Vatican City
— 1 night
Train + Subway:  2 h 45 min
6
Sorrento
— 3 nights
Drive:  30 min
7
Anacapri, Island of Capri
— 1 night
+3
Ferry + Shuttle + Fly + Train:  5 h 30 min
8
Como
— 1 night
Train + Fly:  4 h
End: Rome

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.
You've added Castello Sforzesco, Chiesa di Sant'Angelo, Walking tours, and other attractions to your itinerary. Kick off your visit on the 19th (Tue): explore the historical opulence of Castello Sforzesco, then explore the different monuments and memorials at Monumental Cemetery, and then get the lay of the land with Walking tours. On the 20th (Wed), you'll have a packed day of sightseeing: take in the architecture and atmosphere at Chiesa di Sant'Angelo, then take in the spiritual surroundings of Il Cenacolo, then admire the landmark architecture of Galleria Vittorio Emanuele II, and finally get to know the fascinating history of Piazza del Duomo.

To see more things to do, reviews, traveler tips, and other tourist information, you can read our Milan trip itinerary builder site.

Toronto, Canada to Milan is an approximately 11.5- hour flight. You can also do a combination of flight and train; or do a combination of ferry and flight. The time zone difference when traveling from Toronto to Milan is 6 hours. When traveling from Toronto in June, plan for somewhat warmer days in Milan, with highs around 33°C, while nights are about the same with lows around 20°C. Wrap up your sightseeing on the 20th (Wed) to allow time to take a train to Venice.

Things to do in Milan

Historic Sites Tours Shopping
Find places to stay Jun 18 — 20:
Highlights from your plan
Castello Sforzesco ©
Castello Sforzesco
Monumental Cemetery ©
Monumental Cemetery
Il Cenacolo ©
Il Cenacolo

3
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.
You've added Piazza San Marco, Ponte di Rialto, Basilica di San Marco, and other attractions to your itinerary. Visit Ponte dei Sospiri and Basilica di Santa Maria della Salute for their historical value. It doesn't end there: get to know the fascinating history of Campo del Ghetto and capture your vacation like a pro with an inspiring photography tour.

To see reviews, more things to do, other places to visit, and more tourist information, refer to the Venice trip itinerary planning tool.

You can take a train from Milan to Venice in 2.5 hours. Alternatively, you can drive; or do a combination of flight and train. June in Venice sees daily highs of 32°C and lows of 20°C at night. Cap off your sightseeing on the 23rd (Sat) early enough to catch the train to Florence.

Things to do in Venice

Nightlife Historic Sites Tours
Find places to stay Jun 20 — 23:
Highlights from your plan
Canal Grande ©
Canal Grande
Piazza San Marco ©
Piazza San Marco
Basilica di San Marco
Basilica di San Marco

2
nights
Florence

Florence ©
Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
Your day-by-day itinerary now includes Piazza del Duomo as well as Fun in Tuscany. On the 24th (Sun), get to know the fascinating history of Piazza della Signoria, take in the spiritual surroundings of Cathedral of Santa Maria del Fiore, see Fun in Tuscany, then appreciate the extensive heritage of Piazza del Duomo, and finally don't miss a visit to Piazzale Michelangelo. Get ready for a full day of sightseeing on the next day: do a tasting at Castello del Trebbio and then admire the masterpieces at Florence Academy of Fine Arts.

To see ratings, reviews, more things to do, and other tourist information, go to the Florence online journey maker.

You can take a train from Venice to Florence in 2.5 hours. Other options are to drive; or take a bus. Expect a daytime high around 33°C in June, and nighttime lows around 21°C. Finish up your sightseeing early on the 25th (Mon) so you can catch the train to Rome.

Things to do in Florence

Tours Outdoors Wineries

Side Trip

Castello del Trebbio
Find places to stay Jun 23 — 25:
Highlights from your plan
Cathedral of Santa Maria del Fiore ©
Cathedral of Santa Maria del Fiore
Florence Academy of Fine Arts ©
Florence Academy of Fine Arts
Piazzale Michelangelo ©
Piazzale Michelangelo

3
nights
Rome

Rome ©
Aptly nicknamed the Eternal City, Rome is the birthplace of the Roman Empire, one of the world's greatest civilizations ever.
Your list of things to see and do now includes Piazza di Spagna, Forum of Augustus, Villa Borghese, and other attractions. Colosseum and St. Peter's Basilica will appeal to history buffs. Pantheon and Roman Forum are good opportunities to explore the local culture. There's lots more to do: steep yourself in history at Palatine Hill, admire the local landmark of Trevi Fountain, and contemplate in the serene atmosphere at Vatican Museums.

To see more things to do, reviews, where to stay, and tourist information, read Rome vacation app.

You can take a train from Florence to Rome in 2 hours. Alternatively, you can drive; or fly. In June, daily temperatures in Rome can reach 34°C, while at night they dip to 21°C. Finish your sightseeing early on the 28th (Thu) to allow enough time to take a subway to Vatican City.

Things to do in Rome

Historic Sites Museums Neighborhoods

Side Trip

Vatican City
Find places to stay Jun 25 — 28:
Highlights from your plan
Roman Forum ©
Roman Forum
Pantheon ©
Pantheon
St. Peter's Basilica ©
St. Peter's Basilica

1
night
Vatican City

Vatican City ©
Covering 44 hectares (110 acres) in the city center of Rome, the wall-enclosed sovereign state of Vatican City is one of the most famous religious sites worldwide, serving as the papal residence and home of the Roman Catholic church.
On the 28th (Thu), see the interesting displays at Vatican Grottoes and then contemplate the long history of St. Peter's Basilica.

To see where to stay, other places to visit, ratings, and more tourist information, refer to the Vatican City holiday website.

Vatican City is very close to Rome. In June in Vatican City, expect temperatures between 34°C during the day and 21°C at night. Wrap up your sightseeing on the 29th (Fri) early enough to travel to Sorrento.

Things to do in Vatican City

Nightlife Outdoors Historic Sites

Side Trip

Singita
Find places to stay Jun 28 — 29:
Highlights from your plan
St. Peter's Basilica ©
St. Peter's Basilica
Campo Santo Teutonico ©
Campo Santo Teutonico

3
nights
Sorrento

Sorrento ©
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've now added Il Vallone dei Mulini to your itinerary. Get some cultural insight at Villa Cimbrone Gardens and Duomo di Sant'Andrea. Visit Villa Rufolo and Marina di Puolo for their historical value. Explore the numerous day-trip ideas around Sorrento: Positano (Bagni d'Arienzo Beach Club, Positano & Fornillo) and Duomo di Ravello (in Ravello). There's still lots to do: do sightseeing your way with Private Tours.

For where to stay, reviews, maps, and other tourist information, refer to the Sorrento trip planner.

Do a combination of train and subway from Vatican City to Sorrento in 3 hours. Alternatively, you can drive; or do a combination of flight and subway. In June in Sorrento, expect temperatures between 32°C during the day and 23°C at night. Wrap up your sightseeing on the 2nd (Mon) to allow time to drive to Anacapri.

Things to do in Sorrento

Parks Beaches Outdoors

Side Trips

Ravello, Positano, Duomo di Sant'Andrea
Find places to stay Jun 29 — Jul 2:
Highlights from your plan
Villa Rufolo ©
Villa Rufolo
Duomo di Ravello ©
Duomo di Ravello
Fornillo ©
Fornillo

1
night
Anacapri, Island of Capri

Anacapri ©
Anacapri is a comune on the island of Capri, in the Metropolitan City of Naples, Italy. You've now added Blue Grotto to your itinerary. Kick off your visit on the 3rd (Tue): take in the spiritual surroundings of Chiesa San Michele, get great views at Monte Solaro, browse the exhibits of Villa San Michele, then explore the fascinating underground world of Blue Grotto, then take in the dramatic natural features at I Faraglioni, and finally admire the natural beauty at Giardini di Augusto.

To find reviews, more things to do, photos, and other tourist information, use the Anacapri trip itinerary planner.

You can drive from Sorrento to Anacapri in 3 hours. In July, plan for daily highs up to 36°C, and evening lows to 26°C. Finish your sightseeing early on the 3rd (Tue) to allow enough time to travel to Como.

Things to do in Anacapri

Parks Nature Historic Sites

Side Trip

Capri
Find places to stay Jul 2 — 3:
Highlights from your plan
Monte Solaro ©
Monte Solaro
I Faraglioni
I Faraglioni
Marina Piccola
Marina Piccola

1
night
Como

Como ©
Known for its idyllic location on the shores of Lake Como and at the foot of the Alps, Como is one of northern Italy's most popular tourist destinations.
On the 4th (Wed), take in the spiritual surroundings of Santuario SS. Crocifisso, then pause for some serene contemplation at Cathedral of Como (Duomo), and then enjoy the sand and surf at Spiaggia di Onno. Here are some ideas for day two: admire the natural beauty at Villa Carlotta, then appreciate the extensive heritage of Isola Comacina, and then admire the landmark architecture of Villa del Balbianello.

To see more things to do, maps, photos, and other tourist information, refer to the Como trip planning website.

Do a combination of ferry, flight, and train from Anacapri to Como in 6 hours. Alternatively, you can do a combination of ferry and flight; or do a combination of ferry, flight, and shuttle. Plan for slightly colder nights when traveling from Anacapri in July since evenings lows in Como dip to 21°C. Finish your sightseeing early on the 5th (Thu) so you can travel back home.

Things to do in Como

Parks Beaches Outdoors

Side Trips

Tremezzina, Isola Comacina, Spiaggia di Onno
Find places to stay Jul 3 — 5:
Highlights from your plan
Villa Carlotta ©
Villa Carlotta
Villa del Balbianello ©
Villa del Balbianello
Isola Comacina ©
Isola Comacina

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