20 days in Italy Itinerary

20 days in Italy Itinerary

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Route & dates

20 days in Italy Itinerary

Start: Toronto
Fly:  11​h 15​min
1
Milan
— 2 nights
Train:  1​h 45​min
2
Florence
— 3 nights
Train + Bus:  5​h
3
Ravello
— 3 nights
Ferry:  1​h
4
Sorrento
— 4 nights
+7
Subway + Foot + Bus + Foot + Fly + Bus + Foot + Train:  6​h 45​min
5
Taormina, Sicily
— 5 nights
Fly:  15​h
End: Toronto

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.
On the 10th (Wed), browse the different shops at Galleria Vittorio Emanuele II, then contemplate in the serene atmosphere at Duomo di Milano, and then explore the different monuments and memorials at Monumental Cemetery. Keep things going the next day: contemplate the long history of Il Cenacolo, then explore the historical opulence of Castello Sforzesco, and then don't miss a visit to Piazza del Duomo.

Find out how to plan Milan trip without stress by asking Inspirock to help create an itinerary.

Toronto, Canada to Milan is an approximately 11.5-hour flight. You can also do a combination of flight and train. You'll lose 6 hours traveling from Toronto to Milan due to the time zone difference. In July, daytime highs in Milan are 34°C, while nighttime lows are 21°C. Wrap up your sightseeing on the 12th (Fri) early enough to take a train to Florence.

Things to do in Milan

Historic Sites Shopping
Highlights from your plan
Duomo di Milano ©
Duomo di Milano
Castello Sforzesco ©
Castello Sforzesco
Monumental Cemetery ©
Monumental Cemetery

3
nights
Florence

Florence ©
Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
Let the collections at Pitti Palace and Uffizi Galleries capture your imagination. Give yourself a bit of retail therapy at Art Gallery Studio Iguarnieri and La Bottega del Produttore. And it doesn't end there: contemplate in the serene atmosphere at Cathedral of Santa Maria del Fiore, examine the collection at Academy Of Florence Art Gallery, kick back and relax at Easy Living - Spiaggia sull'Arno, and take some stellar pictures from Piazzale Michelangelo.

To see reviews, photos, traveler tips, and more tourist information, read our Florence trip itinerary builder site .

You can take a train from Milan to Florence in 2 hours. Other options are to drive; or fly. Expect a daytime high around 35°C in July, and nighttime lows around 21°C. Cap off your sightseeing on the 15th (Mon) early enough to travel to Ravello.

Things to do in Florence

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

3
nights
Ravello

Ravello ©
Duomo di Ravello and Il Tempio di Nettuno o Poseidone o di Hera II will appeal to history buffs. Your cultural itinerary includes sights like Ceramiche d'Arte Carmela and Villa Rufolo. Explore Ravello's surroundings by going to Paestum (Parrocchia Ss. Annunziata & Museo Archeologico Nazionale di Paestum). Next up on the itinerary: enjoy the sand and surf at Spiaggia di castiglione, contemplate in the serene atmosphere at Duomo di Sant'Andrea, get some fabulous bargains at Ceramiche D'Arte Pascal, and take in the architecture and atmosphere at Convento Frati Minori Conventuali S.Francesco.

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

Traveling by combination of train and bus from Florence to Ravello takes 5 hours. Alternatively, you can drive; or take a train. Traveling from Florence in July, Ravello is somewhat warmer at night with lows of 29°C. Wrap up your sightseeing on the 18th (Thu) early enough to ride a ferry to Sorrento.

Things to do in Ravello

Historic Sites Parks Museums

Side Trips

Paestum, Duomo di Sant'Andrea
Highlights from your plan
Spiaggia di castiglione ©
Spiaggia di castiglione
Duomo di Ravello ©
Duomo di Ravello
Villa Rufolo ©
Villa Rufolo

4
nights
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.
Your itinerary includes some good beach time at Fornillo and Bagni d'Arienzo. Give yourself a bit of retail therapy at Nana' Positano and SyArt. Get out of town with these interesting Sorrento side-trips: Positano (Art & Craft Gallery & Miniaci Art Gallery) and Gli Scavi Archeologici di Pompei (in Pompeii). Dedicate the 21st (Sun) to wine at some of the top wineries in the area. The adventure continues: indulge in some culinary diversions at a local gastronomic tour, explore the world behind art at Correale di Terranova Museum, get engrossed in the history at Museobottega della Tarsialignea, and make a trip to Piazza Tasso.

To see where to stay, reviews, and tourist information, you can read our Sorrento attractions planner .

Traveling by ferry from Ravello to Sorrento takes an hour. Alternatively, you can do a combination of taxi and subway; or drive. Expect little chillier evenings in Sorrento when traveling from Ravello in July, with lows around 26°C. Finish up your sightseeing early on the 22nd (Mon) so you can travel to Taormina.

Things to do in Sorrento

Tours Beaches Outdoors

Side Trips

Positano, Pompeii Archaeological Park
Highlights from your plan
Wine Tours & Tastings
Pompeii Archaeological Park ©
Pompeii Archaeological Park
Fornillo ©
Fornillo

5
nights
Taormina, Sicily

Taormina ©
With its warm island weather and cliffside location overlooking the Ionion Sea, Taormina has been one of Sicily's most popular getaway destinations since the early 19th century.
Appreciate the collections at Museo Archeologico Nazionale di Reggio Calabria and Museo Salvatore Incorpora. Gambino Vini and Lungomare Falcomata are good opportunities to explore the local culture. Explore Taormina's surroundings by going to Chiesa Madre "S. Maria delle Grazie" (in Linguaglossa), Duomo di Messina (in Messina) and Sanctuary of the Madonna di Tindari (in Tindari). Dedicate the 27th (Sat) to wine at some of the top wineries in the area. And it doesn't end there: stroll through Isola Bella, take in the spiritual surroundings of Chiesa del Varo, stop by Stroscio Gioielli, and shop like a local with Good Fellas Art Studio.

For other places to visit, ratings, traveler tips, and more tourist information, go to the Taormina trip planner.

Traveling by combination of car and ferry from Sorrento to Taormina takes 7 hours. Alternatively, you can do a combination of subway and train; or do a combination of subway, bus, and train. Expect a daytime high around 36°C in July, and nighttime lows around 27°C. Wrap up your sightseeing on the 27th (Sat) to allow time to travel back home.

Things to do in Taormina

Museums Historic Sites Tours

Side Trips

Linguaglossa, Reggio Calabria, Duomo di Messina, Sanctuary of the Madonna di Tindari
Highlights from your plan
Gambino Vini ©
Gambino Vini
Sanctuary of the Madonna di Tindari ©

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