21 days in Italy Itinerary

21 days in Italy Itinerary

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Route & dates

21 days in Italy Itinerary

Start: Montreal, Quebec
Fly:  13 h 15 min
1
Palermo
— 7 nights
Drive:  2 h 30 min
2
Messina
— 3 nights
Drive:  1 h 45 min
3
Syracuse
— 4 nights
Drive:  1 h
4
Catania
— 5 nights
Fly:  14 h 15 min
End: Montreal, Quebec

7
nights
Palermo

Palermo ©
The capital of Sicily, Palermo was founded by the Phoenicians under the name of Ziz.
Explore Palermo's surroundings by going to Tempio di Segesta (in Calatafimi-Segesta), Spiaggia di San Vito lo Capo (in San Vito lo Capo) and Riserva Naturale Dello Zingaro (in Castellammare del Golfo). And it doesn't end there: pause for some serene contemplation at Cattedrale di Palermo, contemplate in the serene atmosphere at Church of San Cataldo, indulge in some culinary diversions at a local gastronomic tour, and examine the collection at Museo dell'Acciuga.

For photos, other places to visit, where to stay, and other tourist information, read our Palermo trip itinerary planner .

Montreal, Canada to Palermo is an approximately 13.5-hour flight. You can also do a combination of flight and bus; or do a combination of train and flight. Traveling from Montreal to Palermo, you'll lose 6 hours due to the time zone difference. Finish your sightseeing early on the 17th (Mon) so you can drive to Messina.

Things to do in Palermo

Historic Sites Parks Outdoors

Side Trips

Cefalu, Spiaggia di San Vito lo Capo, Duomo di Monreale, Riserva Naturale Dello Zingaro, Tempio di Segesta
Highlights from your plan
Cattedrale di Palermo ©
Cattedrale di Palermo
Norman Palace ©
Norman Palace
Duomo di Monreale ©
Duomo di Monreale

3
nights
Messina

Messina ©
Messina is the capital of the Italian Metropolitan City of Messina. Change things up with these side-trips from Messina: Milazzo (Baia di Sant' Antonio & Cantieri Zeta), Convento Santuario di Sant'Antonio di Padova (in Barcellona Pozzo di Gotto) and Taormina (Piazza IX Aprile & Corso Umberto). Next up on the itinerary: don't miss a visit to Bell Tower and Astronomical Clock (Orologio Astronomico), take in panoramic vistas at Campanile del Duomo di Messina, admire the masterpieces at Museo del Tesoro di San Placido, and head outdoors with Colli San Rizzo.

To see traveler tips, other places to visit, and more tourist information, go to the Messina tour planner .

Traveling by car from Palermo to Messina takes 2.5 hours. Alternatively, you can take a train; or take a bus. Expect a daytime high around 17°C in February, and nighttime lows around 11°C. Finish your sightseeing early on the 20th (Thu) to allow enough time to drive to Syracuse.

Things to do in Messina

Historic Sites Breweries & Distilleries Outdoors

Side Trips

Taormina, Milazzo, Convento Santuario di Sant'Antonio di Padova, Birrificio Epica
Highlights from your plan
Santuario della Madonna di Montalto ©
Santuario della Madonna di Montalto
Corso Umberto ©
Corso Umberto
Piazza IX Aprile ©
Piazza IX Aprile

4
nights
Syracuse

Syracuse ©
Philosopher Cicero once described Syracuse as "the greatest Greek city and the most beautiful of them all." A powerful city-state of ancient Greece, Syracuse now is the capital of the eponymous Italian province on the eastern coast of Sicily.
Get out of town with these interesting Syracuse side-trips: Ragusa Ibla (in Ragusa), Modica (Mulino ad Acqua - Museo Cavallo d'Ispica & Cathedral of St. George) and Centro Storico (in Noto). There's lots more to do: step off the mainland to explore Ortigia, take an in-depth tour of Museo Archeologico Regionale Paolo Orsi, take in the architecture and atmosphere at Duomo di Siracusa, and steep yourself in history at Scicli.

For where to stay, reviews, other places to visit, and tourist information, use the Syracuse route planning tool .

Traveling by car from Messina to Syracuse takes 2 hours. Alternatively, you can take a train; or take a bus. Finish your sightseeing early on the 24th (Mon) so you can drive to Catania.

Things to do in Syracuse

Historic Sites Parks Nature

Side Trips

Modica, Scicli, Ragusa Ibla, Centro Storico, Ibla Souvenir Avola
Highlights from your plan
Ortigia ©
Ortigia
Duomo di Siracusa ©
Duomo di Siracusa
Centro Storico ©
Centro Storico

5
nights
Catania

Catania ©
The landscape surrounding Catania, a medieval city on Sicily's eastern coast, is dominated by Mount Etna, the tallest active volcano in Europe.
Explore Catania's surroundings by going to Villa Romana del Casale (in Piazza Armerina), Apicoltura Cannizzaro (in Caltagirone) and Taormina (Villa Comunale & Isola Bella). There's lots more to do: contemplate the long history of Piazza Duomo, test your team's savvy at popular escape rooms, see Off-Road Tours, and take an in-depth tour of Monastero dei Benedettini.

To see reviews, traveler tips, other places to visit, and other tourist information, you can read our Catania journey builder site .

Getting from Syracuse to Catania by car takes about an hour. Other options: take a bus; or take a train. Wrap up your sightseeing by early afternoon on the 29th (Sat) to allow time for travel back home.

Things to do in Catania

Outdoors Historic Sites Parks

Side Trips

Taormina, Chiesa di San Giuseppe, Villa Romana del Casale, Etna Donkey Trekking, Apicoltura Cannizzaro
Highlights from your plan
Isola Bella ©
Isola Bella
Piazza Duomo ©
Piazza Duomo
Villa Romana del Casale
Villa Romana del Casale

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