21 days in Sicily Itinerary

21 days in Sicily Itinerary

Created using Inspirock Sicily trip itinerary maker

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Route & dates

21 days in Sicily Itinerary

Start: Montreal
Fly:  14​h 30​min
1
Taormina
— 2 nights
bus:  45​min
2
Catania
— 4 nights
Drive:  1​h
3
Syracuse
— 4 nights
Drive:  2​h 45​min
4
Agrigento
— 2 nights
Drive:  2​h
5
Castellammare del Golfo
— 2 nights
Drive:  1​h 15​min
6
Palermo
— 5 nights
Fly:  13​h 15​min
End: Montreal

2
nights
Taormina

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.
You'll find plenty of places to visit near Taormina: Messina (Colli San Rizzo, Santuario della Madonna di Montalto, & more), Baia di Sant' Antonio (in Milazzo) and Linguaglossa (Vivera Etna Winery & Gambino Vini). And it doesn't end there: step off the mainland to explore Isola Bella, make a trip to Corso Umberto, walk around Villa Comunale, and go for a walk through Piazza IX Aprile.

To see other places to visit, photos, maps, and more tourist information, read Taormina tour itinerary planner .

Montreal, Canada to Taormina is an approximately 14.5-hour flight. The time zone difference moving from Eastern Standard Time (EST) to Central European Time (CET) is 6 hours. Expect much hotter temperatures when traveling from Montreal in February; daily highs in Taormina reach 18°C and lows reach 10°C. Wrap up your sightseeing on the 12th (Wed) early enough to take a bus to Catania.

Things to do in Taormina

Outdoors Parks Historic Sites

Side Trips

Messina, Linguaglossa, Baia di Sant' Antonio
Find places to stay Feb 9 — 12:
Highlights from your plan
Isola Bella ©
Isola Bella
Villa Comunale ©
Villa Comunale
Corso Umberto ©
Corso Umberto

4
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.
You'll find plenty of places to visit near Catania: Villa Romana del Casale (in Piazza Armerina), Etna Donkey Trekking (in Linguaglossa) and Apicoltura Cannizzaro (in Caltagirone). The adventure continues: contemplate the long history of Piazza Duomo, make a trip to Piazza Alonzo di Benedetto, admire the landmark architecture of Palazzo Rosa di Catania, and indulge your thirst for a good beer at Birrificio Epica.

To see where to stay, more things to do, other places to visit, and tourist information, refer to the Catania trip app .

Take a bus from Taormina to Catania in an hour. Alternatively, you can take a train; or drive. Cap off your sightseeing on the 16th (Sun) early enough to go by car to Syracuse.

Things to do in Catania

Historic Sites Outdoors Breweries & Distilleries

Side Trips

Apicoltura Cannizzaro, Villa Romana del Casale, Birrificio Epica, Etna Donkey Trekking
Find places to stay Feb 12 — 16:
Highlights from your plan
Etna Donkey Trekking ©
Etna Donkey Trekking
Piazza Duomo ©
Piazza Duomo
Villa Romana del Casale
Villa Romana del Casale

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.
Explore the numerous day-trip ideas around Syracuse: Ragusa Ibla (in Ragusa), Modica (Mulino ad Acqua - Museo Cavallo d'Ispica & Cathedral of St. George) and Centro Storico (in Noto). Next up on the itinerary: step off the mainland to explore Ortigia, get engrossed in the history at Museo Archeologico Regionale Paolo Orsi, pause for some serene contemplation at Duomo di Siracusa, and get a taste of life in the country at Gli Aromi Sicily.

To see more things to do, maps, traveler tips, and tourist information, read Syracuse trip planning tool .

Getting from Catania to Syracuse by car takes about an hour. Other options: take a bus; or take a train. Finish your sightseeing early on the 20th (Thu) to allow enough time to drive to Agrigento.

Things to do in Syracuse

Historic Sites Parks Nature

Side Trips

Modica, Scicli, Centro Storico, Ibla Souvenir Avola, Ragusa Ibla
Find places to stay Feb 16 — 20:
Highlights from your plan
Ortigia ©
Ortigia
Duomo di Siracusa ©
Duomo di Siracusa
Centro Storico ©
Centro Storico

2
nights
Agrigento

Agrigento ©
Historically one of ancient Greece's leading cities, Sicily's Agrigento is home to the seven monumental temples that make up the well-preserved Valley of the Temples.
Kick off your visit on the 21st (Fri): explore the striking landscape at Scala dei Turchi, then take an in-depth tour of Collezione La Gaipa, and then explore the ancient world of Valle dei Templi. On the 22nd (Sat), you'll have a packed day of sightseeing: take in the architecture and atmosphere at Chiesa di Santa Oliva, then see the interesting displays at Mulino Dell'acqua - Museo Civico Di Cianciana, then pause for some serene contemplation at Chiesa di San Francesco, and finally learn about all things military at Museo Etnoantropologico.

Plan trip to Agrigento with our itinerary maker to find out where to go and what to do.

Traveling by car from Syracuse to Agrigento takes 3 hours. Alternatively, you can do a combination of train and bus; or take a bus. In February, daytime highs in Agrigento are 19°C, while nighttime lows are 11°C. Wrap up your sightseeing on the 22nd (Sat) to allow time to drive to Castellammare del Golfo.

Things to do in Agrigento

Historic Sites Museums Parks

Side Trips

Museo Etnoantropologico, Chiesa di Santa Oliva, Chiesa di San Francesco, Mulino Dell'acqua - Museo Civico Di Cianciana, Scala dei Turchi
Find places to stay Feb 20 — 22:
Highlights from your plan
Valle dei Templi ©
Valle dei Templi
Scala dei Turchi ©
Scala dei Turchi
Collezione La Gaipa ©
Collezione La Gaipa

2
nights
Castellammare del Golfo

Castellammare del Golfo ©
Castellammare del Golfo is a town and comune in the Trapani Province of Sicily. Kick off your visit on the 23rd (Sun): identify plant and animal life at Riserva Naturale Dello Zingaro and then tee off at Minigolf Scopello Green Garden. Get ready for a full day of sightseeing on the next day: make a trip to Santuario Maria Santissima Di Custonaci and then kick back and relax at Spiaggia di San Vito lo Capo.

To find traveler tips, reviews, photos, and tourist information, go to the Castellammare del Golfo trip planning site .

Traveling by car from Agrigento to Castellammare del Golfo takes 2 hours. Alternatively, you can take a bus; or do a combination of train and bus. In February, daily temperatures in Castellammare del Golfo can reach 18°C, while at night they dip to 11°C. Wrap up your sightseeing on the 24th (Mon) early enough to drive to Palermo.

Things to do in Castellammare del Golfo

Parks Outdoors Beaches

Side Trips

Santuario Maria Santissima Di Custonaci, Spiaggia di San Vito lo Capo
Find places to stay Feb 22 — 24:
Highlights from your plan
Riserva Naturale Dello Zingaro ©
Riserva Naturale Dello Zingaro
Spiaggia di San Vito lo Capo ©
Spiaggia di San Vito lo Capo
Santuario Maria Santissima Di Custonaci ©

5
nights
Palermo

Palermo ©
The capital of Sicily, Palermo was founded by the Phoenicians under the name of Ziz.
Venture out of the city with trips to Cefalu (Duomo di Cefalu & Oratorio del Santissimo Sacramento), Museo dell'Acciuga (in Aspra) and Duomo di Monreale (in Monreale). The adventure continues: take in the architecture and atmosphere at Cattedrale di Palermo, take in the spiritual surroundings of Church of San Cataldo, indulge your taste buds at Food & Drink, and admire the landmark architecture of Palazzo Conte Federico.

To see photos, maps, more things to do, and tourist information, use the Palermo trip itinerary planner.

You can drive from Castellammare del Golfo to Palermo in 1.5 hours. Other options are to take a bus; or take a train. Wrap up your sightseeing on the 29th (Sat) to allow time to travel back home.

Things to do in Palermo

Historic Sites Museums Tours

Side Trips

Cefalu, Duomo di Monreale, Museo del Motorismo Siciliano e della Targa Florio di Termini Imerese, Museo dell'Acciuga
Find places to stay Feb 24 — 29:
Highlights from your plan
Cattedrale di Palermo ©
Cattedrale di Palermo
Norman Palace ©
Norman Palace
Duomo di Monreale ©
Duomo di Monreale

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