16 days in Italy & Winnipeg Itinerary

16 days in Italy & Winnipeg Itinerary

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1
Winnipeg, Canada
— 2 nights
Fly
2
Palermo, Italy
— 2 nights
Drive
3
Cefalu, Italy
— 2 nights
Drive
4
Agrigento, Italy
— 2 nights
Drive
5
Catania, Italy
— 2 nights
Drive
6
Syracuse, Italy
— 2 nights
Drive
7
Avola, Italy
— 2 nights
Drive to Catania-Fontanarossa Airport, Fly to Winnipeg / James Armstrong Richardson International Airport

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2
nights
Winnipeg, Canada

Gateway to the West

At the confluence of two rivers, Winnipeg started out as a small trading post in an area inhabited by indigenous tribes for thousands of years before the European arrival.
You'll discover tucked-away gems like Fort Gibraltar and White Horse Monument. Go for a jaunt from Winnipeg to Stony Mountain to see Oak Hammock Marsh Interpretive Centre about 42 minutes away.

To see more things to do, where to stay, ratings, and tourist information, refer to the Winnipeg trip itinerary maker.

If you are flying in from Canada, the closest major aiport is Winnipeg / James Armstrong Richardson International Airport. In July in Winnipeg, expect temperatures between 30°C during the day and 18°C at night. Wrap up your sightseeing on the 26th (Sun) early enough to travel to Palermo.

Things to do in Winnipeg

Wildlife · Parks · Historic Sites

Side Trips

Find places to stay Jul 24 — 26:

2
nights
Palermo, Italy

The capital of Sicily, Palermo was founded by the Phoenicians under the name of Ziz.
Start off your visit on the 28th (Tue): contemplate in the serene atmosphere at Oratorio di Santa Cita, steep yourself in history at Palazzina Cinese, then examine the collection at Santuario Santa Rosalia, and finally take in the spiritual surroundings of San Giuseppe dei Teatini. Get ready for a full day of sightseeing on the 29th (Wed): pause for some serene contemplation at Church of San Cataldo, don't miss a visit to Cattedrale di Palermo, then take in the architecture and atmosphere at Nobile e Monumentale Chiesa dell'Immacolata Concezione al Capo, then pause for some serene contemplation at Duomo di Monreale, and finally contemplate the long history of Catacombe dei Cappuccini.

To find more things to do, maps, ratings, and other tourist information, read Palermo trip maker.

Traveling by flight from Winnipeg to Palermo takes 17 hours. Due to the time zone difference, you'll lose 7 hours traveling from Winnipeg to Palermo. Finish your sightseeing early on the 29th (Wed) so you can drive to Cefalu.

Things to do in Palermo

Side Trip

Find places to stay Jul 27 — 29:

2
nights
Cefalu, Italy

Cefalù is a city and comune in the Province of Palermo, located on the northern coast of Sicily, Italy on the Tyrrhenian Sea about 70km east of the provincial capital and 185km west of Messina. Kick off your visit on the 30th (Thu): explore the stunning scenery at Gole di Tiberio, contemplate the long history of Scalinata di Via Roma, and then step into the grandiose world of Castello di Caccamo. Here are some ideas for day two: contemplate the long history of Piazza del Duomo, then discover the deep blue sea with a scuba or snorkeling tour, and then explore the historical opulence of Castello Ventimiglia.

To see more things to do, other places to visit, reviews, and tourist information, use the Cefalu online attractions planner.

Traveling by car from Palermo to Cefalu takes an hour. Alternatively, you can take a train; or take a bus. Wrap up your sightseeing on the 31st (Fri) to allow time to drive to Agrigento.

Things to do in Cefalu

Historic Sites · Outdoors · Tours · Wildlife

Side Trips

Find places to stay Jul 29 — 31:

2
nights
Agrigento, Italy

Valley of the Temples

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.
On the 1st (Sat), take your sightseeing to a higher altitude at Monte Guastanella, explore the ancient world of Valle dei Templi, and then take an in-depth tour of Museo Archeologico Regionale di Agrigento. On the 2nd (Sun), you'll have a packed day of sightseeing: take in the spiritual surroundings of Chiesa di Santa Maria dei Greci, take in the spiritual surroundings of Chiesa San Nicola, then enjoy the sand and surf at Spiaggia at Siculiana Marittima, and finally look for all kinds of wild species at Riserva Naturale Orientata Torre Salsa.

For photos, more things to do, ratings, and tourist information, refer to the Agrigento vacation planner.

Drive from Cefalu to Agrigento in 2 hours. Alternatively, you can take a train; or take a bus. In July, daytime highs in Agrigento are 32°C, while nighttime lows are 26°C. Wrap up your sightseeing on the 2nd (Sun) to allow time to drive to Catania.

Things to do in Agrigento

Historic Sites · Parks · Museums · Outdoors

Side Trips

Find places to stay Jul 31 — Aug 2:

2
nights
Catania, Italy

Black Pearl of Ionian Sea

The landscape surrounding Catania, a medieval city on Sicily's eastern coast, is dominated by Mount Etna, the tallest active volcano in Europe.
Kick off your visit on the 3rd (Mon): take a stroll around Piazza del Duomo di Acireale, do a tasting at Gambino Vini, pause for some serene contemplation at Basilica di San Sebastiano, then admire the landmark architecture of Diocesi Di Acireale, then make a trip to I Faraglioni Di Acitrezza, and finally steep yourself in history at Parco Archeologico Greco Romano di Catania. On the next day, take an in-depth tour of Museo Storico dello Sbarco in Sicilia 1943 and then take a memorable tour with Tours.

For ratings, photos, maps, and tourist information, read Catania trip planning site.

Getting from Agrigento to Catania by car takes about 2 hours. Other options: take a bus; or take a train. Traveling from Agrigento in August, expect a bit cooler with lows of 23°C in Catania. Finish up your sightseeing early on the 4th (Tue) so you can go by car to Syracuse.

Things to do in Catania

Outdoors · Tours · Wildlife · Museums

Side Trips

Find places to stay Aug 2 — 4:

2
nights
Syracuse, Italy

Pearl of the Mediterranean

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.
On the 5th (Wed), take an in-depth tour of Museo Archeologico Regionale Paolo Orsi, cast your line with a fishing tour, then pause for some serene contemplation at Chiesa di San Giovanni Alle Catacombe, and finally take in the architecture and atmosphere at Chiesa di San Filippo Apostolo. Get ready for a full day of sightseeing on the 6th (Thu): look for all kinds of wild species at Riserva Naturale Orientata Cavagrande del Cassibile, then contemplate in the serene atmosphere at Ipogeo di Piazza Duomo, then pause for some serene contemplation at Chiesa di Santa Lucia alla Badia, and finally pause for some serene contemplation at Duomo di Siracusa.

To find more things to do, other places to visit, and more tourist information, refer to the Syracuse road trip planning site.

Drive from Catania to Syracuse in an hour. Alternatively, you can take a train; or take a bus. Finish your sightseeing early on the 6th (Thu) so you can drive to Avola.

Things to do in Syracuse

Find places to stay Aug 4 — 6:

2
nights
Avola, Italy

Avola is a city and comune in the province of Syracuse, Sicily .HistoryThe foundation of the city in an area previously inhabited by the Sicani and invaded by the Sicels in the 13th-12th centuries BC, is perhaps connected to the city of Hybla Major. Kick off your visit on the 7th (Fri): stroll through Spiaggia di Gallina, step into the grandiose world of Palazzo Nicolaci, appreciate the extensive heritage of Via Corrado Nicolaci, take in the architecture and atmosphere at Chiesa Santa Chiara, then take in the spiritual surroundings of St. Nicholas Cathedral, and finally explore the galleries of Monastero del San salvatore.

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

Avola is just a short distance from Syracuse. You will have some time to spend on the 8th (Sat) before leaving for home.

Things to do in Avola

Historic Sites · Outdoors · Beaches · Parks

Side Trip

Find places to stay Aug 6 — 8:

Italy travel guide

4.6
Italy is a land of high fashion, fine art, exquisite architecture, luxury sports cars, outstanding cuisine--and an insatiable taste for "la dolce vita." It's also home to the greatest number of World Heritage Sites in the world, making it an ideal place for your next holiday. The country boasts a varied landscape of mountain ranges, alpine lakes, and coastal towns, so it's no wonder travelers often refer to it as the bel paese (beautiful country). With so many places to visit, visitors often have a difficult time planning their itinerary. The smaller villages each feature a distinct character and a blend of architecture, art, and cuisine. In the country, you'll find countless archeological sites dating back to Roman times and beyond. The country's cities and seaside resorts are cosmopolitan powerhouses with museums, galleries, restaurants, shops, open-air markets, and pedestrian-friendly historic areas.

Province of Agrigento travel guide

3.8
Ruins · Geologic Formations · Landmarks
Agrigento is a city on the southern coast of Sicily, Italy, and capital of the province of Agrigento. It is renowned as the site of the ancient Greek city of Akragas, one of the leading cities of Magna Graecia during the golden age of Ancient Greece with population estimates in the range of 200,000 to 800,000 before 406 BC.HistoryAgrigento was founded on a plateau overlooking the sea, with two nearby rivers, the Hypsas and the Akragas, and a ridge to the north offering a degree of natural fortification. Its establishment took place around 582-580 BC and is attributed to Greek colonists from Gela, who named it Akragas.Akragas grew rapidly, becoming one of the richest and most famous of the Greek colonies of Magna Graecia. It came to prominence under the 6th-century tyrants Phalaris and Theron, and became a democracy after the overthrow of Theron's son Thrasydaeus. At this point the city could have been as large as 100,000 to 200,000 people. Although the city remained neutral in the conflict between Athens and Syracuse, its democracy was overthrown when the city was sacked by the Carthaginians in 406 BC. Akragas never fully recovered its former status, though it revived to some extent under Timoleon in the latter part of the 4th century.

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Province of Catania travel guide

4.3
Volcanos · Historic Sites · Landmarks
Catania is an Italian city on the east coast of Sicily facing the Ionian Sea. It is the capital of the Metropolitan City of Catania, one of the ten biggest cities in Italy, and the seventh largest metropolitan area in Italy. The population of the city proper is 313,000 while the population of the conurbation is estimated to be 767,003. The metropolitan city has 1,115,310 inhabitants.Catania is well known for its historical earthquakes, having been destroyed by catastrophic earthquakes in 1169 and 1693, and for several volcanic eruptions from the neighbouring Mount Etna, the most violent of which was in 1669.Catania has had a long and eventful history, having been founded in the 8th century BC. In 1434, the first university in Sicily was founded in the city. In the 14th century and into the Renaissance period, Catania was one of Italy's most important cultural, artistic and political centres. The city has a rich culture and history, hosting many museums, restaurants, churches, parks and theatres. Catania is well known for its street food.GeographyCatania is located on the east coast of the island of Sicily, at the foot of Mount Etna.As observed by Strabo, the location of Catania at the foot of Mount Etna has been both a curse and a blessing. On the one hand, violent outbursts of the volcano throughout history have destroyed large parts of the city, whilst on the other hand the volcanic ashes yield fertile soil, especially suited for the growth of vines. (Strab. vi. p. 269)

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Province of Syracuse travel guide

3.7
Islands · Beaches · Ruins
Syracuse is a historic city in Sicily, the capital of the province of Syracuse. The city is notable for its rich Greek history, culture, amphitheatres, architecture, and as the birthplace of the preeminent mathematician and engineer Archimedes. This 2,700-year-old city played a key role in ancient times, when it was one of the major powers of the Mediterranean world. Syracuse is located in the southeast corner of the island of Sicily, next to the Gulf of Syracuse beside the Ionian Sea.The city was founded by Ancient Greek Corinthians and Teneans and became a very powerful city-state. Syracuse was allied with Sparta and Corinth and exerted influence over the entirety of Magna Graecia, of which it was the most important city. Described by Cicero as "the greatest Greek city and the most beautiful of them all", it equaled Athens in size during the fifth century BC. It later became part of the Roman Republic and Byzantine Empire. After this Palermo overtook it in importance, as the capital of the Kingdom of Sicily. Eventually the kingdom would be united with the Kingdom of Naples to form the Two Sicilies until the Italian unification of 1860.

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