22 days in Italy & Greece Itinerary

Created using Klarna Trips Europe travel route maker
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Fly
1
Rome, Italy
— 2 nights
Train
2
Sorrento, Italy
— 3 nights
Fly
3
Milos, Greece
— 3 nights
Fly
4
Heraklion, Greece
— 5 nights
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5
Naxos Town, Greece
— 4 nights
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6
Athens, Greece
— 3 nights
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Rome, Italy — 2 nights

Eternal City

On the 18th (Tue), explore the engaging exhibits at Welcome To Rome, then appreciate the extensive heritage of Piazza Navona, and then admire the landmark architecture of Villa Borghese. Keep things going the next day: explore the ancient world of Colosseum, delve into the distant past at Palatine Hill, steep yourself in history at Roman Forum, get to know the fascinating history of Piazza del Campidoglio, then pause for some serene contemplation at Pantheon, and finally ponder the design of Trevi Fountain.

For traveler tips, photos, where to stay, and other tourist information, read Rome trip itinerary maker app.

Toronto, Canada to Rome is an approximately 13-hour flight. The time zone changes from Eastern Standard Time to Central European Standard Time, which is usually a 6 hour difference. Prepare for somewhat warmer weather when traveling from Toronto in July: high temperatures in Rome hover around 37°C and lows are around 24°C. Cap off your sightseeing on the 20th (Thu) early enough to catch the train to Sorrento.
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Sorrento, Italy — 3 nights

Land of the Sirens

To see maps, other places to visit, ratings, and other tourist information, read our Sorrento tour itinerary planner.

Traveling by train from Rome to Sorrento takes 3 hours. Alternatively, you can drive; or take a bus. In July, daytime highs in Sorrento are 36°C, while nighttime lows are 26°C. Finish your sightseeing early on the 23rd (Sun) to allow enough time to fly to Milos.
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Milos, Greece — 3 nights

Island of Colors

Visit Venetian Castle of Milos and Church of Agios Haralambos for their historical value. Eschew the tourist crowds and head to Sarakiniko Beach and Tsigrado Beach. Next up on the itinerary: enjoy the sand and surf at Paliochori Beach, identify plant and animal life at Milos Fishing Trip, stroll through Paralia Achivadolimni, and take an in-depth tour of Archaeological museum of Milos.

For reviews, other places to visit, maps, and other tourist information, go to the Milos trip planning website.

Traveling by flight from Sorrento to Milos takes 8 hours. Alternatively, you can do a combination of car and ferry; or do a combination of train, bus, and ferry. The time zone changes from Central European Standard Time to Eastern European Standard Time, which is usually a 1 hour difference. July in Milos sees daily highs of 34°C and lows of 26°C at night. Finish your sightseeing early on the 26th (Wed) to allow enough time to fly to Heraklion.
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Heraklion, Greece — 5 nights

To find reviews, other places to visit, traveler tips, and more tourist information, read Heraklion online sightseeing planner.

You can fly from Milos to Heraklion in 5 hours. Another option is to ride a ferry. Expect a daytime high around 34°C in July, and nighttime lows around 26°C. On the 31st (Mon), you'll have the morning to explore before heading off to Naxos Town.
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Naxos Town, Greece — 4 nights

Your inner history buff will appreciate The Temple of Apollo – Portara and Lena's House. Shop till you drop at Fish & Olive and Naxia Gi. Explore Naxos Town's surroundings by going to Church of Panagia Filotitissa (in Filoti), Mykonos Town (Mykonos Port, Little Venice, &more) and Temple of Demeter (in Sangri). There's lots more to do: enjoy the sand and surf at Maragas Beach, stroll through Mikri Vigla Beach, take a peaceful walk through Alyko Dimou Naxou, and see the interesting displays at Distillery M. G. Vallindras Eirini Frangoudaki.

For where to stay, reviews, and tourist information, read Naxos Town visit planner.

You can fly from Heraklion to Naxos Town in 4 hours. Alternatively, you can ride a ferry. Expect a daytime high around 34°C in July, and nighttime lows around 26°C. Finish up your sightseeing early on the 4th (Fri) so you can catch the flight to Athens.
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Athens, Greece — 3 nights

The Birthplace of Democracy

Acropolis of Athens and Temple of Athena Nike will appeal to history buffs. You'll discover tucked-away gems like Temple of Hephaestus and Archaeological Site Mycenae. You'll find plenty of places to visit near Athens: Corinth Canal (in Isthmia), Mycenae (Lion Gate & Citadel and Treasury of Atreus) and Moni Osiou Patapiou (in Loutraki). There's still lots to do: get engrossed in the history at Acropolis Museum, view the masterpieces at Pandora Art Gallery, make a trip to Philopappos Hill, and take a stroll through Plaka.

For ratings, traveler tips, where to stay, and other tourist information, refer to the Athens tour planner.

You can fly from Naxos Town to Athens in 2.5 hours. Other options are to do a combination of ferry and taxi; or ride a ferry. Traveling from Naxos Town in August, expect nights in Athens to be about the same, around 29°C, while days are a bit warmer, around 39°C. Finish your sightseeing early on the 7th (Mon) to allow enough time to fly back home.
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Italy travel guide

4.5
Landmarks · Ruins · Beaches
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.
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Greece travel guide

4.3
Few places manage to capture the world's imagination quite like Greece, a land of sun-kissed coastlines, tranquil whitewashed villages, lively seaside towns, and well-preserved ancient sites. One of the world's top tourist destinations since ancient times, the country draws nearly 20 million visitors each year. Athens, the birthplace of Western civilization, continues to attract the biggest crowds and serves as a base for exploring the country and its 227 inhabited islands. Away from its cities, Greece features a picturesque countryside of olive groves, vineyards, and tiny settlements nestled against rolling hills and rugged mountain ranges. Explore the old mainland on foot and discover the islands on a guided boat or ferry tour.
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Naxos travel guide

4.2
Beaches · Ruins · Nightlife
Zeus, the master of all gods from Greek mythology, allegedly grew up in a cave on Naxos, a small but fertile island in the South Aegean Sea. Renowned for its unspoiled beaches and advantageous winds, the island offers excellent conditions for windsurfing and other watersports. Most of the island's western coastline boasts one sandy beach splashed by blue waters rich in marine life--a big draw for amateur scuba divers. The mountainous interior provides a look at the quieter side of the island, featuring a patchwork of lush valleys, quaint villages, and ancient sites. For a change of pace and a bit of modern dining and shopping, visit Hora, the island's biggest city.
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