20 days in Greece Itinerary

20 days in Greece Itinerary

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Route & dates

20 days in Greece Itinerary

Start: Toronto
Fly:  14​h 15​min
1
Athens
— 2 nights
Ferry:  3​h
2
Mykonos Town, Mykonos
— 3 nights
ferry:  1​h 30​min
3
Naxos
— 3 nights
ferry:  2​h
4
Paros
— 3 nights
ferry:  7​h
5
Oia
— 3 nights
ferry:  5​h
6
Milos
— 3 nights
Ferry:  3​h 15​min
7
Athens
— 1 night
Fly:  14​h 15​min
End: Toronto

2
nights
Athens

Athens ©
One of the world's most ancient cities, Athens remains Europe's undisputed historical and cultural capital.
Start off your visit on the 28th (Thu): explore the ancient world of Temple of Hephaestus, then admire the striking features of Parthenon, then delve into the distant past at Erechtheion, and finally steep yourself in history at Acropolis of Athens. On the 29th (Fri), you'll have a packed day of sightseeing: explore the world behind art at National Archaeological Museum, get to know the fascinating history of Philopappos Hill, and then get engrossed in the history at Acropolis Museum.

To see where to stay, more things to do, traveler tips, and more tourist information, use the Athens vacation planning website .

Toronto, Canada to Athens is an approximately 14.5-hour flight. You can also do a combination of bus and flight. The time zone changes from Eastern Standard Time to Eastern European Time, which is usually a 7 hour difference. Plan for a bit warmer temperatures traveling from Toronto in May, with highs in Athens at 29°C and lows at 20°C. Wrap up your sightseeing on the 30th (Sat) to allow time to travel to Mykonos Town.

Things to do in Athens

Historic Sites Museums Parks
Highlights from your plan
Temple of Hephaestus ©
Temple of Hephaestus
Acropolis of Athens ©
Acropolis of Athens
Acropolis Museum ©
Acropolis Museum

3
nights
Mykonos Town, Mykonos

Mykonos Town ©
A holiday in Mykonos Town offers a chance to relax on picturesque beaches and explore a labyrinth of charming streets lined with traditional white houses.
Archaeological Site of Delos and Archaeological Museum of Delos are good opportunities to explore the local culture. Relax by the water at Platis Gialos Beach and Elia Beach. Change things up with these side-trips from Mykonos Town: Delos (House of Dionysus & Avenue of the Lions). And it doesn't end there: take a stroll through Little Venice, pause for some serene contemplation at Church of Saint George, make a trip to The Windmills (Kato Milli), and stop by 100% Mykonos.

To see ratings, more things to do, traveler tips, and more tourist information, read Mykonos Town tour itinerary planner .

You can do a combination of subway and flight from Athens to Mykonos Town in 2.5 hours. Alternatively, you can ride a ferry; or do a combination of flight, taxi, and ferry. May in Mykonos Town sees daily highs of 26°C and lows of 20°C at night. Finish up your sightseeing early on the 2nd (Tue) so you can go by car to Naxos.

Things to do in Mykonos Town

Outdoors Beaches Parks

Side Trips

Delos, Mykonos Vioma Organic Farm, Elia Beach, Platis Gialos Beach, Paradise Beach
Highlights from your plan
Archaeological Site of Delos ©
Archaeological Site of Delos
Elia Beach ©
Elia Beach
Platis Gialos Beach ©
Platis Gialos Beach

3
nights
Naxos

Naxos ©
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.
Get some historical perspective at Old Town and Portara. Your cultural itinerary includes sights like Distillery M. G. Vallindras Eirini Frangoudaki and Panagia Drossiani Church. The adventure continues: kick back and relax at Agiassos Beach, delve into the distant past at Temple of Apollo, walk around Alyko Beach, and pause for some serene contemplation at Church of Agios Georgios Diasoritis.

To find photos, ratings, more things to do, and tourist information, you can read our Naxos road trip planning app .

You can drive from Mykonos Town to Naxos in 1.5 hours. In June, daily temperatures in Naxos can reach 32°C, while at night they dip to 24°C. Finish up your sightseeing early on the 5th (Fri) so you can go by car to Paros.

Things to do in Naxos

Outdoors Beaches Parks
Highlights from your plan
Old Town ©
Old Town
Portara ©
Portara
Fish & Olive ©
Fish & Olive

3
nights
Paros

Paros ©
Long ignored by tourists because of its reputation as a plain ferry hub, Paros today serves as one of the Aegean's major holiday destinations, luring travelers with its fashionable resort towns and quaint mountain villages.
Discover out-of-the-way places like Panayia Ekatondapiliani Cathedral and Kalogeros Beach. Your inner history buff will appreciate Parikia Town and Paros Ancient Cemetery. There's still lots to do: enjoy the sand and surf at Chrisis Aktis Beach, tour the pleasant surroundings at Lageri beach, see the interesting displays at Folklore Art Museum Of Cycladic Civilization, and get engrossed in the history at Archaeological Museum Parou.

To find where to stay, photos, maps, and tourist information, you can read our Paros day trip planner.

Traveling by car from Naxos to Paros takes 2 hours. In June, daily temperatures in Paros can reach 32°C, while at night they dip to 24°C. Wrap up your sightseeing on the 8th (Mon) to allow time to drive to Oia.

Things to do in Paros

Parks Outdoors Beaches
Highlights from your plan
Panagia Ekatondapiliani ©
Panagia Ekatondapiliani
Parikia Town ©
Parikia Town

3
nights
Oia

Oia ©
Every day hundreds of visitors come to Oia just to experience its sunsets.
Do some cultural sightseeing at Wine Museum Koutsogiannopoulos and Castelli of Pyrgos. Byzantine Castle Ruins and Orthodox Metropolitan Cathedral will appeal to history buffs. Go for a jaunt from Oia to Exo Gonia to see Artemis Karamolegos Winery about 32 minutes away. There's lots more to do: do a tasting at Domaine Sigalas, examine the collection at Museum of Musical Instruments, relax and rejuvenate at some of the best spas, and get great views at Sunset in Oia.

To find other places to visit, more things to do, ratings, and more tourist information, use the Oia tour site .

You can drive from Paros to Oia in 7 hours. Expect a daytime high around 32°C in June, and nighttime lows around 24°C. Wrap up your sightseeing on the 11th (Thu) to allow time to drive to Milos.

Things to do in Oia

Historic Sites Museums Wineries

Side Trips

Fira, Pyrgos, Wine Museum Koutsogiannopoulos
Highlights from your plan
Wine Museum Koutsogiannopoulos ©
Wine Museum Koutsogiannopoulos
Byzantine Castle Ruins ©
Byzantine Castle Ruins
Domaine Sigalas ©
Domaine Sigalas

3
nights
Milos

Milos ©
The result of thousands of years of volcanic activity, the island of Milos features a craggy coastline interspersed by shallow beaches.
You'll enjoy a bit of beach vacationing at Thiorichia Beach and Mandrakia Beach. You'll discover tucked-away gems like Kalogries Beach and Archaeological museum of Milos. There's lots more to do: kick back and relax at Sikia Beach, contemplate the long history of Venetian Castle of Milos, see the interesting displays at Sand Museum, and tour the pleasant surroundings at Kastanas Beach.

To find where to stay, traveler tips, reviews, and more tourist information, read our Milos planner .

You can drive from Oia to Milos in 5 hours. In June, plan for daily highs up to 32°C, and evening lows to 24°C. Wrap up your sightseeing on the 14th (Sun) to allow time to travel to Athens.

Things to do in Milos

Outdoors Beaches Parks
Highlights from your plan
Sikia Beach ©
Sikia Beach
Archaeological museum of Milos ©
Archaeological museum of Milos
Venetian Castle of Milos ©
Venetian Castle of Milos

1
night
Athens

Athens ©
On the 15th (Mon), pause for some serene contemplation at Church of Kapnikarea.

For more things to do, other places to visit, and other tourist information, read our Athens day trip planning app .

Do a combination of flight and subway from Milos to Athens in 2.5 hours. Alternatively, you can ride a ferry. You will have some time to spend on the 15th (Mon) before leaving for home.

Things to do in Athens

Historic Sites
Highlights from your plan
Church of Kapnikarea ©
Church of Kapnikarea

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