22 days in Greece Itinerary

22 days in Greece Itinerary

Created using Inspirock Greece holiday maker

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Route & dates

22 days in Greece Itinerary

Start: Toronto
Fly + Train:  17 h
1
Kalambaka
— 1 night
Taxi + Ferry:  3 h 45 min
2
Skiathos
— 2 nights
Fly + Subway:  2 h 45 min
3
Athens
— 5 nights
Subway + Fly:  2 h 30 min
4
Mykonos Town
— 4 nights
Ferry:  2 h 15 min
5
Fira
— 5 nights
Drive:  2 h
6
Milos
— 3 nights
Fly:  14 h 15 min
End: Toronto

1
night
Kalambaka

Kalambaka ©
The gateway to one of the largest monastery complexes in Greece, the small town of Kalambaka nestles against a landscape of imposing rock formations rising 400 m (1,300 ft) into the air. Nearly leveled during World War II, the town rebuilt and reinvented itself in the post-war period, quickly becoming one of the region's major travel destinations.
Kick off your visit on the 11th (Wed): take in the spiritual surroundings of Agios Nikolaos Anapaphsas, pause for some serene contemplation at Byzantine Church of the Assumption of Virgin Mary, learn more about the world around you at Natural History Museum of Meteora and Mushroom Museum, then take in the spiritual surroundings of Meteora, then examine the collection at Digital Projection Centre of Meteora’s History and Culture, and finally stop by Ekfrasi - Meteora. On the 12th (Thu), you'll have a packed day of sightseeing: contemplate in the serene atmosphere at Agios Stefanos, take in the spiritual surroundings of Holy Trinity Monastery (Agia Triada), then take in the spiritual surroundings of Monastery of the Great Meteoron, then admire the natural beauty at Varlaam Monastery, and finally steep yourself in history at Roussanou Monastery.

To find maps, ratings, traveler tips, and more tourist information, read Kalambaka trip planner .

Toronto, Canada to Kalambaka is an approximately 17-hour combination of flight and car. You can also do a combination of flight and train; or do a combination of flight and bus. Due to the time zone difference, you'll lose 7 hours traveling from Toronto to Kalambaka. Expect a daytime high around 29°C in September, and nighttime lows around 15°C. Finish your sightseeing early on the 12th (Thu) so you can travel to Skiathos.

Things to do in Kalambaka

Historic Sites Museums Parks
Find places to stay Sep 11 — 12:
Highlights from your plan
Meteora ©
Meteora
Monastery of the Great Meteoron ©
Monastery of the Great Meteoron
Holy Trinity Monastery (Agia Triada) ©
Holy Trinity Monastery (Agia Triada)

2
nights
Skiathos

Skiathos ©
Boasting some of Greece's finest beaches, Skiathos swells with vacationers from colder European countries at the height of the tourist season.
Start off your visit on the 13th (Fri): explore the ancient world of Kastro Ke Medieval Ekklisia, then make a trip to monastero di Panagia Evangelistria, and then tour the pleasant surroundings at Lalaria Beach. Keep things going the next day: stroll through Elia Beach and then discover the deep blue sea with a scuba or snorkeling tour.

Ask Inspirock to suggest an itinerary and make planning a trip to Skiathos fast, fun, and easy.

You can do a combination of car and ferry from Kalambaka to Skiathos in 4 hours. Other options are to do a combination of bus and ferry; or do a combination of train and ferry. Traveling from Kalambaka in September, Skiathos is a bit warmer at night with lows of 24°C. Finish your sightseeing early on the 14th (Sat) to allow enough time to travel to Athens.

Things to do in Skiathos

Beaches Parks Outdoors
Find places to stay Sep 12 — 14:
Highlights from your plan
Lalaria Beach ©
Lalaria Beach
Kastro Ke Medieval Ekklisia ©
Kastro Ke Medieval Ekklisia
monastero di Panagia Evangelistria ©
monastero di Panagia Evangelistria

5
nights
Athens

Athens ©
One of the world's most ancient cities, Athens remains Europe's undisputed historical and cultural capital.
Athens is known for historic sites, museums, nightlife, shopping, and fun & games. Your plan includes some of its best attractions: steep yourself in history at Acropolis of Athens, take some stellar pictures from Mount Lycabettus, get engrossed in the history at Acropolis Museum, and take a stroll through Monastiraki.

Plan my trip to Athens with suggested itineraries provided by Inspirock.

Getting from Skiathos to Athens by combination of flight and subway takes about 3 hours. Other options: do a combination of ferry and car; or do a combination of ferry and bus. Expect a bit warmer weather when traveling from Skiathos in September: highs in Athens hover around 34°C, while lows dip to 24°C. Finish your sightseeing early on the 19th (Thu) to allow enough time to travel to Mykonos Town.

Things to do in Athens

Museums Historic Sites Neighborhoods
Find places to stay Sep 14 — 19:
Highlights from your plan
Acropolis of Athens ©
Acropolis of Athens
Acropolis Museum ©
Acropolis Museum
Plaka ©
Plaka

4
nights
Mykonos Town

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.
Mykonos Town is known for nightlife, beaches, museums, historic sites, and adventure. Your plan includes some of its best attractions: wander the streets of Little Venice, kick back and relax at Kapari Beach, stroll through Elia Beach, and don't miss a visit to The Windmills (Kato Milli).

To see other places to visit, traveler tips, and other tourist information, refer to the Mykonos Town trip itinerary tool .

Getting from Athens to Mykonos Town by combination of subway and flight takes about 2.5 hours. Other options: ride a ferry; or do a combination of flight, taxi, and ferry. Traveling from Athens in September, you will find days in Mykonos Town are a bit cooler (30°C), and nights are about the same (24°C). Finish your sightseeing early on the 23rd (Mon) so you can ride a ferry to Fira.

Things to do in Mykonos Town

Beaches Parks Outdoors

Side Trips

Mykonos, Mykonos Vioma Organic Farm, Paradise Beach, Panormos Beach, Elia Beach
Find places to stay Sep 19 — 23:
Highlights from your plan
Panormos Beach ©
Panormos Beach
Little Venice ©
Little Venice
The Windmills (Kato Milli) ©
The Windmills (Kato Milli)

5
nights
Fira

Fira, the busy capital of Santorini, sits on the very edge of a volcanic caldera.
Change things up with these side-trips from Fira: Speed Boats Tours (in Oia) and Santo Horse Riding (in Akrotiri). There's lots more to do: explore the ancient world of Akrotiri, kick back and relax at Red Beach, contemplate the waterfront views at Amoudi Bay, and get great views at Sunset in Oia.

To see other places to visit, ratings, more things to do, and other tourist information, read Fira day trip site .

You can ride a ferry from Mykonos Town to Fira in 2.5 hours. Another option is to fly. In September, plan for daily highs up to 32°C, and evening lows to 24°C. Finish your sightseeing early on the 28th (Sat) so you can ride a ferry to Milos.

Things to do in Fira

Parks Outdoors Tours

Side Trips

Oia, Akrotiri, Santorini, Imerovigli, Kamari
Find places to stay Sep 23 — 28:
Highlights from your plan
Wine Tours & Tastings
Akrotiri ©
Akrotiri
Amoudi Bay ©
Amoudi Bay

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.
On the 30th (Mon), enjoy a perfect day by the water at Pollonia Beach. There's much more to do: enjoy the sand and surf at Kleftiko Beach, stroll through Sarakiniko Beach, and don't miss a visit to Old Sulfur Mines at Paliorema.

To find reviews, more things to do, and more tourist information, you can read our Milos online trip itinerary maker .

Ride a ferry from Fira to Milos in 2 hours. Alternatively, you can fly. In September, plan for daily highs up to 32°C, and evening lows to 24°C. Finish your sightseeing early on the 1st (Tue) to allow enough time to travel back home.

Things to do in Milos

Beaches Parks Outdoors
Find places to stay Sep 28 — Oct 1:
Highlights from your plan
Kleftiko Beach ©
Kleftiko Beach
Sarakiniko Beach ©
Sarakiniko Beach
Sikia Beach ©
Sikia Beach

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