14 days in Greece Itinerary
Created using Klarna Trips Greece travel route maker
Start: Chicago
Fly
1
Athens
— 1 night
Fly to Santorini, Ferry to Ios
2
Ios
— 2 nights
Ferry
3
Mykonos Town, Mykonos
— 2 nights
Ferry to Santorini, Taxi to Oia
4
Oia, Santorini
— 2 nights
Taxi to Santorini, Fly to Chania Town
5
Chania Town, Crete
— 4 nights
Fly
6
Athens
— 1 night
Fly
End: Chicago
Fri, Sep 1 - Thu, Sep 14
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View full calendar
Athens — 1 night
©
The Birthplace of Democracy
Your day by day itinerary now includes Parthenon, Acropolis of Athens and Ancient Agora of Athens. On the 2nd (Sat), explore the ancient world of Ancient Agora of Athens, delve into the distant past at Acropolis of Athens, and then steep yourself in history at Parthenon.
For more things to do, ratings, maps, and tourist information, you can read our Athens trip itinerary maker site.
Chicago, USA to Athens is an approximately 13.5-hour flight. The time zone changes from Central Standard Time (CST) to Eastern European Standard Time (EET), which is usually an 8 hour difference. In September, Athens is somewhat warmer than Chicago - with highs of 84°F and lows of 69°F. You will leave for Ios on the 3rd (Sun).
more
For more things to do, ratings, maps, and tourist information, you can read our Athens trip itinerary maker site.
Chicago, USA to Athens is an approximately 13.5-hour flight. The time zone changes from Central Standard Time (CST) to Eastern European Standard Time (EET), which is usually an 8 hour difference. In September, Athens is somewhat warmer than Chicago - with highs of 84°F and lows of 69°F. You will leave for Ios on the 3rd (Sun).
Find places to stay Sep 2 — 3:
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Highlights from your trip
Ios — 2 nights
©
Ios is known for beaches, nightlife, and adventure. Your trip includes some of its best attractions: kick back and relax at Mylopotas Beach, don't miss a visit to La Tomba di Omero, tour the pleasant surroundings at Koumbara Beach, and discover the deep blue sea with Meltemi Dive Centre.
To see other places to visit, ratings, maps, and other tourist information, go to the Ios trip itinerary builder tool.
Getting from Athens to Ios by combination of flight and ferry takes about 4 hours. Other options: do a combination of taxi and ferry. In September, daytime highs in Ios are 81°F, while nighttime lows are 70°F. Finish up your sightseeing early on the 5th (Tue) so you can catch the ferry to Mykonos Town.
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To see other places to visit, ratings, maps, and other tourist information, go to the Ios trip itinerary builder tool.
Getting from Athens to Ios by combination of flight and ferry takes about 4 hours. Other options: do a combination of taxi and ferry. In September, daytime highs in Ios are 81°F, while nighttime lows are 70°F. Finish up your sightseeing early on the 5th (Tue) so you can catch the ferry to Mykonos Town.
Find places to stay Sep 3 — 5:
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Highlights from your trip
Mykonos Town, Mykonos — 2 nights
©
Chora Mykonos
Kick off your visit on the 6th (Wed): wander the streets of Little Venice, then don't miss a visit to The Windmills (Kato Milli), then look for gifts at Mytho, and finally tour the pleasant surroundings at Paradise Beach.
For photos, other places to visit, maps, and tourist information, you can read our Mykonos Town journey builder app.
Getting from Ios to Mykonos Town by ferry takes about 3 hours. In September, daily temperatures in Mykonos Town can reach 79°F, while at night they dip to 69°F. Wrap up your sightseeing on the 7th (Thu) early enough to travel to Oia.
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For photos, other places to visit, maps, and tourist information, you can read our Mykonos Town journey builder app.
Getting from Ios to Mykonos Town by ferry takes about 3 hours. In September, daily temperatures in Mykonos Town can reach 79°F, while at night they dip to 69°F. Wrap up your sightseeing on the 7th (Thu) early enough to travel to Oia.
Side Trip
Find places to stay Sep 5 — 7:
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Highlights from your trip
Oia, Santorini — 2 nights
©
Oia is known for sightseeing, nature, and wineries. Your trip includes some of its best attractions: contemplate the waterfront views at Amoudi Bay and make a trip to Sunset in Oia.
For more things to do, where to stay, other places to visit, and more tourist information, you can read our Oia trip itinerary planning website.
Getting from Mykonos Town to Oia by combination of ferry and taxi takes about 3 hours. Other options: do a combination of flight and taxi. September in Oia sees daily highs of 82°F and lows of 70°F at night. On the 9th (Sat), you'll travel to Chania Town.
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For more things to do, where to stay, other places to visit, and more tourist information, you can read our Oia trip itinerary planning website.
Getting from Mykonos Town to Oia by combination of ferry and taxi takes about 3 hours. Other options: do a combination of flight and taxi. September in Oia sees daily highs of 82°F and lows of 70°F at night. On the 9th (Sat), you'll travel to Chania Town.
Find places to stay Sep 7 — 9:
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Highlights from your trip
Chania Town, Crete — 4 nights
©
Your day by day itinerary now includes Balos Lagoon, Elafonissi Beach and Seitan Limania Beach. Go for a jaunt from Chania Town to Rethymnon to see The Venetian Fortezza about 1h 5 min away.
To see traveler tips, photos, more things to do, and more tourist information, you can read our Chania Town visit planning site.
You can do a combination of taxi and flight from Oia to Chania Town in 5 hours. Other options are to do a combination of car and ferry; or do a combination of taxi, ferry, and bus. September in Chania Town sees daily highs of 84°F and lows of 68°F at night. On the 13th (Wed), you'll travel to Athens.
more
To see traveler tips, photos, more things to do, and more tourist information, you can read our Chania Town visit planning site.
You can do a combination of taxi and flight from Oia to Chania Town in 5 hours. Other options are to do a combination of car and ferry; or do a combination of taxi, ferry, and bus. September in Chania Town sees daily highs of 84°F and lows of 68°F at night. On the 13th (Wed), you'll travel to Athens.
Side Trips
Find places to stay Sep 9 — 13:
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with best proximity to your trip
Highlights from your trip
Athens — 1 night
The Birthplace of Democracy
To find photos, maps, ratings, and tourist information, refer to the Athens trip itinerary planner.
Traveling by flight from Chania Town to Athens takes 2.5 hours. Alternatively, you can do a combination of bus and ferry; or do a combination of bus and ferry. On the 14th (Thu), you're off to home.
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Traveling by flight from Chania Town to Athens takes 2.5 hours. Alternatively, you can do a combination of bus and ferry; or do a combination of bus and ferry. On the 14th (Thu), you're off to home.
Find places to stay Sep 13 — 14:
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with best proximity to your trip
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Greece travel guide
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.
