14 days in Greece Itinerary

14 days in Greece Itinerary

Created using Inspirock Greece trip itinerary planner

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Route & dates

14 days in Greece Itinerary

Start: Boston
Fly + bus:  14​h
1
Heraklion, Crete
— 1 day
ferry:  2​h
2
Akrotiri, Santorini
— 2 nights
ferry:  2​h
3
Mykonos Town, Mykonos
— 2 nights
Fly + subway:  2​h 30​min
4
Athens
— 3 nights
Drive:  2​h 30​min
5
Delphi
— 1 night
Drive:  3​h 30​min
6
Kalambaka
— 1 night
Drive + ferry:  4​h
7
Corfu Town, Corfu
— 3 nights
Fly:  12​h 30​min
End: Boston

1
day
Heraklion, Crete

Heraklion ©
Crete's largest city, Heraklion remains best known for its proximity to a sprawling Bronze Age archaeological site, once the center of a vanished Minoan civilization.
Start off your visit on the 12th (Tue): get engrossed in the history at Heraklion Archaeological Museum, then explore the ancient world of The Palace of Knossos, and then meet the residents at Cretaquarium - Thalassocosmos.

Make your Heraklion itinerary with Inspirock to find out what to see and where to go.

Boston, USA to Heraklion is an approximately 14-hour combination of flight and bus. You can also do a combination of flight and shuttle; or do a combination of flight and ferry. You'll lose 7 hours traveling from Boston to Heraklion due to the time zone difference. Prepare for a bit warmer weather when traveling from Boston in May: high temperatures in Heraklion hover around 75°F and lows are around 60°F. Finish your sightseeing early on the 12th (Tue) to allow enough time to ride a ferry to Akrotiri.

Things to do in Heraklion

Historic Sites Museums Parks

Side Trips

Cretaquarium - Thalassocosmos, The Palace of Knossos
Find places to stay May 12 — 13:
Highlights from your plan
The Palace of Knossos ©
The Palace of Knossos
Heraklion Archaeological Museum ©
Heraklion Archaeological Museum
Cretaquarium - Thalassocosmos ©
Cretaquarium - Thalassocosmos

2
nights
Akrotiri, Santorini

Akrotiri ©
Located on Santorini's southwestern coastline, the small village of Akrotiri sits just a short walk from one of Europe's most significant Bronze Age archaeological sites.
Start off your visit on the 13th (Wed): make a trip to Akrotiri LightHouse, don't miss a visit to Megalochori - Traditional Village, learn about winemaking at Boutari, J., & Son Wineries S.A., then enjoy the sand and surf at Red Beach, and finally explore the ancient world of Akrotiri. Keep things going the next day: step off the mainland to explore Nea Kameni, then enjoy the sand and surf at Caldera Beach, and then explore by horseback at Santo Horse Riding.

To see where to stay and other tourist information, use the Akrotiri road trip planning website .

Getting from Heraklion to Akrotiri by ferry takes about 2 hours. In May in Akrotiri, expect temperatures between 75°F during the day and 63°F at night. Wrap up your sightseeing on the 14th (Thu) early enough to ride a ferry to Mykonos Town.

Things to do in Akrotiri

Parks Outdoors Beaches

Side Trips

Santorini, Boutari, J., & Son Wineries S.A.
Find places to stay May 12 — 14:
Highlights from your plan
Santo Horse Riding ©
Santo Horse Riding
Akrotiri ©
Akrotiri
Red Beach ©
Red Beach

2
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.
On the 15th (Fri), examine the collection at Aegean Maritime Museum, don't miss a visit to The Windmills (Kato Milli), then take a stroll through Little Venice, and finally contemplate in the serene atmosphere at Paraportiani Church. Get ready for a full day of sightseeing on the 16th (Sat): kick back and relax at Super Paradise Beach, then tour the pleasant surroundings at Paradise Beach, and then enjoy the sand and surf at Platis Gialos Beach.

To see reviews, other places to visit, more things to do, and other tourist information, go to the Mykonos Town trip tool .

Ride a ferry from Akrotiri to Mykonos Town in 2 hours. May in Mykonos Town sees daily highs of 73°F and lows of 63°F at night. Wrap up your sightseeing on the 16th (Sat) to allow time to travel to Athens.

Things to do in Mykonos Town

Beaches Parks Outdoors

Side Trips

Paradise Beach, Platis Gialos Beach
Find places to stay May 14 — 16:
Highlights from your plan
Paradise Beach ©
Paradise Beach
Little Venice ©
Little Venice
The Windmills (Kato Milli) ©
The Windmills (Kato Milli)

3
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: delve into the distant past at Acropolis of Athens, contemplate the long history of Ancient Agora of Athens, get engrossed in the history at Acropolis Museum, and make a trip to Plateia Syntagmatos.

To see more things to do, ratings, maps, and tourist information, read Athens online travel route planner .

Do a combination of flight and subway from Mykonos Town to Athens in 2.5 hours. Alternatively, you can ride a ferry; or do a combination of ferry, taxi, and flight. In May, plan for daily highs up to 77°F, and evening lows to 64°F. Finish your sightseeing early on the 19th (Tue) to allow enough time to drive to Delphi.

Things to do in Athens

Museums Historic Sites Neighborhoods
Find places to stay May 16 — 19:
Highlights from your plan
Acropolis of Athens ©
Acropolis of Athens
Acropolis Museum ©
Acropolis Museum
Plaka ©
Plaka

1
night
Delphi

Delphi ©
Ancient Greeks revered Delphi as the center of their universe, building an impressive sanctuary to Apollo in order to mark this sacred spot.
Start off your visit on the 20th (Wed): contemplate in the serene atmosphere at Tholos, explore the ancient world of Delphi, then delve into the distant past at Temple of Apollo, and finally take an in-depth tour of Delphi Archaeological Museum.

To find reviews, other places to visit, more things to do, and tourist information, read Delphi online day trip planner .

You can drive from Athens to Delphi in 2.5 hours. Alternatively, you can do a combination of train and taxi; or take a bus. Traveling from Athens in May, plan for little chillier nights in Delphi, with lows around 56°F. Cap off your sightseeing on the 20th (Wed) early enough to go by car to Kalambaka.

Things to do in Delphi

Historic Sites Museums
Find places to stay May 19 — 20:
Highlights from your plan
Delphi ©
Delphi
Delphi Archaeological Museum ©
Delphi Archaeological Museum
Temple of Apollo ©
Temple of Apollo

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 21st (Thu): contemplate the long history of Old City of Trikala, contemplate in the serene atmosphere at Holy Trinity Monastery (Agia Triada), then take in the spiritual surroundings of Monastery of the Great Meteoron, then take in the spiritual surroundings of Varlaam Monastery, and finally contemplate in the serene atmosphere at Meteora.

Use Inspirock's suggestions to plan your Kalambaka trip and find the best activities and attractions for your vacation.

You can drive from Delphi to Kalambaka in 3.5 hours. Alternatively, you can take a train. Traveling from Delphi in May, expect Kalambaka to be little chillier, temps between 72°F and 50°F. Finish up your sightseeing early on the 21st (Thu) so you can travel to Corfu Town.

Things to do in Kalambaka

Historic Sites Parks Neighborhoods

Side Trip

Old City of Trikala
Find places to stay May 20 — 21:
Highlights from your plan
Meteora ©
Meteora
Monastery of the Great Meteoron ©
Monastery of the Great Meteoron
Holy Trinity Monastery (Agia Triada) ©

3
nights
Corfu Town, Corfu

Corfu Town ©
Often called "Kastropolis" because of its majestic Venetian castle, Corfu Town once featured such extensive fortifications that a force of over 20,000 soldiers defended them.
Start off your visit on the 22nd (Fri): appreciate the history behind Admiral Ushakov Memorial, then step into the grandiose world of New Fortress, and then cool off at Aqualand Corfu Water Park. Get ready for a full day of sightseeing on the 23rd (Sat): admire the striking features of Corfu Museum of Asian Art, delve into the distant past at Old Fortress Corfu, then make a trip to Spianada Square, and finally make a trip to The Liston.

For more things to do, traveler tips, maps, and more tourist information, you can read our Corfu Town trip itinerary site .

Getting from Kalambaka to Corfu Town by combination of car and ferry takes about 4 hours. Other options: do a combination of car and bus; or do a combination of car and flight. Expect a bit warmer evenings in Corfu Town when traveling from Kalambaka in May, with lows around 58°F. You'll have a few hours on the 24th (Sun) to wrap things up before traveling home.

Things to do in Corfu Town

Historic Sites Theme Parks Museums

Side Trips

Aqualand Corfu Water Park, Vlacherna Monastery
Find places to stay May 21 — 24:
Highlights from your plan
Corfu Museum of Asian Art ©
Corfu Museum of Asian Art
Old Fortress Corfu ©
Old Fortress Corfu
Spianada Square ©
Spianada Square

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