44 days in Greece Itinerary

44 days in Greece Itinerary

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Route & dates

44 days in Greece Itinerary

Start: Boston
Fly:  14​h 15​min
1
Thessaloniki
— 3 nights
Drive:  2​h 45​min
2
Kalambaka
— 1 night
Drive:  3​h
3
Delphi
— 3 nights
Drive:  3​h 30​min
4
Olympia
— 4 nights
Drive:  2​h 30​min
5
Nafplio
— 5 nights
Drive:  2​h
6
Athens
— 6 nights
Subway + Fly:  2​h 45​min
7
Heraklion, Crete
— 4 nights
Ferry:  1​h 45​min
8
Fira, Santorini
— 5 nights
Ferry:  1​h 45​min
9
Mykonos Town, Mykonos
— 5 nights
Fly:  1​h 15​min
10
Corfu Town, Corfu
— 6 nights
Fly:  11​h 45​min
End: Boston

3
nights
Thessaloniki

Thessaloniki ©
A city with a stormy history and a cosmopolitan heart, Thessaloniki attracts visitors with its diverse culinary scene, dynamic nightlife, and youthful energy.
Get out of town with these interesting Thessaloniki side-trips: Fava Beach (in Vourvourou), Kalogria Beach (in Nikiti) and Museum of the Royal Tombs of Aigai (Vergina) (in Vergina). And it doesn't end there: take in panoramic vistas at White Tower of Thessaloniki, pause for some serene contemplation at Hagios Demetrios, delve into the distant past at Rotunda, and make a trip to Aristotelous Square.

To see traveler tips, where to stay, maps, and more tourist information, refer to the Thessaloniki route site .

Boston, USA to Thessaloniki is an approximately 14.5-hour flight. Due to the time zone difference, you'll lose 7 hours traveling from Boston to Thessaloniki. Expect a bit warmer temperatures when traveling from Boston in May; daily highs in Thessaloniki reach 78°F and lows reach 56°F. Finish your sightseeing early on the 24th (Sun) so you can drive to Kalambaka.

Things to do in Thessaloniki

Museums Historic Sites Beaches

Side Trips

Kalogria Beach, Museum of the Royal Tombs of Aigai (Vergina), Fava Beach
Highlights from your plan
Museum of Byzantine Culture ©
Museum of Byzantine Culture
White Tower of Thessaloniki ©
White Tower of Thessaloniki
Hagios Demetrios ©
Hagios Demetrios

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.
Start off your visit on the 25th (Mon): contemplate in the serene atmosphere at Meteora, take in the spiritual surroundings of Holy Trinity Monastery (Agia Triada), then contemplate in the serene atmosphere at Monastery of the Great Meteoron, and finally admire the natural beauty at Varlaam Monastery.

To find more things to do, ratings, where to stay, and other tourist information, read our Kalambaka online road trip planner .

Drive from Thessaloniki to Kalambaka in 3 hours. Alternatively, you can take a bus; or take a train. Plan for slightly colder temperatures traveling from Thessaloniki in May, with highs in Kalambaka at 72°F and lows at 50°F. Wrap up your sightseeing on the 25th (Mon) to allow time to drive to Delphi.

Things to do in Kalambaka

Historic Sites Parks
Highlights from your plan
Meteora ©
Meteora
Monastery of the Great Meteoron ©
Monastery of the Great Meteoron
Holy Trinity Monastery (Agia Triada) ©

3
nights
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.
Take a break from Delphi with a short trip to Hosios Loukas in Distomo, about 46 minutes away. There's lots more to do: delve into the distant past at Delphi, get engrossed in the history at Delphi Archaeological Museum, relax in the rural setting at MoKa Honey, and take in the spiritual surroundings of Tholos.

Plan trip to Delphi with our itinerary maker to find out where to go and what to do.

You can drive from Kalambaka to Delphi in 3 hours. Alternatively, you can do a combination of train and taxi; or take a bus. Expect somewhat warmer evenings in Delphi when traveling from Kalambaka in May, with lows around 56°F. Wrap up your sightseeing on the 28th (Thu) to allow time to drive to Olympia.

Things to do in Delphi

Historic Sites Museums Parks

Side Trips

Hosios Loukas, MoKa Honey
Highlights from your plan
Delphi ©
Delphi
Delphi Archaeological Museum ©
Delphi Archaeological Museum
Temple of Apollo In Delphi ©
Temple of Apollo In Delphi

4
nights
Olympia

Olympia ©
Inhabited since prehistoric times, Olympia remains best known as the site of the original Olympic Games, held there for the first time in 776 BCE.
Get out of town with these interesting Olympia side-trips: Temple of Apollo Epikourios (in Skliros), Kalamata (Victoria G. Karelias Collection of Greek Traditional Costumes & Ippikos Omilos Kalamatas) and Castle of Pylos (in Pilos). And it doesn't end there: relax in the rural setting at Klio's Honey Farm, learn about winemaking at Olympia Land Winery, steep yourself in history at Tis Arkadias O Platanos, and contemplate in the serene atmosphere at Archaeological Site of Olympia.

To find photos, maps, traveler tips, and tourist information, use the Olympia visit planner .

Traveling by car from Delphi to Olympia takes 3.5 hours. Alternatively, you can take a bus. In May, daytime highs in Olympia are 76°F, while nighttime lows are 56°F. Wrap up your sightseeing on the 1st (Mon) early enough to drive to Nafplio.

Things to do in Olympia

Historic Sites Outdoors Parks

Side Trips

Kalamata, Castle of Pylos, Petrochori Beach, Temple of Apollo Epikourios, Tis Arkadias O Platanos
Highlights from your plan
Klio's Honey Farm ©
Klio's Honey Farm
Olympia Land Winery ©
Olympia Land Winery
Temple of Apollo Epikourios ©
Temple of Apollo Epikourios

5
nights
Nafplio

Nafplio ©
Nafplio, a city famed for its narrow lanes and elegant architecture, provides a comfortable base for exploring the many surrounding ancient sites.
Change things up with these side-trips from Nafplio: The Great Theatre of Epidaurus (in Epidavros), Mystras (in Sparta) and Arkadiko Bridge (in Mycenae). And it doesn't end there: delve into the distant past at Archaeological Site Mycenae, browse the fresh offerings at Street Market Tripoli, get to know the fascinating history of Tiryns, and take an in-depth tour of Archea Korinthos.

To see more things to do, maps, other places to visit, and tourist information, read Nafplio online route planner .

Drive from Olympia to Nafplio in 2.5 hours. Alternatively, you can take a bus; or take a bus. Expect a bit cooler evenings in Nafplio when traveling from Olympia in June, with lows around 54°F. Finish your sightseeing early on the 6th (Sat) so you can drive to Athens.

Things to do in Nafplio

Historic Sites Museums Shopping

Side Trips

Corinth, Mycenae, Tripoli, The Great Theatre of Epidaurus, Agia Kyriaki Church
Highlights from your plan
Archaeological Site Mycenae ©
Archaeological Site Mycenae
The Great Theatre of Epidaurus ©
The Great Theatre of Epidaurus
Mystras ©
Mystras

6
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, nature, and shopping. Your plan includes some of its best attractions: explore the ancient world of Acropolis of Athens, explore the world behind art at National Archaeological Museum, take some stellar pictures from Mount Lycabettus, and wander the streets of Plaka.

For ratings, other places to visit, maps, and more tourist information, you can read our Athens sightseeing website .

You can drive from Nafplio to Athens in 2 hours. Alternatively, you can take a bus. Plan for a bit warmer nights when traveling from Nafplio in June since evenings lows in Athens dip to 70°F. Finish your sightseeing early on the 12th (Fri) so you can travel to Heraklion.

Things to do in Athens

Tours Museums Historic Sites
Highlights from your plan
Acropolis of Athens ©
Acropolis of Athens
Acropolis Museum ©
Acropolis Museum
Plaka ©
Plaka

4
nights
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.
You'll find plenty of places to visit near Heraklion: Kazantzakis Museum (in Myrtia), Snail Farm and Fun (in Tylissos) and Reptisland (in Melidoni). The adventure continues: contemplate the long history of The Palace of Knossos, test your team's savvy at popular escape rooms, get a new perspective on nature at The Natural History Museum of Crete, and get engrossed in the history at Heraklion Archaeological Museum.

For maps, ratings, where to stay, and tourist information, read our Heraklion travel route planner .

Traveling by combination of subway and flight from Athens to Heraklion takes 3 hours. Alternatively, you can ride a ferry; or take a bus. Traveling from Athens in June, you will find days in Heraklion are a bit cooler (81°F), and nights are about the same (67°F). Finish your sightseeing early on the 16th (Tue) to allow enough time to ride a ferry to Fira.

Things to do in Heraklion

Museums Parks Historic Sites

Side Trips

Tylissos, Reptisland, Winery Stilianou, Agia Marina Donkey Rescue Sanctuary, The Palace of Knossos
Highlights from your plan
Winery Stilianou ©
Winery Stilianou
The Palace of Knossos ©
The Palace of Knossos
Heraklion Archaeological Museum ©
Heraklion Archaeological Museum

5
nights
Fira, Santorini

Fira, the busy capital of Santorini, sits on the very edge of a volcanic caldera.
Step out of Fira to go to Akrotiri and see Santo Horse Riding, which is approximately 30 minutes away. The adventure continues: delve into the distant past at Akrotiri, explore the activities along Amoudi Bay, get great views at Sunset in Oia, and indulge your senses at some of the top wineries in the area.

For traveler tips, reviews, ratings, and other tourist information, refer to the Fira trip itinerary maker site .

Traveling by ferry from Heraklion to Fira takes 2 hours. In June in Fira, expect temperatures between 82°F during the day and 70°F at night. Wrap up your sightseeing on the 21st (Sun) early enough to ride a ferry to Mykonos Town.

Things to do in Fira

Parks Tours Outdoors

Side Trips

Akrotiri, Oia, Imerovigli, Kamari, Ekklisia Theoskepasti hiking trail
Highlights from your plan
Wine Tours & Tastings
Akrotiri ©
Akrotiri
Amoudi Bay ©
Amoudi Bay

5
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.
Mykonos Town is known for nightlife, beaches, historic sites, museums, and adventure. Your plan includes some of its best attractions: wander the streets of Little Venice, relax and rejuvenate at some of the best spas, kick back and relax at Kapari Beach, and see the interesting displays at Aegean Maritime Museum.

For other places to visit, ratings, traveler tips, and more tourist information, use the Mykonos Town trip itinerary planner.

Traveling by ferry from Fira to Mykonos Town takes 2 hours. Alternatively, you can fly. In June in Mykonos Town, expect temperatures between 80°F during the day and 69°F at night. Wrap up your sightseeing on the 26th (Fri) early enough to fly to Corfu Town.

Things to do in Mykonos Town

Outdoors Beaches Parks

Side Trips

Mykonos, Paradise Beach, Panormos Beach, Speed Boats Tours
Highlights from your plan
Panormos Beach ©
Panormos Beach
Little Venice ©
Little Venice
The Windmills (Kato Milli) ©
The Windmills (Kato Milli)

6
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.
Change things up with these side-trips from Corfu Town: Kerasia Beach (in Kassiopi), Limni Beach (in Paleokastritsa) and Yali Beach (in Giannades). There's still lots to do: admire the striking features of Corfu Museum of Asian Art, relax in the rural setting at MKB Corfu Beekeeping Vasilakis, kick back and relax at St. Spyridon First Beach, and ride a horse along Arena horse riding corfu.

To find traveler tips, reviews, more things to do, and other tourist information, you can read our Corfu Town sightseeing planner .

Fly from Mykonos Town to Corfu Town in 1.5 hours. Alternatively, you can do a combination of ferry and car; or do a combination of ferry and bus. June in Corfu Town sees daily highs of 85°F and lows of 66°F at night. Finish your sightseeing early on the 2nd (Thu) so you can travel back home.

Things to do in Corfu Town

Parks Outdoors Beaches

Side Trips

Paleokastritsa, Beach Kontogialos, Sakis Water Sports, Yali Beach, Kerasia Beach
Highlights from your plan
Corfu Donkey Rescue ©
Corfu Donkey Rescue
Corfu Museum of Asian Art ©
Corfu Museum of Asian Art
Old Fortress Corfu ©
Old Fortress Corfu

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