28 days in Greece Itinerary

28 days in Greece Itinerary

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Route & dates

28 days in Greece Itinerary

Start: Chicago
Fly:  16​h 45​min
1
Fira
— 2 nights
Drive:  6​h 30​min
2
Paros
— 3 nights
Drive:  2​h
3
Naxos
— 2 nights
ferry:  3​h 30​min
4
Heraklion, Crete
— 2 nights
+3
Fly + subway + foot + bus:  6​h 45​min
5
Nafplio
— 3 nights
+3
bus + foot + subway + Fly:  5​h 45​min
6
Corfu Town, Corfu
— 1 night
Fly + Drive:  8​h
7
Kastoria
— 3 nights
+2
Drive + Fly + Drive:  10​h 30​min
8
Hydra
— 2 nights
Travel:  7​h
9
Hermoupolis
— 2 nights
Drive:  4​h 15​min
10
Athens
— 3 nights
Fly:  14​h 15​min
End: Chicago

2
nights
Fira

Fira ©
Fira, the busy capital of Santorini, sits on the very edge of a volcanic caldera.
Start off your visit on the 8th (Mon): kick back and relax at Kamari Beach and then contemplate the waterfront views at Amoudi Bay. On the 9th (Tue), you'll have a packed day of sightseeing: get a taste of the local shopping with Tzamia - Krystalla Art Gallery Santorini and then awaken your taste buds at some of the top wineries in the area.

For photos, traveler tips, ratings, and tourist information, refer to the Fira journey planner.

Chicago, USA to Fira is an approximately 17-hour flight. You can also do a combination of flight, bus, and ferry; or do a combination of flight and ferry. The time zone difference when traveling from Chicago to Fira is 8 hours. Traveling from Chicago in June, you can expect nighttime temperatures to be a bit warmer in Fira, with lows of 70°F. Finish your sightseeing early on the 9th (Tue) so you can drive to Paros.

Things to do in Fira

Parks Tours Beaches

Side Trips

Kamari Beach, Amoudi Bay
Find places to stay Jun 7 — 9:
Highlights from your plan
Kamari Beach ©
Kamari Beach
Wine Tours & Tastings
Amoudi Bay ©
Amoudi Bay

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.
On the 10th (Wed), take in the waterfront activity at Old Port of Naoussa and then take in the pleasant sights at Kolymbithres Beach. Get ready for a full day of sightseeing on the next day: pause for some serene contemplation at Panayia Ekatondapiliani Cathedral, then kick back and relax at Martselo beach, then step off the mainland to explore Parikia Town, and finally kick back and relax at Piso Aliki Beach.

To see photos, maps, ratings, and more tourist information, you can read our Paros trip planner .

Drive from Fira to Paros in 6.5 hours. In June, daytime highs in Paros are 82°F, while nighttime lows are 69°F. Wrap up your sightseeing by early afternoon on the 12th (Fri) to allow time for the car ride to Naxos.

Things to do in Paros

Parks Beaches Outdoors
Find places to stay Jun 9 — 12:
Highlights from your plan
Old Port of Naoussa ©
Old Port of Naoussa
Piso Aliki Beach ©
Piso Aliki Beach
Kolymbithres Beach ©
Kolymbithres Beach

2
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.
Start off your visit on the 12th (Fri): steep yourself in history at Kastro. Get ready for a full day of sightseeing on the next day: kick back and relax at Plaka Beach, then stroll through Agios Prokopios Beach, and then explore the ancient world of Portara.

For maps, reviews, more things to do, and more tourist information, go to the Naxos online trip builder .

You can drive from Paros to Naxos in 2 hours. In June, daytime highs in Naxos are 82°F, while nighttime lows are 69°F. Finish your sightseeing early on the 14th (Sun) so you can ride a ferry to Heraklion.

Things to do in Naxos

Parks Beaches Outdoors

Side Trip

Mykonos Town
Find places to stay Jun 12 — 14:
Highlights from your plan
Plaka Beach ©
Plaka Beach
Little Venice ©
Little Venice
Portara ©
Portara

2
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.
Kick off your visit on the 15th (Mon): get up close and personal with brilliant marine life at Cretaquarium - Thalassocosmos, explore the ancient world of The Palace of Knossos, then stop by Nerium Oleander, and finally take an in-depth tour of Heraklion Archaeological Museum. Get ready for a full day of sightseeing on the next day: test your problem-solving skills at popular escape rooms, get a new perspective on nature at The Natural History Museum of Crete, and then get engrossed in the history at Ιστορικό Μουσείο Κρήτης - Historical Museum of Crete.

For reviews, ratings, more things to do, and tourist information, read our Heraklion road trip planning website .

Traveling by ferry from Naxos to Heraklion takes 3.5 hours. In June, plan for daily highs up to 81°F, and evening lows to 67°F. Finish your sightseeing early on the 16th (Tue) so you can travel to Nafplio.

Things to do in Heraklion

Museums Historic Sites Fun & Games

Side Trips

Cretaquarium - Thalassocosmos, The Palace of Knossos
Find places to stay Jun 14 — 16:
Highlights from your plan
Heraklion Archaeological Museum ©
Heraklion Archaeological Museum
The Palace of Knossos ©
The Palace of Knossos
Cretaquarium - Thalassocosmos ©
Cretaquarium - Thalassocosmos

3
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.
Kids will enjoy The Great Theatre of Epidaurus and Karathona Beach. Step out of Nafplio with an excursion to Arkadiko Bridge in Mycenae--about 34 minutes away. There's lots more to do: explore the historical opulence of Fortress Palamidi, enjoy the sand and surf at Tolo Beach, appreciate the extensive heritage of Tiryns, and contemplate the long history of Bourtzi.

For more things to do, traveler tips, and other tourist information, use the Nafplio sightseeing planner.

You can do a combination of flight and bus from Heraklion to Nafplio in 7 hours. Alternatively, you can do a combination of ferry and taxi; or do a combination of ferry, train, and taxi. Traveling from Heraklion in June, expect a bit cooler with lows of 54°F in Nafplio. Wrap up your sightseeing on the 19th (Fri) early enough to travel to Corfu Town.

Things to do in Nafplio

Historic Sites Parks Beaches

Side Trips

Arkadiko Bridge, The Great Theatre of Epidaurus
Find places to stay Jun 16 — 19:
Highlights from your plan
Fortress Palamidi ©
Fortress Palamidi
The Great Theatre of Epidaurus ©
The Great Theatre of Epidaurus
Bourtzi ©
Bourtzi

1
night
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 20th (Sat): explore the ancient world of Old Fortress Corfu, then contemplate the long history of Corfu Museum of Asian Art, and then wander the streets of Corfu Old Town.

To see where to stay, maps, ratings, and more tourist information, read Corfu Town day trip planning site .

You can do a combination of bus and flight from Nafplio to Corfu Town in 6 hours. Alternatively, you can do a combination of car and ferry; or do a combination of taxi and bus. Expect somewhat warmer evenings in Corfu Town when traveling from Nafplio in June, with lows around 66°F. Wrap up your sightseeing on the 20th (Sat) early enough to travel to Kastoria.

Things to do in Corfu Town

Historic Sites Neighborhoods Museums
Find places to stay Jun 19 — 20:
Highlights from your plan
Old Fortress Corfu ©
Old Fortress Corfu
Corfu Museum of Asian Art ©
Corfu Museum of Asian Art
Corfu Old Town ©
Corfu Old Town

3
nights
Kastoria

Kastoria ©
Kastoria is a city in northern Greece in the region of West Macedonia. You'll find plenty of places to visit near Kastoria: Ioannina Castle (in Ioannina), Museum of the Royal Tombs of Aigai (Vergina) (in Vergina) and Meteora (in Kastraki). There's still lots to do: get to know the fascinating history of Kastorian Byzantine Churches., make a trip to Panagia Mavriotissa Monastery, contemplate the waterfront views at Lake Orestiada, and browse the range of quality goods at Idees Art Cafe & Shop.

For more things to do, ratings, maps, and more tourist information, go to the Kastoria trip itinerary maker app .

The Route module can help you plan travel from Corfu Town to Kastoria. Plan for slightly colder nights when traveling from Corfu Town in June since evenings lows in Kastoria dip to 55°F. Cap off your sightseeing on the 24th (Wed) early enough to travel to Hydra.

Things to do in Kastoria

Parks Historic Sites Nature

Side Trips

Museum of the Royal Tombs of Aigai (Vergina), Ioannina Castle, Meteora
Find places to stay Jun 21 — 24:
Highlights from your plan
Lake Orestiada ©
Lake Orestiada
Meteora ©
Meteora

2
nights
Hydra

Hydra ©
Hydra is one of the Saronic Islands of Greece, located in the Aegean Sea between the Saronic Gulf and the Argolic Gulf. Start off your visit on the 25th (Thu): don't miss a visit to Profitis Ilias Monastery Hydra, then stroll through Harriets Hydra Horses, and then tour the pleasant surroundings at Saint Nicholas Beach. Get ready for a full day of sightseeing on the 26th (Fri): enjoy the sand and surf at Vlichos Beach and then kick back and relax at Bisti Beach.

To find ratings, where to stay, traveler tips, and other tourist information, refer to the Hydra tour itinerary planner .

Explore your travel options from Kastoria to Hydra with the Route module. Traveling from Kastoria in June, expect somewhat warmer with lows of 70°F in Hydra. Wrap up your sightseeing by early afternoon on the 27th (Sat) to allow time for travel to Hermoupolis.

Things to do in Hydra

Parks Outdoors Beaches
Find places to stay Jun 24 — 27:
Highlights from your plan
Harriets Hydra Horses ©
Harriets Hydra Horses
Historical Archive - Museum of Hydra ©
Profitis Ilias Monastery Hydra ©
Profitis Ilias Monastery Hydra

2
nights
Hermoupolis

Hermoupolis ©
On the 28th (Sun), enjoy the sand and surf at Agathopes Beach and then enjoy the sand and surf at Kini Beach. Get ready for a full day of sightseeing on the 29th (Mon): enjoy the sand and surf at Galissas Beach, take an in-depth tour of Ermoupolis Industrial Museum, then pause for some photo ops at Ermoupolis City Hall, and finally take in the spiritual surroundings of Saint Nicholas Church.

For reviews, photos, other places to visit, and other tourist information, you can read our Hermoupolis trip builder tool .

The Route module can help you plan travel from Hydra to Hermoupolis. While traveling from Hydra, expect a bit cooler days and about the same nights in Hermoupolis, ranging from highs of 81°F to lows of 71°F. Wrap up your sightseeing on the 29th (Mon) to allow time to travel to Athens.

Things to do in Hermoupolis

Parks Beaches Outdoors

Side Trips

Kini Beach, Galissas Beach, Ermoupolis Industrial Museum, Agathopes Beach
Find places to stay Jun 27 — 29:
Highlights from your plan
Kini Beach ©
Kini Beach
Agathopes Beach ©
Agathopes Beach
Ermoupolis City Hall ©
Ermoupolis City Hall

3
nights
Athens

Athens ©
One of the world's most ancient cities, Athens remains Europe's undisputed historical and cultural capital.
Bring the kids along to Acropolis of Athens and Ancient Agora of Athens. And it doesn't end there: take an in-depth tour of Acropolis Museum, admire the masterpieces at National Archaeological Museum, take some stellar pictures from Mount Lycabettus, and take a stroll through Plaka.

For ratings, other places to visit, and tourist information, read Athens road trip planning site .

You can drive from Hermoupolis to Athens in 4.5 hours. In June, daily temperatures in Athens can reach 86°F, while at night they dip to 70°F. Wrap up your sightseeing on the 3rd (Fri) early enough to travel back home.

Things to do in Athens

Museums Historic Sites Neighborhoods
Find places to stay Jun 29 — Jul 3:
Highlights from your plan
Acropolis Museum ©
Acropolis Museum
Acropolis of Athens ©
Acropolis of Athens
Plaka ©
Plaka

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