20 days in Greece Itinerary

20 days in Greece Itinerary

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Route & dates

20 days in Greece Itinerary

Start: Dallas
+2
tram + foot + Fly:  18​h 45​min
1
Athens
— 3 nights
subway + Fly:  2​h 30​min
2
Naxos
— 2 nights
ferry + taxi:  2​h
3
Oia
— 2 nights
taxi:  15​min
4
Fira
— 2 nights
Drive:  45​min
5
Vlychada
— 2 nights
Fly:  5​h 15​min
6
Hersonissos
— 2 nights
Drive:  1​h 30​min
7
Rethymnon
— 2 nights
Drive:  1​h 45​min
8
Falassarna
— 2 nights
Fly:  22​h 45​min
End: Dallas


3
nights
Athens

Athens ©
One of the world's most ancient cities, Athens remains Europe's undisputed historical and cultural capital.
Step off the beaten path and head to Temple of Poseidon and Panathenaic Stadium. There's much more to do: delve into the distant past at Acropolis of Athens, get engrossed in the history at National Archaeological Museum, see the interesting displays at Acropolis Museum, and contemplate in the serene atmosphere at Temple of Hephaestus.

To find maps, ratings, where to stay, and other tourist information, you can read our Athens attractions tool .

Dallas, USA to Athens is an approximately 19-hour combination of tram and flight. You can also fly; or do a combination of car and flight. The time zone difference when traveling from Dallas to Athens is 8 hours. Traveling from Dallas in May, expect nights in Athens to be about the same, around 64°F, while days are little chillier, around 77°F. Wrap up your sightseeing on the 20th (Mon) to allow time to travel to Naxos.

Things to do in Athens

Historic Sites Museums Neighborhoods

Side Trip

Temple of Poseidon
Find places to stay May 17 — 20:
Highlights from your plan
Acropolis of Athens ©
Acropolis of Athens
Acropolis Museum ©
Acropolis Museum
Plaka ©
Plaka

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 21st (Tue): explore the ancient world of Temple of Apollo, delve into the distant past at Portara, then take in the exciting artwork at Fish & Olive, and finally take in the awesome beauty at Zas Mountain. Here are some ideas for day two: take a stroll through Kastro, take a stroll through Old Town, and then kick back and relax at Maragas Beach.

For where to stay, reviews, and more tourist information, go to the Naxos day trip planning app .

Traveling by combination of subway and flight from Athens to Naxos takes 2.5 hours. Alternatively, you can do a combination of taxi and ferry; or ride a ferry. In May in Naxos, expect temperatures between 74°F during the day and 62°F at night. Wrap up your sightseeing on the 22nd (Wed) early enough to travel to Oia.

Things to do in Naxos

Parks Historic Sites Neighborhoods
Find places to stay May 20 — 22:
Highlights from your plan
Zas Mountain ©
Zas Mountain
Old Town ©
Old Town
Kastro ©
Kastro

2
nights
Oia

Every day hundreds of visitors come to Oia just to experience its sunsets.
Kick off your visit on the 1st (Sat): awaken your taste buds at some of the top wineries in the area, then stop by Oneiro Jewelry, and then tour the water at your own pace with Alex Private Boat Rental. Get ready for a full day of sightseeing on the next day: examine the collection at Museum of Prehistoric Thera, then view the masterpieces at MATI Art Gallery, then take some stellar pictures from Sunset in Oia, and finally contemplate the waterfront views at Amoudi Bay.

To find photos, other places to visit, traveler tips, and other tourist information, read our Oia road trip planning website .

Traveling by car from Vlychada to Oia takes an hour. In May, daytime highs in Oia are 75°F, while nighttime lows are 63°F. Wrap up your sightseeing by early afternoon on the 3rd (Mon) to allow time for travel back home.

Things to do in Oia

Tours Outdoors Museums

Side Trips

Fira, Alex Private Boat Rental
Find places to stay May 22 — 24:
Highlights from your plan
Wine Tours & Tastings
Museum of Prehistoric Thera ©
Museum of Prehistoric Thera
Alex Private Boat Rental ©
Alex Private Boat Rental

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 24th (Fri): stop by the White, Santorini and then do a tasting at Venetsanos Winery. Get ready for a full day of sightseeing on the 25th (Sat): explore the ancient world of Ancient Thera, discover the deep blue sea with a scuba or snorkeling tour, and then examine the collection at Cultural Village.

For other places to visit, traveler tips, more things to do, and tourist information, go to the Fira trip site .

Fira is just a stone's throw from Oia. Expect a daytime high around 75°F in May, and nighttime lows around 63°F. Finish your sightseeing early on the 26th (Sun) to allow enough time to travel to Vlychada.

Things to do in Fira

Parks Nature Tours

Side Trips

Santorini, Kamari, Venetsanos Winery, Cultural Village
Find places to stay May 24 — 26:
Highlights from your plan
Nea Kameni ©
Nea Kameni
Ancient Thera ©
Ancient Thera
Venetsanos Winery ©
Venetsanos Winery

2
nights
Vlychada

Vlychada ©
Start off your visit on the 27th (Mon): see the interesting displays at Monastery of Profitis Ilias, step into the grandiose world of Castelli of Emporio, then make a trip to Santorini Arts Factory, and finally enjoy the sand and surf at Vlychada Beach. Keep things going the next day: do a tasting at Boutari, J., & Son Wineries S.A. and then tour the pleasant surroundings at Vlychada Beach.

For ratings, reviews, more things to do, and other tourist information, you can read our Vlychada visit planner .

Vlychada is very close to Fira. May in Vlychada sees daily highs of 75°F and lows of 63°F at night. Finish your sightseeing early on the 28th (Tue) to allow enough time to travel to Hersonissos.

Things to do in Vlychada

Beaches Parks Outdoors

Side Trips

Santorini, Boutari, J., & Son Wineries S.A., Castelli of Emporio, Monastery of Profitis Ilias
Find places to stay May 26 — 28:
Highlights from your plan
Vlichada Beach ©
Vlichada Beach
Santorini Arts Factory ©
Santorini Arts Factory
Monastery of Profitis Ilias ©
Monastery of Profitis Ilias

2
nights
Hersonissos

Hersonissos ©
Wholeheartedly dedicated to tourism, Hersonissos remains best known for its vibrant nightlife, its bars and clubs attracting partygoers from around the world.
On the 29th (Wed), admire nature's wide array of creatures at Cretaquarium - Thalassocosmos, then do a tasting at Lyrarakis Winery, then learn about winemaking at Domaine Paterianakis- Κτήμα Πατεριανάκη, and finally get engrossed in the history at Heraklion Archaeological Museum. Get ready for a full day of sightseeing on the 30th (Thu): trot along with a tour on horseback and then meet the residents at Aquaworld Aquarium & Reptile Rescue Centre.

To see other places to visit, where to stay, traveler tips, and tourist information, go to the Hersonissos tour builder app .

The Route module can help you plan travel from Vlychada to Hersonissos. Traveling from Vlychada in May, plan for slightly colder nights in Hersonissos, with lows around 56°F. Cap off your sightseeing on the 30th (Thu) early enough to go by car to Rethymnon.

Things to do in Hersonissos

Parks Zoos & Aquariums Tours

Side Trips

Heraklion, Horseback Riding Tours, Cretaquarium - Thalassocosmos
Find places to stay May 28 — 30:
Highlights from your plan
Cretaquarium - Thalassocosmos ©
Cretaquarium - Thalassocosmos
Heraklion Archaeological Museum ©
Heraklion Archaeological Museum

2
nights
Rethymnon

Rethymnon ©
Rethymnon combines the old-fashioned charm of a small town with proximity to long sandy beaches with all the modern conveniences usually found in big tourist resorts.
Get ready for a full day of sightseeing on the next day: take a stroll through Rethymnon Old Town, then steep yourself in history at The Venetian Fortezza, and then take in the spiritual surroundings of Sacred Monastery of Arkadi.

For reviews, maps, other places to visit, and tourist information, read Rethymnon journey tool .

Traveling by car from Hersonissos to Rethymnon takes 1.5 hours. Alternatively, you can do a combination of bus and shuttle; or take a bus. In May, daytime highs in Rethymnon are 77°F, while nighttime lows are 61°F. Wrap up your sightseeing on the 1st (Sat) to allow time to drive to Falassarna.

Things to do in Rethymnon

Wildlife Historic Sites Parks

Side Trip

Plakias
Find places to stay May 30 — Jun 1:
Highlights from your plan
Kourtaliotiko Gorge ©
Kourtaliotiko Gorge
Monastery of Arkadi ©
Monastery of Arkadi
The Venetian Fortezza ©
The Venetian Fortezza

2
nights
Falassarna

Falassarna ©
The ancient harbor town of Falassarna, once an independent city-state, today represents one of Crete's quieter resorts, drawing mostly day-trippers from the nearby town of Chania.
Start off your visit on the 2nd (Sun): see the interesting displays at Museum Of Typography and then make a splash at Limnoupolis Water Park. Get ready for a full day of sightseeing on the next day: enjoy the sand and surf at Gramvousa Beach, then stop by Bonsai and Art, then stroll the grounds of German War Cemetery, and finally explore the different monuments and memorials at Souda Bay War Cemetery.

For ratings, reviews, maps, and tourist information, use the Falassarna trip planning app .

You can drive from Rethymnon to Falassarna in 2 hours. Other options are to do a combination of bus and taxi; or do a combination of bus and shuttle. In June, daytime highs in Falassarna are 84°F, while nighttime lows are 67°F. Wrap up your sightseeing on the 3rd (Mon) to allow time to travel back home.

Things to do in Falassarna

Theme Parks Beaches Parks

Side Trips

Souda, Gramvousa Beach, German War Cemetery, Aqua Creta Limnoupolis, Bonsai and Art
Find places to stay Jun 1 — 3:
Highlights from your plan
Aqua Creta Limnoupolis ©
Aqua Creta Limnoupolis
Gramvousa Beach ©
Gramvousa Beach
German War Cemetery ©
German War Cemetery

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