17 days in Greek Isles Itinerary

17 days in Greek Isles Itinerary

Created using Inspirock Greek Isles trip itinerary planner

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Route & dates

Start: Philadelphia
+2
Train + Foot + Fly:  16 h
1
Tsilivi, Zakynthos
— 2 nights
Fly + Bus:  7 h 45 min
2
Lindos, Rhodes
— 2 nights
Bus + Fly:  4 h 45 min
3
Heraklion, Crete
— 2 nights
Ferry:  1 h 45 min
4
Fira, Santorini
— 4 nights
Ferry:  1 h 45 min
5
Mykonos Town, Mykonos
— 5 nights
Fly:  14 h 15 min
End: Philadelphia

2
nights
Tsilivi, Zakynthos

A growing favorite with international vacationers, Tsilivi sits on the northern coast of Zakynthos.
Go for a jaunt from Tsilivi to Anafonitria to see Navagio Beach (Shipwreck Beach) about 46 minutes away. There's still lots to do: take a memorable tour with Tours, learn about winemaking at Grampsas Winery, putt your heart out at Kalamaki Crazy Golf& Restaurant, and relax in the rural setting at Therianos Family Farm.

For more things to do, traveler tips, photos, and other tourist information, refer to the Tsilivi trip itinerary website.

Philadelphia, USA to Tsilivi is an approximately 16- hour combination of train and flight. You can also fly; or do a combination of train and flight. You'll lose 7 hours traveling from Philadelphia to Tsilivi due to the time zone difference. In May in Tsilivi, expect temperatures between 76°F during the day and 57°F at night. Wrap up your sightseeing on the 31st (Mon) early enough to travel to Lindos.

Things to do in Tsilivi

Outdoors Tours Beaches

Side Trips

Grampsas Winery, Anafonitria Monastery, Kalamaki Crazy Golf& Restaurant, Therianos Family Farm, Navagio Beach (Shipwreck Beach)
Find places to stay May 29 — 31:
Highlights from your plan
Speed Boats Tours
Navagio Beach (Shipwreck Beach) ©
Navagio Beach (Shipwreck Beach)
Therianos Family Farm ©
Therianos Family Farm

2
nights
Lindos, Rhodes

Lindos ©
A medieval settlement on the island of Rhodes, Lindos provides a mix of ancient history and modern attractions.
Start off your visit on the 1st (Tue): explore the ancient world of Acropolis of Lindos, then look for gifts at Kori Lindos, and then delve into the distant past at Village of Lindos. On the 2nd (Wed), you'll have a packed day of sightseeing: take an in-depth tour of Rodos Nature - Folklore Museum, delve into the distant past at Ancient Kamiros, then admire the striking features of Agios Nikolaos Fountoukli, then tour the pleasant surroundings at Tsambika Beach, and finally kick back and relax at Lindos Beach.

To see reviews, other places to visit, where to stay, and tourist information, read our Lindos trip planner.

Traveling by combination of flight and bus from Tsilivi to Lindos takes 8 hours. Alternatively, you can do a combination of bus and ferry. Traveling from Tsilivi in May, expect somewhat warmer with lows of 64°F in Lindos. Finish your sightseeing early on the 2nd (Wed) to allow enough time to travel to Heraklion.

Things to do in Lindos

Historic Sites Beaches Parks

Side Trips

Rodos Nature - Folklore Museum, Agios Nikolaos Fountoukli, Ancient Kamiros, Tsambika Beach
Find places to stay May 31 — Jun 2:
Highlights from your plan
Village of Lindos ©
Village of Lindos
Acropolis of Lindos ©
Acropolis of Lindos
Lindos Beach ©
Lindos Beach

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.
On the 3rd (Thu), get engrossed in the history at Heraklion Archaeological Museum, then look for gifts at Inspira, then delve into the distant past at The Palace of Knossos, and finally get a new perspective on nature at The Natural History Museum of Crete. On the 4th (Fri), you'll have a packed day of sightseeing: pause for some serene contemplation at Church of Saint Titus, take an in-depth tour of Ιστορικό Μουσείο Κρήτης - Historical Museum of Crete, then observe the fascinating underwater world at Cretaquarium - Thalassocosmos, then see the interesting displays at Kazantzakis Museum, and finally do a tasting at Winery Stilianou.

To see traveler tips, other places to visit, more things to do, and tourist information, read our Heraklion trip itinerary builder app.

You can do a combination of bus and flight from Lindos to Heraklion in 5 hours. Alternatively, you can do a combination of taxi and ferry. In June, daily temperatures in Heraklion can reach 81°F, while at night they dip to 67°F. Wrap up your sightseeing on the 4th (Fri) to allow time to ride a ferry to Fira.

Things to do in Heraklion

Museums Historic Sites Zoos & Aquariums

Side Trips

The Palace of Knossos, Cretaquarium - Thalassocosmos, Winery Stilianou, Kazantzakis Museum
Find places to stay Jun 2 — 4:
Highlights from your plan
Winery Stilianou ©
Winery Stilianou
The Palace of Knossos ©
The Palace of Knossos
Heraklion Archaeological Museum ©
Heraklion Archaeological Museum

4
nights
Fira, Santorini

Fira ©
Fira, the busy capital of Santorini, sits on the very edge of a volcanic caldera.
Go for a jaunt from Fira to Akrotiri to see La Ponta about 30 minutes away. Next up on the itinerary: explore the ancient world of Akrotiri, tour the pleasant surroundings at Caldera Beach, enjoy the sand and surf at Perissa Black Sand Beach, and make a trip to Sunset in Oia.

To see ratings, reviews, maps, and tourist information, refer to the Fira day trip planning app.

Ride a ferry from Heraklion to Fira in 2 hours. In June, daily temperatures in Fira can reach 82°F, while at night they dip to 70°F. Finish your sightseeing early on the 8th (Tue) so you can ride a ferry to Mykonos Town.

Things to do in Fira

Parks Beaches Outdoors

Side Trips

Akrotiri, Oia, Kamari, Perissa Black Sand Beach
Find places to stay Jun 4 — 8:
Highlights from your plan
Sunset in Oia ©
Sunset in Oia
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, and historic sites. Your plan includes some of its best attractions: wander the streets of Little Venice, take in the spiritual surroundings of Paraportiani Church, make a trip to Matoyianni Street, and get engrossed in the history at Archaeological Museum of Mykonos.

To find reviews, photos, other places to visit, and tourist information, use the Mykonos Town road trip tool.

Ride a ferry from Fira to Mykonos Town in 2 hours. Alternatively, you can fly. In June, plan for daily highs up to 80°F, and evening lows to 69°F. Finish up your sightseeing early on the 13th (Sun) so you can travel back home.

Things to do in Mykonos Town

Beaches Parks Outdoors

Side Trips

Agios Sostis Beach, Paradise Beach, Panormos Beach, Ornos Beach, Armenistis Lighthouse
Find places to stay Jun 8 — 13:
Highlights from your plan
Little Venice ©
Little Venice
The Windmills (Kato Milli) ©
The Windmills (Kato Milli)
Aegean Maritime Museum ©
Aegean Maritime Museum

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