21 days in Greece Itinerary

21 days in Greece Itinerary

Created using Inspirock Greece route planner

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Route & dates

Start: Montreal, Quebec
Fly:  12 h 45 min
1
Milos
— 1 night
Fly:  2 h 15 min
2
Mykonos Town
— 3 nights
Drive:  1 h
3
Delos
— 2 nights
Drive:  6 h 45 min
4
Fira
— 4 nights
+3
Ferry + Foot + Bus + Fly:  5 h 15 min
5
Rhodes Town
— 3 nights
Fly + Drive:  3 h 15 min
6
Pythagorion
— 1 night
Drive + Fly:  3 h 15 min
7
Athens
— 5 nights
Subway + Fly:  12 h 45 min
End: Montreal, Quebec

1
night
Milos

Milos ©
The result of thousands of years of volcanic activity, the island of Milos features a craggy coastline interspersed by shallow beaches.
Kick off your visit on the 25th (Sat): enjoy the sand and surf at Kleftiko Beach. Get ready for a full day of sightseeing on the 26th (Sun): take in the architecture and atmosphere at Agia Paraskevi Church, take in the architecture and atmosphere at Church of Agios Haralambos, then stop by Pliatsiko, then examine the collection at Sand Museum, and finally head off the coast to Glaronissia.

To find traveler tips, ratings, more things to do, and other tourist information, you can read our Milos trip planner.

Montreal, Canada to Milos is an approximately 12.5- hour flight. You can also do a combination of flight and ferry. You'll lose 7 hours traveling from Montreal to Milos due to the time zone difference. Expect a bit warmer temperatures when traveling from Montreal in April; daily highs in Milos reach 23°C and lows reach 15°C. Finish your sightseeing early on the 26th (Sun) so you can fly to Mykonos Town.

Things to do in Milos

Parks Outdoors Beaches
Find places to stay Apr 24 — 26:
Highlights from your plan
Kleftiko Beach ©
Kleftiko Beach
Pliatsiko ©
Pliatsiko
Glaronissia ©
Glaronissia

3
nights
Mykonos Town

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: indulge in some personalized pampering at some of the best spas, take in the architecture and atmosphere at Agios Nikolakis Church, get some thrills on the water with a speed boat tour, and examine the collection at Aegean Maritime Museum.

To find reviews, other places to visit, traveler tips, and other tourist information, read our Mykonos Town trip itinerary app.

Traveling by flight from Milos to Mykonos Town takes 2.5 hours. Alternatively, you can ride a ferry. In April in Mykonos Town, expect temperatures between 22°C during the day and 16°C at night. Wrap up your sightseeing on the 29th (Wed) early enough to drive to Delos.

Things to do in Mykonos Town

Museums Outdoors Tours

Side Trips

Mykonos, Speed Boats Tours
Find places to stay Apr 26 — 29:
Highlights from your plan
Aegean Maritime Museum ©
Aegean Maritime Museum
Spas
Little Venice ©
Little Venice

2
nights
Delos

Delos ©
Kick off your visit on the 30th (Thu): take an in-depth tour of Archaeological Museum of Delos, explore the ancient world of Avenue of the Lions, take your sightseeing to a higher altitude at Mount Kynthos, then delve into the distant past at Archaeological Site of Delos, and finally appreciate the history behind Temple of Isis. Get ready for a full day of sightseeing on the 1st (Fri): don't miss a visit to Cleopatra's House, then explore the ancient world of House of Dionysus, and then delve into the distant past at House of Masks.

To see maps, reviews, ratings, and tourist information, read Delos online vacation planner.

You can drive from Mykonos Town to Delos in an hour. April in Delos sees daily highs of 22°C and lows of 16°C at night. Wrap up your sightseeing by early afternoon on the 1st (Fri) to allow time for the car ride to Fira.

Things to do in Delos

Historic Sites Parks Nature
Find places to stay Apr 29 — May 1:
Highlights from your plan
House of Masks ©
House of Masks
Archaeological Museum of Delos ©
Archaeological Museum of Delos
Temple of Isis ©
Temple of Isis

4
nights
Fira

Fira, the busy capital of Santorini, sits on the very edge of a volcanic caldera.
Fira is known for nightlife, museums, and spas. Your plan includes some of its best attractions: savor the flavors at Food & Drink, take in the dramatic natural features at Skaros Rock, learn about winemaking at Vassaltis Vineyards, and pause for some serene contemplation at Anastasis Church.

For photos, other places to visit, more things to do, and tourist information, go to the Fira online road trip planner.

Traveling by car from Delos to Fira takes 7 hours. Expect a daytime high around 28°C in May, and nighttime lows around 20°C. Cap off your sightseeing on the 5th (Tue) early enough to travel to Rhodes Town.

Things to do in Fira

Parks Outdoors Tours

Side Trips

Imerovigli, Akrotiri, Oia, Santorini, Boutari Winery
Find places to stay May 1 — 5:
Highlights from your plan
Wine Tours & Tastings
Vassaltis Vineyards ©
Vassaltis Vineyards
Boutari Winery ©
Boutari Winery

3
nights
Rhodes Town

Rhodes Town ©
A conglomeration of many distinct architectural styles, Rhodes Town is the biggest urban center of the eponymous Greek island known for its golden beaches and relaxed way of life.
Explore the numerous day-trip ideas around Rhodes Town: Ancient Kamiros (in Kalavarda) and Lindos (Lindos Beach, Acropolis of Lindos, &more). There's much more to do: step into the grandiose world of Palace of the Grand Master of the Knights of Rhodes, explore the engaging exhibits at Rodos Nature - Folklore Museum, kick back and relax at Faliraki Beach, and experience the excitement of The Cage.

For where to stay, maps, photos, and tourist information, go to the Rhodes Town trip planner.

Traveling by combination of ferry and flight from Fira to Rhodes Town takes 6 hours. Alternatively, you can fly; or ride a ferry. May in Rhodes Town sees daily highs of 27°C and lows of 20°C at night. Wrap up your sightseeing on the 8th (Fri) early enough to travel to Pythagorion.

Things to do in Rhodes Town

Historic Sites Parks Outdoors

Side Trips

Lindos, Rhodes, Faliraki Beach, Ancient Kamiros, Rodos Nature - Folklore Museum
Find places to stay May 5 — 8:
Highlights from your plan
Village of Lindos ©
Village of Lindos
Lindos Beach ©
Lindos Beach

1
night
Pythagorion

Pythagorion ©
Start off your visit on the 9th (Sat): delve into the distant past at Heraion of Samos, then contemplate in the serene atmosphere at The Monastery of Zoodochos Pigi, then get a taste of life in the country at Panouris Ranch, and finally kick back and relax at Mourtia Beach.

For where to stay, maps, reviews, and more tourist information, you can read our Pythagorion holiday planner.

Explore your travel options from Rhodes Town to Pythagorion with the Route module. In May in Pythagorion, expect temperatures between 28°C during the day and 19°C at night. Cap off your sightseeing on the 9th (Sat) early enough to travel to Athens.

Things to do in Pythagorion

Parks Outdoors Beaches

Side Trips

Panouris Ranch, The Monastery of Zoodochos Pigi, Mourtia Beach
Find places to stay May 8 — 9:
Highlights from your plan
The Monastery of Zoodochos Pigi ©
The Monastery of Zoodochos Pigi
Panouris Ranch ©
Panouris Ranch
Heraion of Samos ©
Heraion of Samos

5
nights
Athens

Athens ©
One of the world's most ancient cities, Athens remains Europe's undisputed historical and cultural capital.
Explore the numerous day-trip ideas around Athens: Nauplion Promenade (in Nafplio) and Archaeological Site Mycenae (in Mycenae). The adventure continues: take an in-depth tour of Acropolis Museum, take in the awesome beauty at Mount Lycabettus, explore the world behind art at Benaki Museum, and delve into the distant past at Ancient Agora of Athens.

Plan a trip to Athens easily and quickly by telling Inspirock to suggest an itinerary.

Explore your travel options from Pythagorion to Athens with the Route module. In May, daily temperatures in Athens can reach 29°C, while at night they dip to 20°C. Wrap up your sightseeing on the 14th (Thu) early enough to travel back home.

Things to do in Athens

Historic Sites Museums Neighborhoods

Side Trips

Nauplion Promenade, Archaeological Site Mycenae
Find places to stay May 9 — 14:
Highlights from your plan
Acropolis Museum ©
Acropolis Museum
National Archaeological Museum ©
National Archaeological Museum
Archaeological Site Mycenae ©
Archaeological Site Mycenae

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