21 days in Greece Itinerary

21 days in Greece Itinerary

Created using Inspirock Greece route planner

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Route & dates

21 days in Greece Itinerary

Start: Montreal
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
Fly:  12​h 45​min
End: Montreal

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.
Start 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): pause for some serene contemplation at Agia Paraskevi Church, pause for some serene contemplation at Church of Agios Haralambos, then look for gifts at Pliatsiko, then see the interesting displays at Sand Museum, and finally step off the mainland to explore Glaronissia.

For other places to visit, maps, where to stay, and more tourist information, refer to the Milos planning website .

Montreal, Canada to Milos is an approximately 13-hour flight. You can also do a combination of flight and ferry; or do a combination of train and flight. The time zone difference when traveling from Montreal to Milos is 7 hours. Prepare for a bit warmer weather when traveling from Montreal in April: high temperatures in Milos hover around 23°C and lows are around 15°C. Cap off your sightseeing on the 26th (Sun) early enough to catch the flight to Mykonos Town.

Things to do in Milos

Parks Beaches Outdoors
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, museums, historic sites, and adventure. Your plan includes some of its best attractions: wander the streets of Little Venice, sample the tasty concoctions at Mykonos Brewing Company, contemplate in the serene atmosphere at Paraportiani Church, and take in the exciting artwork at The House of Fine Art Mykonos.

For maps, other places to visit, reviews, and other tourist information, you can read our Mykonos Town trip planner.

Getting from Milos to Mykonos Town by flight takes about 2.5 hours. Other options: ride a ferry. In April, daytime highs in Mykonos Town are 22°C, while nighttime lows are 16°C. Cap off your sightseeing on the 29th (Wed) early enough to go by car to Delos.

Things to do in Mykonos Town

Museums Tours Outdoors

Side Trips

Mykonos, Speed Boats Tours
Find places to stay Apr 26 — 29:
Highlights from your plan
Aegean Maritime Museum ©
Aegean Maritime Museum
Little Venice ©
Little Venice
The Windmills (Kato Milli) ©
The Windmills (Kato Milli)

2
nights
Delos

Delos ©
Kick off your visit on the 30th (Thu): get engrossed in the history at Archaeological Museum of Delos, delve into the distant past at Avenue of the Lions, take your sightseeing to a higher altitude at Mount Kynthos, then contemplate the long history of Archaeological Site of Delos, and finally pause for some photo ops at Temple of Isis. Get ready for a full day of sightseeing on the 1st (Fri): make a trip to Cleopatra's House, then delve into the distant past at House of Dionysus, and then delve into the distant past at House of Masks.

To find photos, reviews, traveler tips, and more tourist information, you can read our Delos driving holiday planner.

Traveling by car from Mykonos Town to Delos takes an hour. In April, daytime highs in Delos are 22°C, while nighttime lows are 16°C. Wrap up your sightseeing by early afternoon on the 1st (Fri) to allow enough time to drive 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
Temple of Isis ©
Temple of Isis
Archaeological Museum of Delos ©
Archaeological Museum of Delos

4
nights
Fira

Fira, the busy capital of Santorini, sits on the very edge of a volcanic caldera.
Step out of Fira with an excursion to Santo Horse Riding in Akrotiri--about 30 minutes away. And it doesn't end there: delve into the distant past at Akrotiri, indulge your senses at some of the top wineries in the area, take in the dramatic natural features at Skaros Rock, and explore the activities along Amoudi Bay.

To find more things to do, other places to visit, reviews, and more tourist information, read Fira travel app .

Traveling by car from Delos to Fira takes 7 hours. In May, daytime highs in Fira are 28°C, while nighttime lows are 20°C. Finish your sightseeing early on the 5th (Tue) to allow enough time to travel to Rhodes Town.

Things to do in Fira

Parks Outdoors Tours

Side Trips

Imerovigli, Akrotiri, Oia, Santorini, Boutari, J., & Son Wineries S.A.
Find places to stay May 1 — 5:
Highlights from your plan
Wine Tours & Tastings
Akrotiri ©
Akrotiri
Amoudi Bay ©
Amoudi Bay

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.
You'll find plenty of places to visit near Rhodes Town: Lindos (Lindos Beach, Acropolis of Lindos, & more) and Ancient Kamiros (in Kalavarda). There's lots more to do: catch some excitement at The Cage, stroll through Faliraki Beach, have fun and explore at Rhodes Toy Museum, and get engrossed in the history at Rodos Nature - Folklore Museum.

To see photos, more things to do, maps, and tourist information, go to the Rhodes Town vacation builder site .

Traveling by flight from Fira to Rhodes Town takes 5.5 hours. Alternatively, you can do a combination of ferry, bus, and flight; or ride a ferry. In May, daily temperatures in Rhodes Town can reach 27°C, while at night they dip to 20°C. Wrap up your sightseeing on the 8th (Fri) to allow time to travel to Pythagorion.

Things to do in Rhodes Town

Historic Sites Parks Beaches

Side Trips

Lindos, Rhodes, Rodos Nature - Folklore Museum, Ancient Kamiros, Faliraki Beach
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 enjoy the sand and surf at Mourtia Beach.

Discover how to plan a Pythagorion trip in just a few steps with Inspirock's itinerary builder.

The Route module can help you plan travel from Rhodes Town to Pythagorion. Expect a daytime high around 28°C in May, and nighttime lows around 19°C. Wrap up your sightseeing on the 9th (Sat) early enough to travel to Athens.

Things to do in Pythagorion

Parks Beaches Outdoors

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.
Venture out of the city with trips to Nauplion Promenade (in Nafplio) and Archaeological Site Mycenae (in Mycenae). There's much more to do: delve into the distant past at Acropolis of Athens, wander the streets of Monastiraki, get great views at Mount Lycabettus, and admire the masterpieces at Benaki Museum.

To find where to stay, other places to visit, reviews, and more tourist information, read Athens trip planner .

Explore your travel options from Pythagorion to Athens with the Route module. In May, plan for daily highs up to 29°C, and evening lows to 20°C. Wrap up your sightseeing on the 14th (Thu) to allow time to travel back home.

Things to do in Athens

Historic Sites Museums Neighborhoods

Side Trips

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

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