22 days in Greece Itinerary
Created using Inspirock Greece travel route planner
Start: Montreal
Fly
1
Mykonos Town
— 3 nights
Ferry
2
Paros
— 3 nights
Ferry
3
Ios
— 1 night
Ferry
4
Fira
— 5 nights
Fly
5
Faliraki
— 1 night
Fly
6
Athens
— 6 nights
Fly
End: Montreal
Fri, May 10 - Fri, May 31
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Mykonos Town — 3 nights

Chora Mykonos
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.Step out of the city life by going to Panormos Beach and Platis Gialos Beach. Head to Savvas Mykonos and Tia handmadefor plenty of shopping. There's lots more to do: stop by Little Venice, kick back and relax at Kalo Livadi Beach, stroll through Kapari Beach, and take in the exciting artwork at The Big White Gallery.
To find reviews, photos, where to stay, and other tourist information, you can read our Mykonos Town tour itinerary builder.
Montreal, Canada to Mykonos Town is an approximately 15-hour flight. The time zone changes from Eastern Standard Time to Eastern European Standard Time, which is usually a 7 hour difference. Expect a bit warmer evenings in Mykonos Town when traveling from Montreal in May, with lows around 20°C. Wrap up your sightseeing on the 14th (Tue) to allow time to ride a ferry to Paros.
Side Trips
Find places to stay May 11 — 14:
Highlights from your trip
Paros — 3 nights
Poor Man's Mykonos
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.Head to ONEIPA Concept Store and Yria Ceramic Studiofor some retail therapy. Step out of the city life by going to Parikia Town and Kalogeros Beach. There's still lots to do: take an in-depth tour of Archaeological Museum Parou, explore the fascinating underground world of Marathi Marble Quarries, pause for some serene contemplation at Monastery of Agios Antonios, and enjoy the sand and surf at Voutakos Beach.
To find other places to visit, ratings, reviews, and other tourist information, read Paros travel route builder website.
Traveling by ferry from Mykonos Town to Paros takes 2 hours. Expect a daytime high around 27°C in May, and nighttime lows around 19°C. Cap off your sightseeing on the 17th (Fri) early enough to catch the ferry to Ios.
Find places to stay May 14 — 17:
Highlights from your trip
Ios — 1 night
Halfway between Naxos and Santorini lies tiny Ios, famous worldwide as one of the Aegean's liveliest nightlife hubs.Start off your visit on the 18th (Sat): enjoy the sand and surf at Manganari Beach and then stroll through Kolitsani Beach.
For more things to do, maps, where to stay, and other tourist information, you can read our Ios travel route planner.
Traveling by ferry from Paros to Ios takes 3 hours. In May, plan for daily highs up to 27°C, and evening lows to 19°C. Finish your sightseeing early on the 18th (Sat) so you can ride a ferry to Fira.
Find places to stay May 17 — 18:
Highlights from your trip
Fira — 5 nights

Fira, the busy capital of Santorini, sits on the very edge of a volcanic caldera.Step out of the city life by going to Kamari Beach and Amoudi Bay. Shop till you drop at Aquamarine Jewelry and Art Space. Take a break from Fira with a short trip to Experience Horse Riding in Akrotiri, about 30 minutes away. There's lots more to do: delve into the distant past at Akrotiri, enjoy the sand and surf at Red Beach, view the masterpieces at Eduart Gjopalaj Workshop, and stroll through Perissa Black Sand Beach.
For traveler tips, other places to visit, reviews, and other tourist information, you can read our Fira online trip planner.
Traveling by ferry from Ios to Fira takes 1.5 hours. In May in Fira, expect temperatures between 28°C during the day and 20°C at night. Finish your sightseeing early on the 23rd (Thu) to allow enough time to fly to Faliraki.
Side Trips
Find places to stay May 18 — 23:
Highlights from your trip
Faliraki — 1 night

Famed for its sandy beaches, Faliraki serves as a major destination on the island of Rhodes.Start off your visit on the 24th (Fri): kick back and relax at Faliraki Beach. Get ready for a full day of sightseeing on the next day: kick back and relax at Agathi Beach, kick back and relax at Lindos Beach, then explore the galleries of Artistic Village Contemporary Art - Art gallery & Museum of Ceramic Art, and finally make a trip to Kallithea Springs.
Plan my trip to Faliraki with suggested itineraries provided by Inspirock.
Getting from Fira to Faliraki by flight takes about 4.5 hours. Other options: do a combination of ferry and bus. In May in Faliraki, expect temperatures between 27°C during the day and 20°C at night. Finish up your sightseeing early on the 25th (Sat) so you can catch the flight to Athens.
Side Trips
Kallithea Springs, Lindos Beach, Agathi Beach, Artistic Village Contemporary Art - Art gallery & Museum of Ceramic Art
Find places to stay May 23 — 25:
Highlights from your trip
Athens — 6 nights

The Birthplace of Democracy
One of the world's most ancient cities, Athens remains Europe's undisputed historical and cultural capital.Shop till you drop at Ermou Street and The Loom. The adventure continues: take a stroll through Plaka, take in the exciting artwork at Technohoros Art Gallery, take an in-depth tour of National Archaeological Museum, and stop by Monastiraki.
For traveler tips, ratings, and more tourist information, you can read our Athens road trip site.
Fly from Faliraki to Athens in 2.5 hours. Alternatively, you can do a combination of bus and ferry; or do a combination of bus and ferry. Expect a daytime high around 29°C in May, and nighttime lows around 20°C. Finish up your sightseeing early on the 31st (Fri) so you can catch the flight back home.
Side Trip
Find places to stay May 25 — 31:
Highlights from your trip
Greece travel guide
Few places manage to capture the world's imagination quite like Greece, a land of sun-kissed coastlines, tranquil whitewashed villages, lively seaside towns, and well-preserved ancient sites. One of the world's top tourist destinations since ancient times, the country draws nearly 20 million visitors each year. Athens, the birthplace of Western civilization, continues to attract the biggest crowds and serves as a base for exploring the country and its 227 inhabited islands. Away from its cities, Greece features a picturesque countryside of olive groves, vineyards, and tiny settlements nestled against rolling hills and rugged mountain ranges. Explore the old mainland on foot and discover the islands on a guided boat or ferry tour.
Santorini travel guide
Wine Island
Known for dramatic views and romantic sunsets, the island of Santorini draws visitors with its long string of black, white, and red beaches. The largest and most significant of a small group of volcanic islands located just 200 km (120 mi) southeast of Greece's mainland, Santorini boasts just over 15,000 permanent residents. Created by a massive volcanic eruption that likely destroyed a single large island, the archipelago still features an active volcano, which saw its last eruption in the 1950s. The easiest way to explore Santorini's craggy coastline is on foot. Start by visiting the archaeological sites on the island's southwestern side, which offer a chance to discover the area's ancient past with unobstructed views of the famed volcano.
Rhodes travel guide
Island of the Knights
An island of green hills, fertile valleys, and golden beaches, Rhodes blends cosmopolitan and traditional cultures, exemplified by its traditional taverns, upscale hotels, and archaeological sites. Nicknamed the "Island of Roses," this island offers visitors a chance to discover lively tourist resorts in the north and tranquil rural areas in the south. The island's slow pace seems utterly unaffected by the challenges of mass tourism, its permanent residents stubbornly clinging to their age-old traditions and relaxed lifestyle. As you explore the areas farther away from the busy coastline, take time to meet the garrulous locals in their natural environment, the village tavern.