25 days in Greece Itinerary

25 days in Greece Itinerary

Created using Inspirock Greece vacation planner

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Route & dates

25 days in Greece Itinerary

Start: Vancouver
Fly:  17​h 30​min
1
Athens
— 3 nights
Fly:  3​h 45​min
2
Rhodes Town, Rhodes
— 2 nights
Drive:  8​h 30​min
3
Tilos
— 2 nights
+2
Drive + Fly + Drive:  5​h
4
Heraklion, Crete
— 3 nights
shuttle:  1​h 15​min
5
Rethymnon, Crete
— 2 nights
taxi + ferry:  2​h 15​min
6
Fira, Santorini
— 3 nights
Drive:  5​h 45​min
7
Folegandros
— 1 night
Drive:  5​h
8
Milos
— 1 night
Drive:  4​h 15​min
9
Naxos
— 1 night
Drive:  1​h
10
Mykonos Town, Mykonos
— 2 nights
Drive:  6​h 15​min
11
Andros
— 1 night
Drive + Fly:  26​h
End: Vancouver

3
nights
Athens

Athens ©
One of the world's most ancient cities, Athens remains Europe's undisputed historical and cultural capital.
You've added Plaka, Roman Agora, Panathenaic Stadium, and other attractions to your itinerary. Start off your visit on the 4th (Thu): explore the ancient world of Acropolis of Athens, don't miss a visit to Propylaea, steep yourself in history at Ancient Agora of Athens, delve into the distant past at Temple of Hephaestus, then explore the ancient world of Temple of Athena Nike, and finally explore the ancient world of Temple of Olympian Zeus. Get ready for a full day of sightseeing on the next day: wander the streets of Plaka, contemplate the long history of Roman Agora, then get great views at Mount Lycabettus, and finally explore the ancient world of Parthenon.

To see traveler tips, more things to do, ratings, and other tourist information, read our Athens driving holiday planning website .

Vancouver, Canada to Athens is an approximately 17.5-hour flight. You can also do a combination of flight and bus. Due to the time zone difference, you'll lose 10 hours traveling from Vancouver to Athens. In October, Athens is a bit warmer than Vancouver - with highs of 28°C and lows of 18°C. Cap off your sightseeing on the 6th (Sat) early enough to travel to Rhodes Town.

Things to do in Athens

Historic Sites Parks Neighborhoods
Highlights from your plan
Ancient Agora of Athens ©
Ancient Agora of Athens
Temple of Hephaestus ©
Temple of Hephaestus
Temple of Athena Nike
Temple of Athena Nike

2
nights
Rhodes Town, Rhodes

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.
On the 6th (Sat), explore the ancient world of The Acropolis of Rhodes, then take in the architecture and atmosphere at Church of Our Lady of Filerimos, and then contemplate the long history of Filerimos Monastery. Keep things going the next day: delve into the distant past at Ancient Olympic Stadium - Rhodes, then contemplate the long history of Street of the Knights, then contemplate in the serene atmosphere at The Church of the Panagia, and finally don't miss a visit to Monastery Tsambika.

For ratings, maps, and other tourist information, you can read our Rhodes Town tour itinerary planner .

Traveling by flight from Athens to Rhodes Town takes 4 hours. Alternatively, you can ride a ferry; or do a combination of car and ferry. Traveling from Athens in October, plan for somewhat warmer nights in Rhodes Town, with lows around 22°C. On the 8th (Mon), wrap the sightseeing up by early afternoon so you can travel to Tilos.

Things to do in Rhodes Town

Historic Sites

Side Trips

Filerimos, Monastery Tsambika, The Church of the Panagia
Highlights from your plan
Church of Our Lady of Filerimos ©
Church of Our Lady of Filerimos
The Church of the Panagia ©
The Church of the Panagia
Street of the Knights ©
Street of the Knights

2
nights
Tilos

Tilos ©
On the 9th (Tue), wander the streets of Mikro Horio, then stroll through Livadia Beach, then tour the pleasant surroundings at Eristos Beach, and finally take in the spiritual surroundings of Ekklisia Taxiarchis.

For ratings, other places to visit, reviews, and tourist information, you can read our Tilos road trip planner.

Explore your travel options from Rhodes Town to Tilos with the Route module. In October, plan for daily highs up to 27°C, and evening lows to 20°C. Finish your sightseeing early on the 10th (Wed) to allow enough time to travel to Heraklion.

Things to do in Tilos

Outdoors Beaches Parks
Highlights from your plan
Mikro Horio ©
Mikro Horio

3
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.
You've added Gortyna, Museum of Cretan Ethnology, Heraklion Archaeological Museum, and other attractions to your itinerary. You'll visit kid-friendly attractions like Ligaria Beach and Venetian Walls and Tomb of Nikos Kazantzakis. Get a sense of the local culture at Agios Georgios Monastery and Cathedral of St. Minas. Explore Heraklion's surroundings by going to Wooden Museum (in Axos) and Fodele Beach (in Fodele).

For where to stay, other places to visit, more things to do, and other tourist information, use the Heraklion travel website .

Explore your travel options from Tilos to Heraklion with the Route module. In October, daily temperatures in Heraklion can reach 28°C, while at night they dip to 20°C. Finish up your sightseeing early on the 13th (Sat) so you can go by car to Rethymnon.

Things to do in Heraklion

Historic Sites Outdoors Beaches

Side Trips

Ligaria Beach, The Palace of Knossos, Gortyna, Wooden Museum, Agios Georgios Monastery
Highlights from your plan
Gortyna ©
Gortyna
Agios Georgios Monastery ©
Agios Georgios Monastery

2
nights
Rethymnon, Crete

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.
On the 14th (Sun), you'll have a packed day of sightseeing: stroll through Old Port Bali, then stroll through Varkotopos Beach, then look for all kinds of wild species at Reptisland, and finally delve into the distant past at Ancient Eleutherna.

For where to stay, photos, maps, and tourist information, you can read our Rethymnon holiday planner.

Traveling by car from Heraklion to Rethymnon takes 1.5 hours. Alternatively, you can take a bus. October in Rethymnon sees daily highs of 28°C and lows of 19°C at night. Wrap up your sightseeing on the 15th (Mon) to allow time to ride a ferry to Fira.

Things to do in Rethymnon

Parks Outdoors Beaches

Side Trips

Bali, Winery Dourakis, Kalivaki Beach, Reptisland
Highlights from your plan
Reptisland ©
Reptisland
Ancient Eleutherna ©
Ancient Eleutherna
Winery Dourakis ©
Winery Dourakis

3
nights
Fira, Santorini

Fira ©
Fira, the busy capital of Santorini, sits on the very edge of a volcanic caldera.
Kick off your visit on the 16th (Tue): enjoy the sand and surf at Vlychada Beach, learn about winemaking at Domaine Sigalas, pause for some serene contemplation at Cathedral of Saint John the Baptist, then take in the architecture and atmosphere at Cathedral Church Of Candlemas Of The Lord, and finally examine the collection at La Ponta. On the 17th (Wed), you'll have a packed day of sightseeing: stroll through Eros Beach, see the interesting displays at Cultural Village, then pause for some serene contemplation at Ekklisia Panagia Platsani, and finally step into the grandiose world of Byzantine Castle Ruins.

For other places to visit, maps, more things to do, and other tourist information, go to the Fira road trip planning app .

Traveling by ferry from Rethymnon to Fira takes 2.5 hours. In October, plan for daily highs up to 27°C, and evening lows to 20°C. Cap off your sightseeing on the 18th (Thu) early enough to travel to Folegandros.

Things to do in Fira

Outdoors Beaches Parks

Side Trips

Oia, Vlychada Beach, SYMPOSION by La Ponta, Eros Beach, Cultural Village
Highlights from your plan
Vlychada Beach ©
Vlychada Beach
Cathedral of Saint John the Baptist ©
Byzantine Castle Ruins ©
Byzantine Castle Ruins

1
night
Folegandros

Folegandros ©
On the 18th (Thu), examine the collection at Ecological and Folklore Museum and then enjoy the sand and surf at Vardia Beach. On your second day here, enjoy the sand and surf at Livadi Beach and then pause for some serene contemplation at Church of Panagia (Virgin Mary).

To find where to stay, maps, traveler tips, and more tourist information, refer to the Folegandros trip itinerary builder .

Getting from Fira to Folegandros by car takes about 2 hours. Expect a daytime high around 26°C in October, and nighttime lows around 20°C. Wrap up your sightseeing on the 19th (Fri) early enough to travel to Milos.

Things to do in Folegandros

Outdoors Beaches Parks
Highlights from your plan
Church of Panagia (Virgin Mary) ©
Church of Panagia (Virgin Mary)

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.
To see reviews, maps, where to stay, and other tourist information, read Milos vacation planner.

Getting from Folegandros to Milos by car takes about 3.5 hours. In October, daily temperatures in Milos can reach 26°C, while at night they dip to 20°C. You will leave for Naxos on the 20th (Sat).

Things to do in Milos

Outdoors Tours Parks

1
night
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.
On the 20th (Sat), take in the architecture and atmosphere at Panagia Drossiani Church, take in the exciting artwork at Fish & Olive, then kick back and relax at Maragas Beach, then delve into the distant past at Portara, and finally delve into the distant past at Temple of Apollo. Here are some ideas for day two: take in the architecture and atmosphere at Panagia Aperathitissa, then tour the pleasant surroundings at Moutsouna Beach, then take in the architecture and atmosphere at Agia Marina Church, and finally admire the striking features of Church of Agios Georgios Diasoritis.

You can plan Naxos trip in no time by asking Inspirock to help create your itinerary.

Getting from Milos to Naxos by ferry takes about 4.5 hours. Other options: fly. In October, plan for daily highs up to 26°C, and evening lows to 20°C. Finish your sightseeing early on the 21st (Sun) so you can ride a ferry to Mykonos Town.

Things to do in Naxos

Outdoors Beaches Parks
Highlights from your plan
Portara ©
Portara
Church of Agios Georgios Diasoritis ©
Maragas Beach ©
Maragas Beach

2
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.
On the 22nd (Mon), get engrossed in the history at Archaeological Museum of Mykonos, visit a coastal fixture at Armenistis Lighthouse, then learn about winemaking at Mykonos Vioma Organic Farm, and finally enjoy the sand and surf at Ftelia Beach. On the 23rd (Tue), you'll have a packed day of sightseeing: indulge your taste buds at Gioras Wood Medieval Mykonian Bakery, then kick back and relax at Agrari Beach, and then enjoy the sand and surf at Kalafatis Beach.

To see maps, photos, other places to visit, and more tourist information, read Mykonos Town trip itinerary builder website .

Traveling by ferry from Naxos to Mykonos Town takes an hour. Alternatively, you can fly. In October, plan for daily highs up to 25°C, and evening lows to 20°C. Finish your sightseeing early on the 23rd (Tue) to allow enough time to travel to Andros.

Things to do in Mykonos Town

Outdoors Beaches Parks

Side Trips

Mykonos Vioma Organic Farm, Armenistis Lighthouse, Agrari Beach
Highlights from your plan
Kalafatis Beach ©
Kalafatis Beach
Armenistis Lighthouse ©
Armenistis Lighthouse
Mykonos Vioma Organic Farm ©
Mykonos Vioma Organic Farm

1
night
Andros

Andros ©
Andros, also called Chora, is a town and a former municipality on the island of Andros, in the Cyclades, Greece. Kick off your visit on the 24th (Wed): kick back and relax at Pyrgos Beach, stroll through Agios Kyprianos Beach, then take in the dramatic scenery at Waterfalls of Pithara, and finally explore the world behind art at Museum of Contemporary Art.

To see other places to visit, more things to do, reviews, and other tourist information, refer to the Andros travel route planner.

Traveling by car from Mykonos Town to Andros takes 5.5 hours. In October, daytime highs in Andros are 25°C, while nighttime lows are 20°C. On the 25th (Thu), you'll have the morning to explore before heading back home.

Things to do in Andros

Parks Outdoors Beaches
Highlights from your plan
Pyrgos Beach ©
Pyrgos Beach
Museum of Contemporary Art ©
Museum of Contemporary Art
Archaeological Museum of Paleopolis ©

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