29 days in Athens & Cyclades Itinerary

29 days in Athens & Cyclades Itinerary

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Route & dates

29 days in Athens & Cyclades Itinerary

Start: Cape Town
Fly:  18​h 15​min
1
Athens
— 1 night
Fly + bus:  4​h
2
Paros
— 5 nights
Drive:  2​h
3
Naxos Town, Naxos
— 6 nights
Drive:  3​h 45​min
4
Amorgos
— 5 nights
ferry:  3​h 45​min
5
Milos
— 5 nights
Drive:  3​h 15​min
6
Serifos
— 5 nights
Drive:  5​h
7
Athens
— 1 night
Fly:  18​h 15​min
End: Cape Town

1
night
Athens

Athens
One of the world's most ancient cities, Athens remains Europe's undisputed historical and cultural capital.
To find where to stay, traveler tips, reviews, and tourist information, refer to the Athens online route planner .

Cape Town, South Africa to Athens is an approximately 18.5-hour flight. You can also do a combination of flight and train. Expect a bit warmer temperatures when traveling from Cape Town in September; daily highs in Athens reach 34°C and lows reach 24°C. You will leave for Paros on the 6th (Sun).

Things to do in Athens

Tours Outdoors Nightlife
Find places to stay Sep 5 — 6:

5
nights
Paros

Paros ©
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.
Paros is known for beaches, historic sites, nature, nightlife, and museums. Your plan includes some of its best attractions: go for a stroll along the water at Old Port of Naoussa, enjoy the sand and surf at Tripiti Βeach, head off the coast to Parikia Town, and take in the architecture and atmosphere at Panagia Ekatondapiliani.

To see traveler tips, reviews, where to stay, and other tourist information, read our Paros online vacation planner .

Traveling by combination of flight and bus from Athens to Paros takes 4 hours. Alternatively, you can ride a ferry; or do a combination of flight, taxi, and ferry. In September, plan for daily highs up to 32°C, and evening lows to 24°C. Wrap up your sightseeing on the 11th (Fri) early enough to drive to Naxos Town.

Things to do in Paros

Parks Beaches Outdoors
Find places to stay Sep 6 — 11:
Highlights from your plan
Old Port of Naoussa ©
Old Port of Naoussa
Parikia Town ©
Parikia Town

6
nights
Naxos Town, Naxos

Naxos Town ©
Naxos Town tops the itinerary of most visitors exploring the Aegean islands, drawing their attention with taverns, shops, beaches, and ancient ruins.
Explore the numerous day-trip ideas around Naxos Town: Mykonos Town (The Windmills (Kato Milli), Little Venice, & more), Elia Beach (in Elia) and Paradise Beach (Paradise Beach & Super Paradise Beach). There's much more to do: enjoy the sand and surf at Panormos Beach, stroll through Ornos Beach, examine the collection at Theatrical Museum Iakovos Kampanellis, and stop by Naxos Art - Techni Store.

To see where to stay, maps, other places to visit, and tourist information, read Naxos Town trip itinerary builder .

You can drive from Paros to Naxos Town in 2 hours. Expect a daytime high around 32°C in September, and nighttime lows around 24°C. Wrap up your sightseeing on the 17th (Thu) early enough to drive to Amorgos.

Things to do in Naxos Town

Outdoors Beaches Parks

Side Trips

Mykonos Town, Paradise Beach, Elia Beach, Agios Prokopios Beach, Church of Panagia Filotitissa
Find places to stay Sep 11 — 17:
Highlights from your plan
Elia Beach ©
Elia Beach
Little Venice ©
Little Venice
The Windmills (Kato Milli) ©
The Windmills (Kato Milli)

5
nights
Amorgos

Amorgos ©
One of the Aegean's treasures, Amorgos remains relatively undiscovered by foreign travelers, despite the fact that it boasts a high concentration of ancient ruins and offers some of the finest rock-climbing opportunities in Greece.
Get out of town with these interesting Amorgos side-trips: Koufonissi (Gala Beach, Pori Beach, & more). The adventure continues: make a trip to Monastery of Panagia Hozoviotissa (Grace of Panagia -Virgin Mary), enjoy the sand and surf at Aegiali Beach, tour the pleasant surroundings at Levrossos, and take a stroll through Chora.

To find more things to do, ratings, other places to visit, and tourist information, read our Amorgos itinerary planning tool .

You can drive from Naxos Town to Amorgos in 4 hours. Expect a daytime high around 31°C in September, and nighttime lows around 26°C. Finish your sightseeing early on the 22nd (Tue) so you can ride a ferry to Milos.

Things to do in Amorgos

Parks Beaches Outdoors

Side Trip

Koufonissi
Find places to stay Sep 17 — 22:
Highlights from your plan
Amorgos Botanical Park ©
Amorgos Botanical Park
Chora ©
Chora
kato koufonissi ©
kato koufonissi

5
nights
Milos

Milos ©
The result of thousands of years of volcanic activity, the island of Milos features a craggy coastline interspersed by shallow beaches.
Go for a jaunt from Milos to Kimolos to see Prassa Beach about 1h 50 min away. There's still lots to do: kick back and relax at Kleftiko Beach, tour the pleasant surroundings at Tsigrado Beach, delve into the distant past at Ancient Roman Theatre - Milos, and see the interesting displays at Milos Mining Museum.

For photos, where to stay, reviews, and tourist information, refer to the Milos road trip planning tool .

Getting from Amorgos to Milos by ferry takes about 4 hours. Other options: do a combination of ferry, taxi, and flight; or do a combination of ferry and flight. In September in Milos, expect temperatures between 32°C during the day and 24°C at night. Finish up your sightseeing early on the 27th (Sun) so you can go by car to Serifos.

Things to do in Milos

Parks Beaches Outdoors

Side Trip

Prassa Beach
Find places to stay Sep 22 — 27:
Highlights from your plan
Kleftiko Beach ©
Kleftiko Beach
Sarakiniko Beach ©
Sarakiniko Beach
Firiplaka Beach ©
Firiplaka Beach

5
nights
Serifos

Serifos ©
Get out of town with these interesting Serifos side-trips: Faros Beach (in Faros), Vathi Beach (in Vathi) and Sifnos (Julie Tzanni Ceramic Art and Jewelry, Panagia Chrissopigi, & more).

To find reviews, more things to do, maps, and more tourist information, use the Serifos tour itinerary planner .

Traveling by car from Milos to Serifos takes 3.5 hours. In September in Serifos, expect temperatures between 32°C during the day and 24°C at night. Finish up your sightseeing early on the 2nd (Fri) so you can travel to Athens.

Things to do in Serifos

Beaches Outdoors Parks

Side Trip

Sifnos
Find places to stay Sep 26 — Oct 2:
Highlights from your plan
Church of the Seven Martyrs ©
Church of the Seven Martyrs
Chrisopigi Monastery ©
Chrisopigi Monastery
Agios Sostis Beach ©
Agios Sostis Beach

1
night
Athens

Athens
To see maps, more things to do, photos, and other tourist information, refer to the Athens trip maker .

Getting from Serifos to Athens by car takes about 5 hours. On the 3rd (Sat), you're off tohome.

Things to do in Athens

Tours Outdoors Nightlife
Find places to stay Oct 2 — 3: