27 days in Athens & Cyclades Itinerary

27 days in Athens & Cyclades Itinerary

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Route & dates

27 days in Athens & Cyclades Itinerary

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

6
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, and nature. 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 Î’each, 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 12th (Sat) early enough to drive to Naxos Town.

Things to do in Paros

Parks Beaches Outdoors
Highlights from your plan
Old Port of Naoussa ©
Old Port of Naoussa
Parikia Town ©
Parikia Town

6
nights
Naxos Town, Naxos

Naxos Town tops the itinerary of most visitors exploring the Aegean islands, drawing their attention with taverns, shops, beaches, and ancient ruins.
Venture out of the city with trips to Paradise Beach (Paradise Beach & Super Paradise Beach), Platis Gialos Beach (in Platys Gialos) and Mykonos Town (The Windmills (Kato Milli), Little Venice, &more). The adventure continues: kick back and relax at Panormos Beach, tour the pleasant surroundings at Elia Beach, wander the streets of Kastro, and surround yourself with nature on a nature and wildlife tour.

For maps, where to stay, traveler tips, and other tourist information, use the Naxos Town trip planning website .

Drive from Paros to Naxos Town in 2 hours. September in Naxos Town sees daily highs of 32°C and lows of 24°C at night. Finish your sightseeing early on the 18th (Fri) to allow enough time to drive to Amorgos.

Things to do in Naxos Town

Outdoors Parks Beaches

Side Trips

Mykonos Town, Paradise Beach, Ornos Beach, Platis Gialos Beach, Agios Prokopios Beach
Highlights from your plan
Nature & Wildlife Tours
Little Venice ©
Little Venice
The Windmills (Kato Milli) ©
The Windmills (Kato Milli)

4
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.
Explore the numerous day-trip ideas around Amorgos: Koufonissi (Gala Beach, Pori Beach, &more). The adventure continues: make a trip to Monastery of Panagia Hozoviotissa, admire the striking features of Panagia Epanochorianis, enjoy the sand and surf at Agia Anna Beach, and tour the pleasant surroundings at Mourou Beach.

Plan my Amorgos trip by asking Inpirock to come up with tips and suggestions.

Getting from Naxos Town to Amorgos by car takes about 4 hours. In September, daytime highs in Amorgos are 31°C, while nighttime lows are 26°C. Finish your sightseeing early on the 22nd (Tue) to allow enough time to ride a ferry to Milos.

Things to do in Amorgos

Parks Beaches Outdoors

Side Trip

Koufonissi
Highlights from your plan
Monastery of Panagia Hozoviotissa ©
Monastery of Panagia Hozoviotissa
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.
Take a break from Milos with a short trip to Prassa Beach in Kimolos, about 1h 50 min away. There's still lots to do: kick back and relax at Kleftiko Beach, tour the pleasant surroundings at Paliochori Beach, step into the grandiose world of Venetian Castle of 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
Highlights from your plan
Kleftiko Beach ©
Kleftiko Beach
Sarakiniko Beach ©
Sarakiniko Beach
Milos Mining Museum ©
Milos Mining Museum

3
nights
Serifos

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

To see maps, ratings, and other tourist information, read our Serifos day trip planner.

You can drive from Milos to Serifos in 3.5 hours. In September in Serifos, expect temperatures between 32°C during the day and 24°C at night. Wrap up your sightseeing on the 30th (Wed) early enough to travel to Athens.

Things to do in Serifos

Parks Beaches Outdoors

Side Trip

Sifnos
Highlights from your plan
Church of the Seven Martyrs ©
Church of the Seven Martyrs
Chrisopigi Monastery ©
Chrisopigi Monastery
Psili Ammos Beach ©
Psili Ammos 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 1st (Thu), you're off to home.

Things to do in Athens

Tours Outdoors Nightlife