15 days in Cyclades Itinerary

15 days in Cyclades Itinerary

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Route & dates

15 days in Cyclades Itinerary

Start: Ancona
+2
train + shuttle + Fly:  11​h 30​min
1
Naxos
— 5 nights
Drive:  1​h 30​min
2
Mykonos Town, Mykonos
— 1 night
Fly:  2​h 15​min
3
Milos
— 3 nights
Drive:  2​h 30​min
4
Sifnos
— 1 night
Drive:  3​h 45​min
5
Fira, Santorini
— 4 nights
+2
Fly + bus + train:  10​h 30​min
End: Ancona

5
nights
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.
Get some historical perspective at Temple of Apollo and Kastro. Visit Amitis Beach and Kastraki Beach for some beach relaxation. Explore the numerous day-trip ideas around Naxos: Lefkes (in Paros) and Panayia Ekatondapiliani Cathedral (in Parikia). And it doesn't end there: view the masterpieces at Fish & Olive, stroll through Maragas Beach, examine the collection at Eggares Olive Press Museum, and enjoy the sand and surf at Agia Anna Beach.

To see more things to do, reviews, other places to visit, and other tourist information, use the Naxos journey maker .

Ancona, Italy to Naxos is an approximately 11.5-hour flight. The time zone changes from Central European Time to Eastern European Time, which is usually a 1 hour difference. Traveling from Ancona in August, Naxos is somewhat warmer at night with lows of 27°C. Finish your sightseeing early on the 25th (Sun) so you can drive to Mykonos Town.

Things to do in Naxos

Parks Outdoors Beaches

Side Trip

Paros
Find places to stay Aug 20 — 25:
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Maragas Beach ©
Maragas Beach
Mikri Vigla Beach ©
Mikri Vigla Beach
Kastraki Beach ©
Kastraki Beach

1
night
Mykonos Town, 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.
On the 26th (Mon), relax and rejuvenate at some of the best spas, don't miss a visit to Matoyianni Street, make a trip to Rarity Gallery, then contemplate in the serene atmosphere at Paraportiani Church, then learn about winemaking at Mykonos Vioma Organic Farm, and finally kick back and relax at Kalo Livadi Beach.

For traveler tips, photos, ratings, and other tourist information, read Mykonos Town travel route app .

Drive from Naxos to Mykonos Town in 1.5 hours. Expect a daytime high around 33°C in August, and nighttime lows around 27°C. Wrap up your sightseeing on the 26th (Mon) early enough to fly to Milos.

Things to do in Mykonos Town

Outdoors Parks Beaches

Side Trips

Kalo Livadi Beach, Mykonos Vioma Organic Farm
Find places to stay Aug 25 — 26:
Highlights from your plan
Spas
Kalo Livadi Beach ©
Kalo Livadi Beach
Mykonos Vioma Organic Farm ©
Mykonos Vioma Organic Farm

3
nights
Milos

Milos ©
The result of thousands of years of volcanic activity, the island of Milos features a craggy coastline interspersed by shallow beaches.
Step out of the city life by going to Plathiena Beach and Agia Kiriaki Beach. Discover out-of-the-way places like Ancient Roman Theatre - Milos and Firopotamos Beach. The adventure continues: enjoy the sand and surf at Tsigrado Beach, examine the collection at Milos Mining Museum, tour the pleasant surroundings at Paliochori Beach, and don't miss a visit to Old Sulfur Mines at Paliorema.

To find ratings, reviews, where to stay, and other tourist information, use the Milos day trip planning app .

Getting from Mykonos Town to Milos by flight takes about 2.5 hours. Other options: ride a ferry. In August in Milos, expect temperatures between 34°C during the day and 27°C at night. Cap off your sightseeing on the 29th (Thu) early enough to go by car to Sifnos.

Things to do in Milos

Parks Outdoors Beaches
Find places to stay Aug 26 — 29:
Highlights from your plan
Ancient Roman Theatre - Milos ©
Ancient Roman Theatre - Milos
Kleftiko Beach ©
Kleftiko Beach
Paliochori Beach ©
Paliochori Beach

1
night
Sifnos

Sifnos ©
Sifnos is an island municipality in the Cyclades island group in Greece. Start off your visit on the 30th (Fri): pause for some serene contemplation at Church of the Seven Martyrs, kick back and relax at Faros Beach, make a trip to Chrisopigi Monastery, then steep yourself in history at Panagia Chrissopigi, and finally pause for some serene contemplation at Panagia Kitriani Church.

To see maps, where to stay, more things to do, and tourist information, read Sifnos trip planner.

Getting from Milos to Sifnos by car takes about 2.5 hours. Expect a daytime high around 34°C in August, and nighttime lows around 27°C. Wrap up your sightseeing on the 30th (Fri) early enough to drive to Fira.

Things to do in Sifnos

Historic Sites Outdoors Parks
Find places to stay Aug 29 — 30:
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Chrisopigi Monastery ©
Chrisopigi Monastery

4
nights
Fira, Santorini

Fira, the busy capital of Santorini, sits on the very edge of a volcanic caldera.
Your cultural itinerary includes sights like Artemis Karamolegos Winery and Orthodox Metropolitan Cathedral. Your inner history buff will appreciate Ekklisia Panagia Platsani and Cathedral of Saint John the Baptist. Change things up with these side-trips from Fira: Waterskiing & Jetskiing (in Perivolos) and Tomato Industrial Museum (in Vlychada). And it doesn't end there: look for gifts at Atlantis Books, see the interesting displays at Monastery of Profitis Ilias, see the world from above with a helicopter tour, and step into the grandiose world of Byzantine Castle Ruins.

To find traveler tips, other places to visit, and more tourist information, use the Fira trip planner.

You can drive from Sifnos to Fira in 4 hours. In August, daytime highs in Fira are 36°C, while nighttime lows are 28°C. On the 3rd (Tue), wrap the sightseeing up by early afternoon so you can travel back home.

Things to do in Fira

Outdoors Tours Museums

Side Trips

Oia, Santorini, Tomato Industrial Museum, Wine Museum Koutsogiannopoulos, Scuba & Snorkeling
Find places to stay Aug 30 — Sep 3:
Highlights from your plan
Scuba & Snorkeling
Wine Museum Koutsogiannopoulos ©
Wine Museum Koutsogiannopoulos
Waterskiing & Jetskiing

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