15 days in Cyclades Itinerary

15 days in Cyclades Itinerary

Created using Inspirock Cyclades travel route maker

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Route & dates

15 days in Cyclades Itinerary

Start: Pescara
bus + Fly:  13​h 30​min
1
Fira, Santorini
— 3 nights
Drive:  4​h 15​min
2
Milos
— 2 nights
Fly:  2​h 15​min
3
Mykonos Town, Mykonos
— 1 night
Drive:  1​h 30​min
4
Naxos
— 4 nights
Drive:  2​h
5
Paros
— 4 nights
+2
bus + Fly + bus:  18​h
End: Pescara

3
nights
Fira, Santorini

Fira ©
Fira, the busy capital of Santorini, sits on the very edge of a volcanic caldera.
Escape the urban bustle at Waterskiing & Jetskiing and Nea Kameni. Museum-lovers will appreciate Tomato Industrial Museum and Wine Museum Koutsogiannopoulos. When in Fira, make a side trip to see SYMPOSION by La Ponta in Akrotiri, approximately 32 minutes away. And it doesn't end there: relax and rejuvenate at some of the best spas, take in the architecture and atmosphere at Ekklisia Panagia Platsani, explore the historical opulence of Byzantine Castle Ruins, and take in the pleasant sights at Oia's Main Street.

For more things to do, where to stay, other places to visit, and tourist information, refer to the Fira trip itinerary site .

Pescara, Italy to Fira is an approximately 13.5-hour flight. Due to the time zone difference, you'll lose 1 hour traveling from Pescara to Fira. Traveling from Pescara in August, plan for somewhat warmer nights in Fira, with lows around 28°C. Finish your sightseeing early on the 23rd (Fri) so you can drive to Milos.

Things to do in Fira

Museums Historic Sites Wineries

Side Trips

Oia, Santorini, Venetsanos Winery, Cultural Village, Wine Museum Koutsogiannopoulos
Find places to stay Aug 20 — 23:
Highlights from your plan
Wine Museum Koutsogiannopoulos ©
Wine Museum Koutsogiannopoulos
Waterskiing & Jetskiing
Monastery of Profitis Ilias ©
Monastery of Profitis Ilias

2
nights
Milos

Milos ©
The result of thousands of years of volcanic activity, the island of Milos features a craggy coastline interspersed by shallow beaches.
Kick off your visit on the 24th (Sat): take an in-depth tour of Archaeological museum of Milos, explore the ancient world of Ancient Roman Theatre - Milos, then examine the collection at Milos Mining Museum, then kick back and relax at Firopotamos Beach, and finally kick back and relax at Plathiena Beach. Get ready for a full day of sightseeing on the next day: tour the pleasant surroundings at Paliochori Beach, then enjoy the sand and surf at Firiplaka Beach, and then tour the pleasant surroundings at Tsigrado Beach.

Before you visit Milos, use our trip planner to discover what you can do and see there.

You can drive from Fira to Milos in 4.5 hours. Expect a daytime high around 34°C in August, and nighttime lows around 27°C. Wrap up your sightseeing on the 25th (Sun) early enough to fly to Mykonos Town.

Things to do in Milos

Outdoors Parks Beaches
Find places to stay Aug 23 — 25:
Highlights from your plan
Ancient Roman Theatre - Milos ©
Ancient Roman Theatre - Milos
Paliochori Beach ©
Paliochori Beach
Tsigrado Beach ©
Tsigrado Beach

1
night
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.
Kick off your visit on the 26th (Mon): don't miss a visit to Matoyianni Street, make a trip to Rarity Gallery, then take in the spiritual surroundings of Paraportiani Church, then kick back and relax at Kalo Livadi Beach, and finally enjoy the sand and surf at Agios Sostis Beach.

To find more things to do, where to stay, and other tourist information, read Mykonos Town day trip app .

Fly from Milos to Mykonos Town in 2.5 hours. Alternatively, you can ride a ferry. In August, plan for daily highs up to 33°C, and evening lows to 27°C. Wrap up your sightseeing on the 26th (Mon) early enough to drive to Naxos.

Things to do in Mykonos Town

Outdoors Parks Beaches

Side Trips

Agios Sostis Beach, Kalo Livadi Beach
Find places to stay Aug 25 — 26:
Highlights from your plan
Matoyianni Street ©
Matoyianni Street
Agios Sostis Beach ©
Agios Sostis Beach
Kalo Livadi Beach ©
Kalo Livadi Beach

4
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.
For shopping fun, head to Fish & Olive or L- Art Gallery & Decor. Museum-lovers will get to explore Distillery M. G. Vallindras Eirini Frangoudaki and Eggares Olive Press Museum. There's lots more to do: kick back and relax at Agios Prokopios Beach, stroll through Mikri Vigla Beach, explore the ancient world of Temple of Apollo, and delve into the lush surroundings at Alyko Dimou Naxou.

To see other places to visit, photos, traveler tips, and more tourist information, use the Naxos online tour builder .

Drive from Mykonos Town to Naxos in 1.5 hours. In August, daily temperatures in Naxos can reach 34°C, while at night they dip to 27°C. Cap off your sightseeing on the 30th (Fri) early enough to go by car to Paros.

Things to do in Naxos

Parks Outdoors Beaches
Find places to stay Aug 26 — 30:
Highlights from your plan
Maragas Beach ©
Maragas Beach
Mikri Vigla Beach ©
Mikri Vigla Beach
Alyko Dimou Naxou ©
Alyko Dimou Naxou

4
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.
Folklore Art Museum Of Cycladic Civilization and Lefkes are good opportunities to explore the local culture. Your inner history buff will appreciate Panayia Ekatondapiliani Cathedral and Venetian Fortress. There's much more to do: kick back and relax at Monastiri Beach, take an in-depth tour of Archaeological Museum Parou, delve into the distant past at Delion Sanctuary of Apollo & Artemis, and do a tasting at Moraitis Winery.

Plan trip to Paros with our itinerary maker to find out where to go and what to do.

You can drive from Naxos to Paros in 2 hours. In August, daily temperatures in Paros can reach 34°C, while at night they dip to 27°C. Finish your sightseeing early on the 3rd (Tue) so you can travel back home.

Things to do in Paros

Outdoors Parks Beaches
Find places to stay Aug 30 — Sep 3:
Highlights from your plan
Panayia Ekatondapiliani Cathedral ©
Panayia Ekatondapiliani Cathedral
Lefkes ©
Lefkes

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