14 days in Cyclades Itinerary

14 days in Cyclades Itinerary

Created using Inspirock Cyclades trip maker
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Make it your trip
Fly
1
Mykonos Town
— 4 nights
Ferry
2
Andros
— 2 nights
Unknown
3
Hermoupolis
— 2 nights
Unknown
4
Antiparos
— 2 nights
Unknown
5
Milos
— 3 nights
Fly

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Mykonos Town — 4 nights

Chora 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.
Mykonos Town is known for sightseeing, nightlife, and historic sites. Your trip includes some of its best attractions: take a stroll through Little Venice, enjoy the sand and surf at Panormos Beach, tour the pleasant surroundings at Super Paradise Beach, and take in the spiritual surroundings of Paraportiani Church.

Start your trip to Mykonos Town by creating a personalized itinerary on Inspirock.

Madrid, Spain to Mykonos Town is an approximately 7.5-hour flight. You can also do a combination of car and ferry; or do a combination of bus and ferry. The time zone difference moving from Central European Standard Time (CET) to Eastern European Standard Time (EET) is 1 hour. Plan for somewhat warmer nights when traveling from Madrid in October since evenings lows in Mykonos Town dip to 20°C. Finish your sightseeing early on the 7th (Fri) to allow enough time to ride a ferry to Andros.
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Parks · Beaches · Outdoors · Neighborhoods
Side Trips
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Andros — 2 nights

Kick off your visit on the 8th (Sat): take your sightseeing to a higher altitude at Mount Kouvara, make a trip to Monastery of Panachrantos, then contemplate in the serene atmosphere at Monastery of Agias Irinis, then explore the fascinating underground world of Cave Foros, and finally make a trip to Ag Trianda. On the 9th (Sun), you'll have a packed day of sightseeing: examine the collection at Cyclades Olive Museum, then don't miss a visit to Platia Afanous Nafti, then hike along Andros Routes, and finally take in the architecture and atmosphere at Moni Agiou Nikolaou.

For ratings, more things to do, reviews, and tourist information, go to the Andros trip builder website.

You can ride a ferry from Mykonos Town to Andros in 3 hours. In October, plan for daily highs up to 25°C, and evening lows to 20°C. Finish your sightseeing early on the 9th (Sun) to allow enough time to travel to Hermoupolis.
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Parks · Trails · Nature · Wildlife
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Hermoupolis — 2 nights

On the 10th (Mon), take a leisurely stroll along Port of Syros, take in the architecture and atmosphere at Church of The Assumption of Virgin Mary, look for gifts at Prekas Traditional Products, then appreciate the history behind Ermoupolis City Hall, and finally make a trip to Plateia Miaouli. On the next day, get engrossed in the history at Ermoupolis Industrial Museum, go for a walk through Saint Pakou, then tour the pleasant surroundings at Kini Beach, and finally pause for some serene contemplation at Agios Georgios Church.

To find photos, traveler tips, other places to visit, and other tourist information, use the Hermoupolis trip itinerary tool.

Travel from Andros to Hermoupolis in 5 hours. October in Hermoupolis sees daily highs of 25°C and lows of 20°C at night. Finish your sightseeing early on the 11th (Tue) so you can travel to Antiparos.
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Historic Sites · Parks · Beaches · Museums
Side Trips
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Antiparos — 2 nights

Antiparos is a small island in the southern Aegean, at the heart of the Cyclades, which is less than one nautical mile (1.9 km) from Paros, the port to which it is connected with a local ferry. Kick off your visit on the 12th (Wed): Head underground at The Cave of Antiparos. Get ready for a full day of sightseeing on the 13th (Thu): see some colorful creatures with a scuba or snorkeling tour and then enjoy the sand and surf at Paralia Sostis.

For where to stay, ratings, reviews, and more tourist information, go to the Antiparos online journey planner.

The Route module can help you plan travel from Hermoupolis to Antiparos. Expect a daytime high around 26°C in October, and nighttime lows around 20°C. Wrap up your sightseeing on the 13th (Thu) to allow time to travel to Milos.
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Parks · Nature · Outdoors · Beaches
Find places to stay Oct 11 — 13:
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Milos — 3 nights

Island of Colors

The result of thousands of years of volcanic activity, the island of Milos features a craggy coastline interspersed by shallow beaches.
Milos is known for beaches, wildlife, and nature. Your trip includes some of its best attractions: kick back and relax at Sarakiniko Beach, stroll through Kleftiko Beach, step into the grandiose world of Venetian Castle of Milos, and see the interesting displays at Sand Museum.

For more things to do, other places to visit, ratings, and tourist information, use the Milos tour planner.

The Route module can help you plan travel from Antiparos to Milos. October in Milos sees daily highs of 26°C and lows of 20°C at night. Finish up your sightseeing early on the 16th (Sun) so you can catch the flight back home.
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Outdoors · Parks · Beaches · Wildlife
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Cyclades travel guide

4.3
Beaches · Landmarks · Nightlife
Located southeast of the Greek mainland, the Cyclades island group constitutes part of an archipelago containing over 2,000 islands. Quintessentially Mediterranean, the islands feature varied landscapes that include sun-drenched beaches, bare mountains, olive groves, ancient ruins, lush vineyards, and whitewashed villages. Santorini and Mykonos remain the Cyclades' main tourist attractions, luring vacationers with golden sands and lively nightlife. You can easily avoid the big crowds by settling on less-frequented Antiparos or Anafi, small islands with quiet beaches and picturesque coastal walks. If you're not married to the idea of staying in one place, use one of the bigger islands as your base and spend time touring the remote islets, which provide plenty of privacy and tranquility.
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Syros travel guide

4.2
Beaches · Churches · Government Buildings