The Cyclades itineraries

Cyclades islands Sailing information and itinerary suggestions

Based on Paros island, we are experienced in the central Cyclades charters. Therefore, primarily we suggest you to start and/or finish your sailing boat vacation at Paros sailing base.

Chart of the Cyclades islands

The Cyclades islands, located in the middle of Aegean sea, are forming a ring of around the ancient island of Delos with its ancient ruins and temples, next to the cosmopolitan island of Mykonos.

The islands of Cyclades include Syros, Naxos, Sifnos, Serifos, Paros, Ios, Santorini with its volcano and amazing sun sets and of course the small islands south of Naxos, Schinoussa, Donousa, Heraklia and Koufonisia a truly beautiful archipelago.

These islands lend themselves to the people who are a little bit more adventurous and want to sail a little bit further.

Most of the Cycladic islands are between 15 and 25 miles apart.

During July and August when the wind blows it can get very strong and it is possible for it to last for a few days, so it is a good idea to be a little bit more flexible with your time and itinerary and maybe change direction or just find a nice area and explore the beaches and Tavernas.

Cyclades islands is an ideal sailing destination offering over 20 islands all within easy reach with countless bays to anchor in all within very easy reach, so even if you are not the most experienced or adventurous of sailors you can fill every day with something new.

Paros, located in the center of the Cyclades islands, is the best starting and finishing charter base. The island has regular ferry links to both Pireaus and the port of Rafina, and also a regular flight connection with the Athens airport. Therefore, if you are amining to visit the Cyclades, why not start and / or finish you sailing vacation at Paros island.

You are free to vist any of the Cyclades island and realise any sailing route you have planned. To help you on your final decision, we shall give you some suggestions on sailing routes around the Cyclades islands.

Depending on whether you have one, two or three weeks vacation does obviously make a difference to our recommendations, but lets just start with one available week starting from Paros and then we will look at two weeks schedule. Bear in mind that the itineraries below are only proposal. You might have to alter your route due to weather conditions or even if the weather allows, maybe you or other members of the crew don't want to sail 4-6 hours everyday. Then you can skip couple of islands and explore better the rest.

Cyclades - One week sailing charter itinerary

1st sailing Route
Paros - Sifnos - Serifos - Syros - Myconos - Delos - Naxos
Day 1: Check-in at 17:00
Day 2: Paros - Sifnos
Day 3: Sifnos - Serifos
Day 4: Serifos - Syros
Day 5: Syros - (Rinia - Delos) - Myconos
Day 6: Myconos - (Rinia - Delos) - Naxos
Day 7: Naxos - Naoussa - Parikia
Day 8: Check-out at 09:00

Day 1: Check-in at 17:00
Day 2: Paros- Naoussa - Naxos
Day 3: Naxos - Iraklia
Day 4: Iraklia - Schinoussa
Day 5: Sckinoussa - Koufonissi
Day 6: Koufonissi - Ios
Day 7: Ios - Despotiko - Paros
Day 8: Check-out at 09:00

Cyclades - Two weeks sailing charter itinerary

3rd sailing Route
Paros - Naxos - Iraklia - Schinoussa - Koufonissi - Ios - Santorini - Folegandros - Poliegos - Milos - Kimolos - Sifnos - Despotiko
Day 1: Check-in at 17:00
Day 2: Paros - Naoussa - Naxos
Day 3: Naxos - Iraklia
Day 4: Iraklia - Schinoussa
Day 5: Schinoussa - Koufonissi
Day 6: Koufonissi - Ios
Day 7: Ios - Santorini
Day 8: Santorini - Folegandros
Day 9: Folegandros - Poliego - Milos
Day 10: Milos - Kimolos
Day 11: Kimolos - Sifnos
Day 12: Sifnos - Serifos
Day 13: Serifos - Despotiko
Day 14: Despotiko - Parikia
Day 15: Check-out at 09:00

4th sailing Route
Paros - Sifnos - Milos - Folegandros - Santorini - Ios - Iraklia - Schinoussa - Koufonissi - Amorgos - Donoussa - Naxos
Day 1: Check-in at 17:00
Day 2: Paros - Sifnos
Day 3: Sifnos - Kimolos - Milos
Day 4: Milos - Poliago - Folegandros
Day 5: Folegandros - Santorini
Day 6: Santorini - Ios
Day 7: Ios - Iraklia
Day 8: Iraklia - Schinoussa
Day 9: Schinoussa - Koufonissi
Day 10: Koufonissi - Amorgos at Katapola
Day 11: Katapola - Aegiali (Amorgos)
Day 12: Amorgos - Donoussa
Day 13: Donoussa - Naxos
Day 14: Naxos - Paros (Naoussa - Parikia)
Day 15: Check-out at 09:00

Find a sailing charter yacht to rent in the Cyclades