Cyclades Islands
The Cyclades are the jewel of the Aegean—an island chain where iconic whitewashed villages, sapphire bays, and ancient legends converge. For sailors, this is a world-class playground filled with vibrant culture, exhilarating winds, and hidden anchorages waiting just beyond the horizon.
Whether you’re seeking thrilling passages powered by the famous Meltemi or quiet evenings in remote coves, the Cyclades offer a rare blend of adventure and serenity found nowhere else in the Mediterranean.
Suggested Sailing Itineraries
Explore the Cyclades from Alimos Marina, Athens. Choose between our suggested 7-day and 14-day sailing itineraries. Routes may be adjusted according to weather conditions, sea state, mooring availability and guest preferences.
7-Day Cyclades — Route 1
≈190–205 NMDiscover some of the most iconic destinations of the Cyclades, combining traditional islands, cosmopolitan destinations, beautiful swimming spots and scenic sailing passages.
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Day 1: Alimos → Sounion
Overnight: Alimos / Sounion, depending on conditions and check-in timing
Highlights:
- Possible evening sail towards Sounion after check-in
- Otherwise, begin the route early the following morning
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Day 2: Alimos / Sounion → Kea
Distance: ≈25–40 NM
Overnight: Vourkari / Korissia / Koundouros, Kea
Highlights:
- Set course towards the first Cycladic island of the itinerary
- Possible swimming stop along the Attica coastline or around Sounion
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Day 3: Kea → Syros
Distance: ≈30 NM
Overnight: Finikas, Syros
Highlights:
- Sail east towards Syros
- Possible swimming stop before continuing to the island
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Day 4: Syros → Mykonos
Distance: ≈27 NM
Overnight: Mykonos
Highlights:
- Possible swimming and lunch stop around Rinia or Delos
- Evening ashore in cosmopolitan Mykonos
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Day 5: Mykonos → Paros
Distance: ≈24 NM
Overnight: Naoussa / Parikia, Paros
Highlights:
- Sail south towards Paros
- Enjoy Naoussa’s picturesque fishing harbour or Parikia
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Day 6: Paros → Serifos
Distance: ≈30–36 NM
Overnight: Livadi, Serifos
Highlights:
- One of the longer passages of the itinerary
- Visit the spectacular hilltop Chora of Serifos
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Day 7: Serifos → Kythnos → Alimos
Distance: ≈65 NM
Overnight: Alimos Marina
Highlights:
- Possible swimming stop around Kolona Beach, Kythnos
- Final passage back to Alimos
7-Day Cyclades — Route 2
≈180–195 NMA well-balanced 7-day itinerary combining shorter passages, beautiful anchorages, traditional Cycladic villages and attractive swimming locations.
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Day 1: Alimos → Cape Sounion
Distance: ≈22–25 NM
Overnight: Sounion
Highlights:
- Sail along the Attica coastline after check-in
- Possible swimming stop around Palaia Fokaia or Anavyssos
- Temple of Poseidon overlooking the coastline
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Day 2: Sounion → Kea
Distance: ≈14–15 NM
Overnight: Vourkari / Korissia, Kea
Highlights:
- Morning swim around Sounion
- Short passage with time for swimming and exploring Kea
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Day 3: Kea → Syros
Distance: ≈30–35 NM
Overnight: Finikas, Syros
Highlights:
- Possible swimming stop around Kea or along the route
- Relaxed evening in sheltered Finikas harbour
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Day 4: Syros → Paros
Distance: ≈23 NM
Overnight: Naoussa / Parikia, Paros
Highlights:
- Possible swimming around Kolymbithres, Monastiri or the north coast
- Evening in Naoussa or Parikia
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Day 5: Paros → Serifos
Distance: ≈30–36 NM
Overnight: Livadi, Serifos
Highlights:
- Early departure recommended for the longer passage
- Visit the traditional Chora above Livadi
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Day 6: Serifos → Kythnos
Distance: ≈21–23 NM
Overnight: Merichas / Kolona, Kythnos
Highlights:
- Swimming stop around Kolona Beach
- Evening ashore in Merichas or at anchor near Kolona
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Day 7: Kythnos → Sounion → Alimos
Distance: ≈42–48 NM
Overnight: Alimos Marina
Highlights:
- Return along the Attica coastline via Cape Sounion
- Possible swimming or lunch stop around Sounion or Anavyssos
7-Day Cyclades — Route 3
≈165–180 NMExplore a more authentic and tranquil side of the Cyclades, focusing on traditional villages, beautiful anchorages, local cuisine and rewarding sailing areas.
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Day 1: Alimos → Cape Sounion
Distance: ≈22–25 NM
Overnight: Sounion
Highlights:
- Sail southeast along the Attica coastline
- Possible swimming stop around Palaia Fokaia or Anavyssos
- Sunset below the Temple of Poseidon
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Day 2: Sounion → Kea
Distance: ≈14 NM
Overnight: Vourkari / Korissia, Kea
Highlights:
- Morning swim around Sounion
- Relaxed short passage towards Kea
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Day 3: Kea → Syros
Distance: ≈22–25 NM
Overnight: Ermoupoli, Syros
Highlights:
- Possible short swimming stop around Kea
- Explore Ermoupoli and Ano Syros
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Day 4: Syros → Kythnos
Distance: ≈25 NM
Overnight: Loutra / Merichas, Kythnos
Highlights:
- Kolona Beach as the main swimming destination
- Evening in Loutra or Merichas
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Day 5: Kythnos → Serifos
Distance: ≈18 NM
Overnight: Livadi, Serifos
Highlights:
- Morning swim around Kythnos
- Relaxed afternoon and visit to Serifos Chora
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Day 6: Serifos → Sifnos
Distance: ≈15 NM
Overnight: Kamares / Vathi, Sifnos
Highlights:
- Relaxed sailing day towards Sifnos
- Option of an afternoon anchorage at Vathi
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Day 7: Sifnos → Alimos
Distance: ≈50 NM
Overnight: Alimos Marina
Highlights:
- Longest passage of the itinerary
- Possible swimming or lunch stop around Kythnos or Sounion
Route 1 — Classic Cyclades Experience
≈300–330 NMDiscover the highlights of the Cyclades on a two-week sailing adventure combining iconic islands, spectacular swimming spots, authentic villages and some of the Aegean’s most beautiful coastlines.
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Day 1: Check-in at Alimos
Overnight: Alimos Marina
Highlights:
- Settle in and complete provisioning
- Relaxed dinner on board or ashore
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Day 2: Alimos → Kythnos
Distance: ≈48 NM
Overnight: Merichas / Kolona, Kythnos
Highlights:
- Early departure from Alimos towards the Cyclades
- Afternoon swim at Kolona Beach, conditions permitting
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Day 3: Kythnos → Serifos
Distance: ≈23 NM
Overnight: Livadi, Serifos
Highlights:
- Swimming at Koutalas Bay or Livadaki Beach
- Evening visit to the Chora above Livadi
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Day 4: Serifos → Sifnos
Distance: ≈14 NM
Overnight: Vathi / Kamares, Sifnos
Highlights:
- Swimming around Vathi Bay or Chrysopigi
- Discover Sifnos’ villages and local cuisine
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Day 5: Sifnos → Milos
Distance: ≈24 NM
Overnight: Adamantas / sheltered bay, Milos
Highlights:
- Explore Milos’ volcanic coastline
- Swimming stop at Kleftiko
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Day 6: Milos → Polyaigos → Folegandros
Distance: ≈35–40 NM
Overnight: Folegandros
Highlights:
- Swimming stop at Polyaigos
- Evening in the atmospheric Chora of Folegandros
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Day 7: Folegandros → Ios
Distance: ≈20–25 NM
Overnight: Ios
Highlights:
- Possible swimming stop around Sikinos
- Swimming around Manganari, Ios
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Day 8: Ios → Amorgos
Distance: ≈33 NM
Overnight: Katapola / Aegiali, Amorgos
Highlights:
- Set course east towards Amorgos
- Swimming stop at Agia Anna
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Day 9: Amorgos — Leisure Day
Overnight: Katapola / Aegiali, Amorgos
Highlights:
- Mouros Beach / Agia Anna / Kalotaritissa
- Swim, snorkel, explore the island or relax on board
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Day 10: Amorgos → Koufonisia
Distance: ≈23 NM
Overnight: Koufonisia
Highlights:
- Swimming at Pori Beach
- Discover the natural swimming location of Gala
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Day 11: Koufonisia → Naxos
Distance: ≈20 NM
Overnight: Naxos
Highlights:
- Swimming around Rina Cave or Kalantos Bay
- Explore Naxos and its local cuisine
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Day 12: Naxos → Paros / Antiparos
Distance: ≈15–20 NM
Overnight: Naoussa / Parikia / Antiparos
Highlights:
- Swimming around the Blue Lagoon or Despotiko
- Explore Paros or the more relaxed atmosphere of Antiparos
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Day 13: Paros / Antiparos → Kythnos
Distance: ≈45–50 NM
Overnight: Kythnos
Highlights:
- Begin the final stage of the journey northwest
- Possible swimming or lunch stop around Syros or Gyaros
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Day 14: Kythnos → Alimos
Distance: ≈48 NM
Overnight: Alimos Marina
Highlights:
- Final sailing passage towards Alimos
- Possible final swimming or lunch stop around Sounion or the Attica coast
Route 2 — Sailing & Hidden Bays Experience
≈310–340 NMExplore the hidden side of the Cyclades on a two-week sailing adventure combining secluded bays, uninhabited islands, turquoise waters and authentic island destinations.
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Day 1: Check-in at Alimos
Overnight: Alimos Marina
Highlights:
- No sailing planned for the first evening
- Begin the charter in a relaxed and comfortable way
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Day 2: Alimos → Kythnos
Distance: ≈48 NM
Overnight: Merichas / Kolona, Kythnos
Highlights:
- Early sailing departure towards Kythnos
- Swimming stop at Kolona Beach
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Day 3: Kythnos → Serifos
Distance: ≈23 NM
Overnight: Livadi, Serifos
Highlights:
- Swimming at Koutalas Bay or Livadaki Beach
- Evening in Livadi or Serifos Chora
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Day 4: Serifos → Sifnos
Distance: ≈14 NM
Overnight: Vathi / Kamares, Sifnos
Highlights:
- Short passage south towards Sifnos
- Swimming and relaxation in Vathi Bay
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Day 5: Sifnos → Milos
Distance: ≈24 NM
Overnight: Adamantas / sheltered bay, Milos
Highlights:
- Explore Milos’ volcanic coastline
- Swimming around Tsigrado or Kleftiko
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Day 6: Milos → Kimolos / Polyaigos
Distance: ≈10–15 NM
Overnight: Kimolos / Polyaigos area, weather permitting
Highlights:
- Explore Kimolos and the waters around Polyaigos
- Swimming at Polyaigos or Prassa Beach
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Day 7: Kimolos / Polyaigos → Folegandros
Distance: ≈25–30 NM
Overnight: Folegandros
Highlights:
- Swimming stop at Katergo Beach
- Explore Folegandros and its traditional Chora
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Day 8: Folegandros → Sikinos → Ios
Distance: ≈20–25 NM
Overnight: Ios
Highlights:
- Swimming around Alopronoia, Sikinos
- Continue towards Manganari, Ios
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Day 9: Ios → Amorgos
Distance: ≈33 NM
Overnight: Katapola / Aegiali, Amorgos
Highlights:
- Sail east towards Amorgos
- Swimming stop at Agia Anna
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Day 10: Amorgos — Leisure & Hidden Bays
Overnight: Katapola / Aegiali, Amorgos
Highlights:
- Mouros / Agia Anna / Kalotaritissa
- Relaxed day of swimming, snorkelling and exploration
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Day 11: Amorgos → Koufonisia
Distance: ≈23 NM
Overnight: Koufonisia
Highlights:
- Swimming at Pori Beach
- Discover Gala and Koufonisia’s crystal-clear waters
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Day 12: Koufonisia → Naxos
Distance: ≈20 NM
Overnight: Naxos
Highlights:
- Swimming around Rina Cave or Panormos Bay
- Explore Naxos and its local cuisine
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Day 13: Naxos → Paros / Antiparos → Syros
Distance: ≈35–40 NM
Overnight: Syros
Highlights:
- Possible stops around Blue Lagoon, Despotiko, Galissas or Kini
- Discover Syros and its neoclassical character
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Day 14: Syros → Kythnos → Alimos
Distance: ≈55–60 NM
Overnight: Alimos Marina
Highlights:
- Early departure for the final sailing day
- Possible swimming or lunch stop around Gyaros or Kythnos
These are suggested itineraries, not fixed schedules. The final route, daily sailing distances and overnight locations may be adjusted according to weather conditions, sea state, mooring availability and guest preferences, always in consultation with the designated skipper. Our priority is to provide a safe, comfortable and enjoyable sailing experience while making the most of the prevailing conditions and destinations along the way.
Yachts sailing in Cyclades
PRINCE JOHN
BAVARIA CRUISER 51
Sailing yacht- Length
- 15.57 m
- Beam
- 4.67 m
- Cabins
- 5
- Guests
- 10
- Year
- 2019
PRINCE NIKOLAOS
BAVARIA CRUISER 51
Sailing yacht- Length
- 15.57 m
- Beam
- 4.67 m
- Cabins
- 5
- Guests
- 10
- Year
- 2019
SEA WONDER I
BAVARIA CRUISER 51
Sailing yacht- Length
- 15.57 m
- Beam
- 4.67 m
- Cabins
- 5
- Guests
- 10
- Year
- 2018
