The Cyclades: Hand-Picked Sailing Routes for Every Wind
The Cyclades Islands sailing routes offer the quintessential Greek experience: whitewashed villages, deep blue waters, and the iconic windmills of the Aegean. From the hidden coves of Kythnos to the sunset cliffs of Santorini, these journeys are as breathtaking as they are adventurous. Because the Aegean winds require respect and skill, we have curated these sailing route suggestions to ensure your time on the Isla 40 or Venezia 42 is both exhilarating and comfortably safe.
From "Lavrion"
One Week Charter:
LAVRION – KEA (VOURHARI) – (SYROS (FINIKAS) – PAROS (PARIKIA) – SIFNOS (KAMARES) – KYTHNOS (MERICHAS) – LAVRION
Two Weeks Charter:
LAVRION – KEA (VOURHARI) – KYTHONOS (LOUTRA)- (SYROS (FINIKAS) – MYKONOS- DELOS- PAROS (PARIKIA) – IOS- SANTORINI – FOLEGANDROS – MILOS (ADAMANDAS) – SIFNOS (VATHI BAY & CAMARES) – SERIFOS (PSILI AMMOS & LIVADI) – KYTHNOS (KOLONES & MERICHAS) – LAVRION
From "Paros"
One Week Charter:
Route A
PAROS (Parikia) – SYROS (Ermoupolis) – TINOS (harbor) – MYKONOS (Ornos) – AMORGOS (Katapola) – NAXOS (harbor) – PAROS (Parikia)
Route B
PAROS (Parikia) – SERIFOS (Livadi) – SIFNOS (Kamares) – MILOS (Adamantas) – SANTORINI (Vlychada) – IOS (harbor) – PAROS (Parikia)
Two Weeks Charter:
PAROS (Parikia) – SYROS (Ermoupolis) – TINOS (harbor) – MYKONOS (Ornos) – AMORGOS (Katapola) – IRAKLIA (harbor) – NAXOS (harbor) – IOS (harbor) – SANTORINI (Vlychada) – FOLEGANDROS (Karavostasi) – MILOS (Adamantas) – SIFNOS (Kamares) – PAROS (Parikia)
From "Mykonos"
One Week Charter:
Route A
MYKONOS (Ornos) – AMORGOS (Katapola) – NAXOS (harbor) – PAROS (Parikia) – SIFNOS (Kamares) – SERIFOS (Livadi) – SYROS (Ermoupolis)-MYKONOS (Ornos)
Route B
MYKONOS (Ornos) –DELOS- NAXOS- IRAKLIA (harbor)- (ANTIPAROS)- PAROS (Parikia)- SYROS (Ermoupolis)- TINOS (harbor) – MYKONOS (Ornos)
Two Weeks Charter:
MYKONOS (Ornos) – AMORGOS (Katapola) – IRAKLIA (harbor) – NAXOS (harbor) – IOS (harbor) – SANTORINI (Vlychada) – FOLEGANDROS (Karavostasi) – MILOS (Adamantas) – SIFNOS (Kamares) – PAROS (Parikia).) – SYROS (Ermoupolis) – TINOS (harbor) –MYKONOS (Ornos)
From "Santorini"
One Week Charter:
Route A
SANTORINI (Vlychada) – IOS (harbor) – PAROS (Parikia).-SERIFOS (Livadi) – SIFNOS (Kamares) – MILOS (Adamantas)SANTORINI (Vlychada)
Route B
SANTORINI (Vlychada Marina) – FOLEGANDROS (Karavostasi) – MILOS (Adamantas) – SIFNOS (Kamares) – PAROS (Parikia) – IOS (harbor) – SANTORINI (Vlychada Marina)
Two Weeks Charter:
SANTORINI (Vlychada) – FOLEGANDROS (Karavostasi) – MILOS (Adamantas) – SIFNOS (Kamares) – PAROS (Parikia) – SYROS (Ermoupolis) – TINOS (harbor) – MYKONOS (Ornos) – AMORGOS (Katapola) – IRAKLIA (harbor) – NAXOS (harbor) – IOS (harbor) -SANTORINI (Vlychada)
| Feature | Saronic Routes | Cyclades Routes |
| Wind | Calm & Protected | Energetic (The Meltemi) |
| Vibe | Pine Trees & Architecture | Volcanic Rocks & White Houses |
| Sailing | Shorter Distances | Longer, Open-Sea Crossings |
