Places to explore · not a fixed schedule
The famous islands and the quiet ones in between - explore the map, then shape your own days with your captain once you're aboard.
There's no fixed itinerary here - just the islands and hidden spots guests love most, mapped out so you can picture where a Cyclades charter could take you. Two routes below, tap between them; tap the map to explore, then shape the real order with your captain once you're aboard, around the wind and what you feel like.
Tap any place — on the map or in the list — for a closer look. Sail times shown are indicative only.
Useful hints
Size plays a role in how fast you go and the sense of stability you get - regardless of the space inside, and regardless of where you're sailing.
Tap any place — on the map or in the list — for a closer look. Sail times shown are indicative only.
Useful hints
Size plays a role in how fast you go and the sense of stability you get - regardless of the space inside, and regardless of where you're sailing.
Mykonos
Iconic by night, secretly quiet by day.
Paros
The all-rounder - chic, easygoing, effortless.
Kythnos
The hidden one - empty coves and a natural spa.
Kea
Close to Athens, popular for a first or last day.
Explore Kea →
Syros
The Cyclades' elegant capital island.
Explore Syros →
Serifos
A raw, less-crowded island with a striking hilltop village.
Explore Serifos →
Milos
Volcanic coves and some of the most unusual coastline in the Aegean.
Explore Milos →Santorini
The dramatic caldera view - often a highlight stop.
Explore Santorini →
Naxos
The biggest Cycladic island, with mountain villages inland.
Explore Naxos →Sifnos
Quiet, culinary, and a favourite with returning guests.
Explore Sifnos →
Antiparos
A small, laid-back island just across the water from Paros.
Explore Antiparos →
Kimolos
A small, quiet island next to Milos, rarely crowded.
Explore Kimolos →
Tinos
Marble villages and dovecotes, a quieter alternative to its famous neighbour.
Explore Tinos →
Andros
The greenest Cycladic island, with valleys and running water.
Explore Andros →A note from Eugene
The Cyclades are among Greece's most well-known and celebrated islands. Famous for their dramatic landscapes, whitewashed villages, crystal-clear waters and unique character, they offer one of the Mediterranean's most rewarding cruising experiences and continue to inspire travellers from around the world.
Along with this famous beauty, however, comes one important characteristic: the wind. Throughout the season, nobody can predict which particular week may become windier than another. Some weeks are calm, while others require greater flexibility in planning the route.
For this reason, we believe that the success of a holiday in the Cyclades lies not in following a fixed itinerary, but in making the most of each day. The goal is not simply to reach the next island. It is to enjoy everything that makes a yacht holiday special—swimming in beautiful bays, exploring picturesque villages, discovering local cuisine, enjoying life on board and finding the right balance between sailing and time ashore.
Having a crew that knows these waters, understands how to plan the route around the conditions, and has spent years cruising these islands is often what transforms a 'just a holiday' into an exceptional one.
Since there's no fixed itinerary, it's your captain and hostess who shape each day - reading the wind, adjusting the route, deciding where to stop next. That's exactly why it matters who you're sailing with.
25+ Years Cruising the Greek Islands
Permanent, Long-Standing Crews
Background Checked Professionals
First Aid & Safety Trained
Deep Local Knowledge of Every Anchorage
A 52ft catamaran for up to 10 guests - a calm, elegant choice for the Cyclades' longer passages and famous islands.
The Cyclades No - there's no set route. These are the islands and quiet spots guests love most; your captain builds the actual day-to-day plan with you once you're aboard, based on the wind and what you feel like doing.
Route 1 mixes the famous names - Mykonos, Paros - with quieter islands in between. Route 2 runs further south and further off the beaten path, to places like Milos and Polyaigos that see far fewer boats. Both are built around a typical charter length; the difference is how far you want to range and how well-known you'd like the stops to be.
A typical charter (around 7 days) reaches four to six of these stops comfortably, with time to properly enjoy each one rather than rushing between islands. A longer charter (around 14 days) lets you also reach further south.
Your captain swaps it for the closest comparable stop, so your plan keeps its shape even if one specific island changes.
They're indicative only - a straight-line distance at roughly 7 knots cruising speed, not accounting for wind, so treat them as a rough sense of scale rather than a schedule.
Tell us who's coming and what you're after - our advisors will shape the right region, route and yacht to match.