Cyclades Flotilla Charter
Flotilla charter in Cyclades: sail your own yacht in a led group on a set route, with live availability. Tell us your week and we answer the same day.
Yachts
How fixed is the route?
Pre-set, but flexible by ±1 day or ±1 anchorage if the fleet votes. The lead boat's job is to get you to a marina each evening with a berth waiting — that requires planning.
Do I have to do everything with the group?
No. Daily activities are optional. Some couples skip the group dinners; some boats peel off for half a day. As long as you reach the evening marina, you're free.
What if I haven't sailed for a couple of years?
Flotilla is the format. You'll have a refresher with the lead skipper on day 1, and the daily briefings cover anchoring + docking specific to the day's marina.
Can kids come?
Absolutely — flotillas are the most kid-friendly format. Other families in the fleet, evening activities, fleet rhythm (early starts, early dinners) suits them.
When do flotillas run?
June to mid-September in the Mediterranean. Saturday-to-Saturday. Calendar published 6 months ahead — 8-12 per season.
The Cyclades are exposed, bright, and windier than most people expect. The islands sit in open Aegean water, so you feel the swell and the meltemi in a way you never do in the Ionian. That's the point. You get short, punchy passages between islands you can see from each other, water that runs deep blue over sand and pale turquoise over rock, and villages of white cube houses stacked above the harbour. It suits sailors who want to actually sail — trim the sails, watch the forecast, earn the anchorage. It suits it less if you want flat water and short hops with the engine on.
Sailing in company — the guided group experience
A flotilla is a small group of yachts sailing a set route together, led by a crew on a lead boat. You sail your own yacht, but never alone — a daily briefing, a hand into harbour and someone to call if anything's unclear.
It's the reassuring step up from a skippered week for newer skippers, and a sociable one: fixed departure dates, shared anchorages and a route the lead crew knows cold.