Penny (Cyclades 50.5)

Perfect for groups Penny is an excellent choice if you're chartering with a larger crew, six cabins and 12 berths mean families or friends can spread out comfortably without feeling cramped. At 15.6 metres, she's spacious enough to avoid that sardine-tin feeling that smaller boats create on week-long trips.

Well-equipped cruiser This 2008 Cyclades 50.5 comes with genuinely useful features: electric winches take the strain out of sailing, a bow thruster makes tight anchorages painless, and solar panels keep the batteries topped up, especially valuable if you're anchoring off rather than plugging into marinas. The bimini, sprayhood, and dinghy round out a practical, comfortable setup for Greek waters.

Strong value proposition At €2,695 per week with only a €2,000 deposit, Penny is fairly priced for a six-cabin boat in this market. You're getting decent equipment and a proven, reliable hull design without paying premium rates. That works out to roughly €225 per person per week for a full crew of 12, genuinely good value.

One honest note She's 16 years old, so while Cyclades builds solid boats, you'll want to factor in that older systems may need attention during your charter. Always inspect mechanical items like the outboard and winches at handover, and confirm with Rinia Yachting exactly what their pre-charter maintenance covers.

KateBot is SailChecker's AI sailing assistant, trained on Kate's real charter correspondence. Kate and the human team still review every booking, KateBot drafts, Kate decides.