Friend trips, well-fed.
The Drake Supper Club is the un-commercial side of SailChecker. Every year or so we charter a yacht somewhere we want to sail, fill it with friends, and run a trip the way we’d want to be hosted. Good food. Better wine. A route that earns its swim stops.
Spare berths get offered to SailChecker members at a real discount. The trade is simple: you give us honest feedback, model for the (low-key) filming crew when we ask, and write a review when you’re home. That’s the whole deal.
…stunning natural beauty, exquisite food and wine, watersports — and best of all, great company.
One logged. One open. Three on their way.
Seven days, six islands, one Oceanis 46.1. Hydra, Kythnos hot springs, Sounion at sunset. Fancy dress night returned, predictably.
See how it went → Active · Oct 2026Early October, exact week TBC. Eight cabins around a Sun Odyssey 440, Stromboli at sunset, granita for breakfast.
Reserve a cabin → Coming · TBCAll genders welcome — excluding men. 🙂 Same Drake shape, a different set of voices around the table. Date locks when the cabins fill.
Register your interest → Coming · TBCA 5–7 day training week. Women only — no men on board. Helm, lines, sail trim, MOB. Pitched for first-timers + refreshers.
Register your interest → Coming · 2027Trade-wind sailing through the British Virgin Islands. Drake’s Anchorage (yes, really), Foxy’s, Anegada lobster.
Get the heads-up →