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.

Running since 2021 — Athens, Croatia (twice), Sicily, and the BVI so far, with the shape barely changed: a chartered boat, a route decided on the day, and a fancy dress night that always turns up somewhere on the itinerary.

…stunning natural beauty, exquisite food and wine, watersports — and best of all, great company.