Day 2. Head upwind to Manchioneel Bay, Cooper Island for lunch at the Cooper Island Beach Club. The food is fantastic! Although only 8 miles as the crow flies, this is dead upwind, so you'll appreciate MapleCookie's performance. There are plenty of mooring balls, many of them very close to shore. There's also a boutique which sells some unique gifts. Do not miss the opportunity to snorkel off Cistern Point - the rocks just to the right of the beach. This is a good spot to see turtles.