Re: Rookie on a San Juan 21
Start in lighter winds. If you're thinking about reefing, then reef. Don't take yourself too seriously because you're going to make mistakes.
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A ship in harbor is safe, but that's not why ships are built.
1974 Alcort Minifish-Minifish
2001 Drascombe Lugger-Penelope
2004 Hunter 260-Miss Muffet