Books get your knowledge up on the things you haven't hit yet, storm tactics, different rigs, the stuff you need before you need it. But knowing when a boat is overpowered, the feeling that wakes you out of a dead sleep, only comes from time at the helm.
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Carry a VHF radio operator's license, because you won't always know what a country requires, and remember your boat's flag state sets your licensing rules, not the country you're visiting. Keep your ducks in a row so a boarding never turns into a problem.
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The French islands are the easy ones, with Martinique, Guadeloupe, and the French side of Saint Martin offering relaxed check-in where nobody's counting your days. If your paperwork blows overboard, call ahead and be upfront, because being honest gets you further than hoping they don't ask.
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