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Over the years, I've come across many old photos of movie stars sailing their own small sail boats.  These days, celebrities are more likely to be found aboard the mega-yachts of Russian oligarchs in St. Tropez than manning the helm.  I suppose if I had the chance to experience such luxury, I'd take it too but there is also something about a beautiful old wooden boat that is the height of chicness.  Hope you enjoy this look at many different types of sailing!