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Some 300 boats—manned by pros and amateurs alike—come from around the globe to sail in this event, the largest regatta of its kind in the Western Hemisphere. Three days of inshore and offshore races are accompanied by rum-fueled parties at the Race Village at Charleston Harbor Resort and Marina. You can also catch the racing from sites around town, including White Point Garden.
Charleston Harbor Resort & Marina, 20 Patriots Point Rd., Mount Pleasant. Thursday-Sunday, times vary. $60 entry to Race Village; other prices vary. (843) 628-5900, charlestonraceweek.com