When: Aug. 14-17 2019
North America's largest annual keel boat race week, this event sees the sweet seaside village of Chester offering port to sailboats from as far away as Bermuda. The first in a series of different size-and-distance-related races is held on Aug 14. And if you think it all wraps up as the sun sets, you're wrong: Race Week's Chester After Dark component sees the docks lit up with live music from the likes of party-starters Asia & NuGruv and Dub Kartel. More details await at chesterraceweek.com.