8. St. Somewhere

Just as Jimmy Buffett so famously sang about cabin fever making him wish to go to St. Somewhere, there are a few saints on our favorite’s list. St. Barth, a favorite of Buffett and a slew of superyacht owners and crew, is home the original cheeseburger in paradise. St. Martin is home to the Caribbean’s most popular regatta which takes place next month. Together these neighboring saints offer plenty of scenic anchorages and beautiful beaches to a fill a weeklong cruise.