First lady Michelle Obama’s weekend jaunt to Aspen, Colorado for a President’s Day ski holiday with her daughters Sasha and Malia makes the 16th time members of the first family have gone on extended vacations during their three years in office. Their stay at the home of a major Chicago fundraiser for President Obama makes the fifth time the first lady and her daughters have taken a break from Washington on their own. Only once has Obama had a long weekend out of town and alone, celebrating his 49th birthday in Chicago in August 2010.