Popsugar Celebrity Celebrity Families Obama Family Vacation Pictures 33 Times the Obamas Bonded During Their Family Vacations August 24, 2016 by Kelsie Gibson View On One Page Photo 25 of 33 ADVERTISEMENT () Start Slideshow Share This Link Copy ← Use Arrow Keys → 25 Barack boarded Marine One with Malia to return to Martha's Vineyard for the family's annual Summer vacation in August 2014. Previous Next Start Slideshow Michelle ObamaBarack ObamaCelebrity FamiliesCelebrity KidsCelebrity VacationsSasha ObamaMalia Obama