Tired of his crew making simple mistakes, Captain Glenn keeps an unwavering eye on them. A Women’s Empowerment Dinner takes a strange turn when the women involved can’t stop tearing each other down. Sydney and Colin bring the mood back up when they perform an original song for the guests. An evening sail catches Natasha off guard, and she never quite catches back up. Dani and JL get serious about where their relationship is heading but questions still linger. Gary takes a swing and whiffs on an attempt to get Alli back and then doubles down on more bad decisions.