Popsugar Celebrity Nostalgia Kate Winslet and Leonardo DiCaprio Friendship Timeline How Titanic Jump-Started 1 of Hollywood's Most Iconic Friendships December 19, 2017 by Kelsie Gibson View On One Page Photo 15 of 15 ADVERTISEMENT () Start Slideshow Share This Link Copy ← Use Arrow Keys → 15 2016: Kate Is by Leo's Side For His First Oscar Win Kate couldn't have been more proud of Leo when he accepted the award for best actor for his role in The Revenant. Previous Next Start Slideshow Kate WinsletLeonardo DiCaprioNostalgiaCelebrity Friendships