Leonardo DiCaprio  and longtime best friend Tobey Maguire  headed out on a boat together in Sydney today. The buddies are costarring in the Baz Luhrmann 3D remake of The Great Gatsby together, which means months together in Australia where they are shooting. Tobey's family, wife Jennifer Meyer, and their two kids were along for the yachting adventure. Leo and Clint Eastwood are on the October GQ cover  together to promote their project J. Edgar. In between his films, Leonardo is still making time for his romance with Blake Lively . The two are taking their Summer romance into the Fall, and we'll see if it has staying power amidst stories that they remain completely smitten since getting together in the Spring.