Books: The Help, The Painted House, Big Little Lies, Girl With The Pearl Earring, White Palace, Fried Green Tomatoes at the Whistle Stop Cafe, and Mildred Pierce.
Movies: Jackie Brown, White Palace, The Holiday, and all the episodes of Seinfeld.
I'd also bring along several survival tools (knife, rope, tarpaulin, glass mason jars to keep water or food contained), binoculars, and several pillows and a blanket, waterproof matches, too.
I think Mr Howell and his wife would be nice to hang out with, too. But the Professor and Gilligan would be welcome too, as well as the rest of the cast (May Ann, Ginger and The Skipper) of Gilligan's Island.