Leo has had his fair share of romantic getaways, from trips to St. Barth’s with ex-girlfriend and Sports Illustrated Swimsuit model Bar Rafaeli to Costa Rican retreats with former flame and supermodel Gisele Bundchen. And now he's rumored to be dating actress Blake Lively, ever since they were spotted together at the Cannes Film Festival. They were seen strolling the streets of Portofino, Italy together in the days following the festival. Most recently, Leo took the leading lady to Carmel, a quiet seaside town in northern California.
