Leonardo DiCaprio has been having arguably one of the best Summer vacations ever — from living the high life along the French Riviera to cuddling with his new girlfriend, German model Toni Garrn. He kicked things off back in May with the NYC premiere of The Great Gatsby and later traveled to Cannes to party at nightclubs and hang out with pal Cameron Diaz in Monaco. Once he wrapped up things on the French Riviera, Leo bopped between Venice, where he attended the Venice Biennale, and Paris, where he watched the French Open and visited Versailles. Now, Leo and his lady friend are vacationing in Ibiza with a group of friends, including Naomi Campbell's ex-boyfriend Vladislav Doronin. Unfortunately, Leo's break will soon come to an end as he prepares to do press for his upcoming flick, The Wolf of Wall Street, which hits theaters in November. Click through to see the best moments from Leo's wild vacation!