The 36-year-old actor was joined on this year’s trip by girlfriend Bar Rafaeli, supermodel Naomi Campbell, actress Cameron Diaz and her boyfriend Alex ‘A-Rod’ Rodriguez, with the group enjoying activities such as surfing, snorkelling and paddle-boarding.

A source said: “For the past five years, Leo and his best friend Lukas Haas have gone on a trip every January to stay at the Four Seasons in Maui or The Kahala resort in Honolulu.

“They always invite some glam friends along. In the past, invitees have included Courteney Cox, Jennifer Aniston, Isla Fisher and Sacha Baron Cohen.

“This year, Cameron, who’s been good chums with Leo since they starred in ‘Gangs of New York’, tagged along with A-Rod, Tobey Maguire, Naomi and her man Vladimir Doronin. Leo got to know Naomi last summer after sailing round Sardinia on a boat.”

In the evenings, the group liked to spend their time gambling, before seeing off the excesses of the night before with some leisurely pursuits.

The source added: “Leo loves poker, so in the evenings they’d get a high-stakes game going.

“They all love water sports and play beach volleyball when their hangovers wear off.”

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