Once again, Jennifer Aniston is off to her annual winter holiday vacation spot in sun-splashed Los Cabos, Mexico. But this time, instead of merely tagging along with her surrogate family of Courteney Cox, David Arquette and their daughter, Coco, the former Mrs. Brad Pitt has a brought a “mystery man” along for the ride!

Jen, 38, and the goateed and fedora-wearing man joined the Cox-Arquettes on a private jet which departed Bob Hope Airport in Burbank around 10:30 a.m. on Dec. 28. “They touched down at Los Cabos International Airport at about 2 p.m. local time,” an eyewitness tells OK!. “As they walked out onto the tarmac, under an 80-degree sun and clear, blue sky, Jen and Courteney looked really happy to be back in Los Cabos.”

Outside the terminal, the party was picked up by a chauffer-driven white Cadillac Escalade, sent to greet them by their resort. After a 30-minute drive through the Mexican desert into Los Cabos, Jen, Courteney, David and the mystery man were spotted on the balcony of their rented beach home, chatting, drinking and dining at a table overlooking the gorgeous, windswept Sea of Cortez.

“Early that evening, Courteney, dressed in a cute jogging outfit, ran wind-sprints along the sand, as David and Coco accompanied her,” the eyewitness says. The trio “looked very happy and relaxed to be there. Coco was having a blast out on the beach. David looked pretty happy to be away from the hustle and bustle of L.A. He and Courteney were holding hands as they all walked together. And it seemed like the Arquettes may have been giving Jen and her friend some alone time. They weren’t seen leaving the house that night.”

But the group did get more company. Their good friends Tobey Maguire, his wife, Jennifer Meyer, and their daughter, Ruby, 2, arrived at about 11 p.m. and made their way to the same resort.

Jen, Courteney and David have vacationed in Los Cabos four winters straight. Jen first went there in early 2003 to visit her then-husband Brad, who was filming the movie Troy.

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