They raised eyebrows when they were spotted holding hands outside of a nightclub in the wee hours of Saturday morning.
But later that same day, Leonardo DiCaprio and Toni Garrn appeared to go their separate ways.
The couple, who ended things in 2014, had very different outings as Saturday went on.
Back apart: Though Leonardo DiCaprio (L) and his ex Toni Garrn were spotted holding hands on Saturday morning, they appeared to spend the rest of the day away from each other
The Oscar-winning actor, 42, walked around New York City with his pals, keeping a low profile under a pair of sunglasses, a cap and blue hoodie.
He stopped off for a little shopping at James Perse for some new duds as he browsed the racks in Manhattan’s SoHo district.
Leo, who was photographed with Garrn leaving 1OAK nightclub at around 5am may have been a little tired after his very late night.
Lean on me: The Oscar winner held on to a friend after his wild night as they shopped in SoHo
Entourage: Leo hung out with his guy squad for his Saturday which involved a trip to James Perse
As for Toni, the Victoria’s Secret model, 25, made her way to the Business Of Fashion gala at Public Hotel later that night.
Despite being out until the wee hours of Saturday morning, she looked refreshed as she posed for photographers at the evening event.
Garrn chose a metallic silver mini dress with blue stripes across it for the fashion party.
Under the hood: DiCaprio wore a hat, sunglasses and a hood to stay undercover in the city
Ladies man: Leo had been linked to 23-year-old model Lorena Rae recently, she accompanied him to 1OAK the night prior
The skintight garment hugged her body as she struck a confident pose with her hands on her hips.
She appeared to wear minimal make up for the ritzy bash, letting her natural beauty shine through.
Toni’s blonde locks were all pushed to one side and tousled for a carefree look.
Heavy metal: Garrn didn’t look upset at the #BoF500 gala dinner on Saturday night in NYC