After seven months of brainstorming, James "Jimmy" Flanigan, the son of the founder of the legendary South Florida sports bar and restaurant, will roll out the epic dessert in collaboration with Night Owl Cookies this Saturday, February 1, at all 26 Flanigan's locations. The decadent sundae, "Jimmy's Sweet Stack," features two oversized warm chocolate chip cookies by Night Owl Cookies covered by two giant scoops of Edy's vanilla ice cream, topped with whipped cream, salted caramel drizzles, chocolate syrup, and vibrant green sprinkles in honor of Flanigan's iconic green logo.
Available throughout the entire month of February, Night Owl founder Andrew Gonzalez calls the partnership "a dream come true." "This brings me full circle," he tells New Times. "To work with a place I grew up visiting is surreal. My parents would always take me to the Flanigan's in Coconut Grove, long before it was redeveloped into the CocoWalk we know today. To now partner with them? It's huge."
The First Flanigan's Collaboration With Another Restaurant
Flanigan, the grandson of the company's founder, has historically been cautious when it comes to collaborations. However, after hearing Gonzalez's vision and reflecting on his own memories of growing up in Miami, he began to see the potential."Jimmy started by telling me how he grew up and what he enjoyed, and it just snowballed from there," Gonzalez says.
The result? The limited-time dessert starts with two of Night Owl's famous chocolate chip cookies, topped with a generous scoop of creamy vanilla ice cream, and then drizzled with gooey caramel, rich chocolate fudge, and whipped cream. It's finished with green sprinkles, a nod to Flanigan's iconic branding.
The dessert is large enough to share between two people, but also satisfying for one person with a big appetite.
Founder of Night Owl Cookies Andrew Gonzalez and James "Jimmy" Flanigan have created a delicious chocolate chip cookie sundae.
Screenshot via Instagram/@flanigansfl
The Collaboration Is Available at All 26 Flanigan's Locations
As Night Owl ramps up cookie production for its Flanigan's partnership, Gonzalez is also gearing up for two new cookie outposts in 2025. The cookie shop is set to open a storefront in Country Walk near Kendall and another in an undisclosed location in Broward County. In the meantime, the collaboration will be available at all 26 Flanigan's locations across Miami, Broward, Palm Beach, and Martin counties.
"To get ribs, a burger, rib rolls, and then finish the night with a Night Owl cookie? It's a dream," the Night Owl owner says. "This is a Miami moment."
Flanigan's Seafood Bar and Grill. "Jimmy's Sweet Stack" ice cream sundae is available at all Flanigan's locations from Saturday, February 1 through February 28. flanigans.net.
