- December 5, 2025
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Guppy's Longboat Key originally had plans to open the first week of October 2024. Hurricanes Helene and Milton threw a wrench in the original timeline.
"I was pretty blindsided by it," owner Robin Gupta said. "I was busy running around, getting the place ready to open, and the next thing you know, I was filling up sandbags."
However, the team behind the restaurant weathered the back-to-back storms and still managed to open later that month. On Oct. 17 of this year, they will be throwing the island's best Philly-themed shindig to celebrate one year since the opening.
Entertainment is set to include The High Rollers Full Band, and the menu features specials on, of course, cheesesteaks.
The original Guppy's Good Times started in the suburbs of Philadelphia 20 years ago. At this year's Super Bowl, the pub became the place to flock for Eagles fans looking to show their team spirit as Philly coincidentally faced off against the Kansas City Chiefs.
Gupta said when he opened the restaurant he saw a need for a Philly-watering hole here, considering how many Longboat Key residents have ties to the city. Looking back on the past year, he stands by that.
He said the aspect of the business he's most proud of is how it has helped bring customers together, especially at a time when they needed a bit of levity.
"I've made a lot of genuine friendships here," he said.
He takes immense pride in the quality of their iconic cheesesteak, which they serve on authentic Liscio's Bakery seeded rolls.
"I wouldn't have brought cheesesteaks here if I didn't think we could do it right," he said.
There are plenty of ways to customize the famous sandwich. But for those trying it the first time, Gupta's recommendation is Cooper sharp cheese with grilled sweet onions and mushrooms.
As the season gets underway, Guppy's Longboat Key is welcoming returning guests with live music by Sean Patrick Walsh and other artists. Check the business' Facebook page for schedule updates.
