The new couple were on a double date with Jack Antonoff and Margaret Qualley.
Photos quickly went viral Thursday of Swift and Healy holding hands while at the restaurant.
According to reports from TMZ, the couple was having dinner at Casa Cipriani.
Earlier this week, ET confirmed that Swift and Healy were reconnected through Antonoff, who has frequently collaborated with both of the artists.
A source told ET, "Taylor and Matty like each other. Taylor has a crush on Matty and they are having a good time hanging out. Matty also thinks Taylor is awesome and incredibly talented, too. They dated briefly in the past."
Another source told ET, "Taylor and Matty have been hanging out recently and Jack Antonoff reconnected them."
Last month, the "Anti-Hero" singer was spotted grabbing dinner in New York City with her friend and longtime collaborator, Antonoff, and his fiancée, Margaret Qualley, just days after ET broke the news of Swift's split from boyfriend Joe Alwyn.
Swift and Antonoff have a history of working on music together and the Bleachers lead singer recently helped produce Being Funny in a Foreign Language, the fifth studio album by Healy's band, The 1975.
Swift and Healy first met nearly 10 years ago and were briefly linked at the time, but Matty denied there was anything romantic between them.
In 2015, the British rock star addressed the romance rumors during a radio interview with Australia's 2DayFM. "It's fake. It's all bloody fake. It's a farce!" he said of reports that he was secretly seeing the pop star.
"We met each other, we exchanged numbers in the same way that a lot of people in this kind of world do, and we spoke occasionally," he said. "She's the biggest pop star in the world and I'm in Australia. There's no relationship or anything happening. It's just funny how people really, really buy into that."
The photos come after Swift performed to a packed hometown crowd for the second night, where eagle-eyed fans were quick to notice one particular guest who sent them all into a frenzy.
The English pop star was spotted -- again -- having the time of his life during the concert at Nissan Stadium, belting out the lyrics to some of Swift's biggest hits. But Healy wasn't just there to watch -- he also performed with opening act Phoebe Bridgers. A video shared on social media shows Healy playing guitar to the sold-out stadium while wearing a skeleton suit.
Healy's appearance at Saturday night's show comes after he attended Friday night's performance as well. Photographers spotted him like every other fan in the stadium Friday, snapping pics on his cell phone. There's also a video circulating on social media of him dancing the night away.
The new photos of the pair and his presence along the Nashville leg of the tour amplified speculation that he's dating Swift, though neither has commented on the matter.