Harry Styles was seen out in New York City on Thursday, dressed in navy short shorts and a hoodie, during a break from his residency at Madison Square Garden. The singer, who is currently performing 30 dates in the city, was spotted wearing wired headphones and a black cap, accessorizing with large black sunglasses.

Styles was seen greeting a friend with a hug before sitting down outside a cafe for a coffee date. The outing comes as reports suggest that he and his fiancée, Zoe Kravitz, are planning an intimate wedding ceremony followed by larger celebrations.

A source told People that the couple desires live music and wants to focus on celebrating with loved ones. Their engagement was reportedly revealed in April, approximately eight months after they were first linked in August 2025. Kravitz, daughter of Lenny Kravitz and Lisa Bonet, was seen wearing a significant diamond ring on her left hand following the engagement news.

Page Six reported that Styles and Kravitz are considering a small wedding in the UK around Christmastime, with close friends and family in attendance. The couple has spent considerable time in the UK, with Styles owning a home in north London and reportedly spending last Christmas with his family in Cheshire. A source close to the couple described them as a strong unit with well-matched personalities and lifestyles.

Styles recently spoke to Rolling Stone magazine about how an outgoing former girlfriend helped him overcome his initial reluctance to be seen in public. He explained that early in his career, particularly during his time with One Direction, his hotel and public appearances felt restricted. He recalled a period where a girlfriend's presence encouraged him to walk everywhere, which he described as a realization that "it's fine to be outside." This experience, he noted, changed his life by helping him stay connected to the world and fostering a sense of artistic perspective gained from observing at ground level.

He also mentioned his enjoyment of staying active, including running and cycling, and recalled surprising fans with his appearance during the Tokyo marathon last year. Styles suggested that his constant movement often allows him to blend in, even with his global fame.