‘In the City’ Stars Whitney Fransway and Kenny Martin Are Engaged After a Cliffside Proposal in Italy

Kenny Martin proposed to Whitney Fransway on Sept. 19 at Hotel Caesar Augustus in Anacapri, Italy, nearly 1,000 feet above the Bay of Naples. Fransway, 35, said she was shaking and crying before giving Martin, 42, what she called the easiest “yes.”

Whitney Fransway and Kenny Martin at MoMA's Party In The Garden 2026 at the Museum of Modern Art in New York City
At the Museum of Modern Art in New York City, Whitney Fransway and Kenny Martin were on hand for MoMA’s Party In The Garden on June 2, 2026. Photo by Dimitrios Kambouris / Getty Images.

Martin chose the hotel because the couple had shared a private birthday dinner there the previous summer. Fransway had called it the most romantic date she’d ever had, so he reserved the same dining nook and terrace, then added white flowers, candles and a violinist.

He kept the plan hidden by arranging a fake hotel partnership through Fransway’s manager. He’d also flown to Florida under the cover of a work trip to ask her parents for their blessing in person.

In the City.

One detail nearly derailed his vision: the flowers arrived pink. The florist replaced them with white flowers about 90 minutes before Fransway arrived and found Martin kneeling among flower petals. She also happened to have bare nails for the first time in 6 years.

“It honestly took me a moment to even process what was happening, and I couldn’t stop crying,” Fransway told People. “With the view and the flowers and the violin, it felt straight out of a storybook. I’m still pinching myself.”

Martin proposed with an elongated cushion-shaped diamond set on a gold band from New York jeweler Material Good. Afterward, the couple called family and friends, including Martin’s father, whom he recently reunited with after 25 years apart. Their reunion appeared during season 1 of “In the City.”

Kenny Martin and Whitney Fransway standing together at The One Party by Uber event at Pier 36 in New York City
At Pier 36 in New York City, The One Party by Uber drew Kenny Martin and Whitney Fransway on June 12, 2026. Photo by Dimitrios Kambouris / Getty Images.

The couple met 2 years ago. Fransway moved from Los Angeles to New York City 1 year ago, and the Bravo series followed their relationship as Martin grieved his mother’s death. They planned to continue celebrating in Spain with some of Fransway’s close friends.

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