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On a humid July night, Madeleine Kelley and Amar Singh shared a bottle of orange wine on their first date in Brooklyn. Just four years later, the couple would toast again as newlyweds in California wine country. The pair first connected when Amar, a product manager at Google, was visiting the city from Los Angeles. “I had decided to spend six weeks in New York in the summer of 2021, which is when I met Madeleine at Have & Meyer in Williamsburg,” he says.
Clearly, that first date went well. “After just a couple of weeks, we started dating long-distance, traveling between LA, where Amar lived, and the East Coast,” says Madeleine, who works in documentary film. “At the time, it seemed natural and was such an adventure together. After a year-and-a-half or so of being on the move, we decided to build a life together in Brooklyn.”
Amar would hop on one more plane ride to see Madeleine to ask a very special question. He was at a wedding in Canada but then made a trip to Rome, where Madeleine was visiting friends. “It would require a five-hour drive and three flights, but it seemed like the best opportunity for a legitimate surprise,” says Amar.
Madeleine had no idea he was on the continent when she went with a friend to Hotel de la Ville for a rooftop drink. A concierge was supposed to escort them to the bar but instead led them to a hotel suite. “Before I had time to think, the concierge quickly ushered me out onto the terrace, and there was Amar, in a suit, holding a ring—definitely not in Canada!” she recalls. “I was completely shocked. After the proposal, we had a private dinner in the suite then went out all evening and celebrated with friends at the Soho House rooftop. I thought we’d be flying home the next morning, but Amar had already arranged with my job for us to stay longer and booked us a few extra days in Rome. It was such a deeply romantic city to get to celebrate our engagement in.”
Deciding to tie the knot at Madeleine’s family home in Calistoga, California, was an easy choice for the couple. “I like to joke that Madeleine had a date and venue ready 15 minutes after I proposed,” says Amar. The celebrations would take place over the weekend of June 14, including a sangeet at Estate Yountville and a rehearsal dinner at The Charter Oak in St. Helena (which happened to be the same location, then called Tre Vigne, as Madeleine’s parents’ rehearsal dinner 33 years earlier). The pair also decided to work with Shannon Leahy Events, which planned the bride’s sister’s wedding the previous year. “Shannon has a unique ability to be both a creative force and a grounding presence,” says Madeleine. “Her team can dream up the fantastical while making the process feel genuinely easy and fun. They brought not only extraordinary vision to the process but also a spirit of collaboration, curiosity, and joy, which was very important to us.”
The vision for the wedding was not a typical one. “Inspired by magic, dreams, and ceremony, we worked with Shannon’s team to craft an aesthetic that married South Asian traditions with Surrealist flourishes,” explains the bride. “Our invitation suite by Emily Baird introduced this theme to our guests, and it culminated in a Surrealist after-party in the barn on our property.” Notes the groom: “I lived in Barcelona for a year in my 20s and fell in love with Miró, Dalí, and Surrealism, so it was amazing to bring some elements into the wedding.” The pair also hoped the design would reflect their upbringings and heritages.
Clothing was one of the most important ways the couple hoped to reflect their cultural backgrounds throughout the wedding weekend, which would include traditions like a sangeet and baraat. “I wanted to be thoughtful and creative about how to approach these fusion elements, and so early on I called my friend and bridal stylist Alisha Datwani, who specializes in cross-cultural wedding styling, to be in conversation about how we could blend elements of South Asian fashion with my personal style,” says Madeleine. Datwani worked with both the bride and groom—and even the bride’s mother—to help curate their looks for the three days of events.
For their intimate rehearsal dinner, Madeleine wore a look inspired by Sophia Loren in the 1958 film The Black Orchid. “We found this vintage 1990s Max Mara dress at Happy Isles in NYC after months of looking,” she says. “We loved how it felt bridal but deconstructed.” The bride collaborated with her hair and makeup artist, Katie Nash, to incorporate florals into her hair, similar to Loren’s in the film. “We thought the result nodded nicely to the tradition of Indian brides often wearing jasmine in their hair,” she adds. Madeleine also wore custom lace shoes by Malone Souliers designed to be easy to walk on grass. She initially planned to wear them with her wedding dress but decided at the last minute to wear them to the rehearsal dinner as well. “I knew that they wouldn’t get the moment they deserved on the wedding day with my full-length gown,” the bride says. The groom donned a modern take on a tuxedo shirt by Antar-Agni adorned with a floral boutonniere that matched the flowers in Madeleine’s hair.
