Inside Olivia Culpo and Christian McCaffrey’s Classic New England Wedding
In 2019, a mutual friend set Olivia Culpo and Christian McCaffrey up on a blind date. When she walked into a San Diego hotel lobby to meet him for the first time, he was holding a bouquet of flowers, and as they talked, Olivia was quickly charmed by Christian’s kindness and humor. She had recently written in her journal a list of the qualities she was looking for in a partner and realized he checked every box. “After that night we were inseparable,” she says.
Four years later, Christian, a San Francisco 49ers running back, and Olivia, a model and former Miss Universe, got engaged during a road trip to Utah. “Christian should get an Oscar for his acting skills because I had absolutely no idea he was proposing,” Olivia says, laughing. “He was so good at convincing me that he wasn’t ready.” Secretly, he’d been planning a proposal for months: After driving an RV through the red-rock desert, the two arrived at the Amangiri hotel. That night, an employee brought Olivia into the middle of the desert for what she thought was a casual sunset cocktail with Christian. “When I walked up, there were the most beautiful flowers surrounding the area and a gorgeous sunset,” she says. “I’ll never forget Christian turning around and saying, ‘This is long overdue.’ He got down on one knee, and I started to cry.”
Olivia always knew she wanted a traditional wedding in her home state of Rhode Island. After deciding to marry on June 29 at Ocean House, a historic resort in Watch Hill, she asked Lisa Vorce to be her wedding planner. Vorce completely understood her vision and allowed her to be present, according to Olivia. “I tried to remind myself that this could very well be one of the last times Christian and I have every single one of our loved ones in one place,” she says of the planning process. “I tried to keep gratitude at the forefront.”
She then asked Dolce Gabbana to design her wedding dresses. “I had a very clear idea of what I wanted for my ceremony dress,” Olivia explains. “I have worked with Dolce Gabbana for years, so it was incredibly special to collaborate with Stefano [Gabbana], Domenico [Dolce], and the exceptional design and atelier team.”
Olivia and Christian’s wedding weekend began with an intimate dinner with their two families on Thursday, June 26. The next night, they had a welcome dinner for all guests on the lawn of Ocean House, which they turned into an Amalfi Coast–style garden. “It was the most beautiful blue-and-yellow color story, and the evening combined my New England background with my Italian heritage,” says Olivia. She wore a Dolce Gabbana chiffon dress with bishop sleeves. As the night progressed, guests headed into the hotel’s Bemelman Gallery, which Olivia and Christian had turned into an espresso-martini lounge. Several of Olivia’s former music teachers played live jazz throughout—a nod to her roots as an accomplished cellist—and at one point her brother Gus also played the piano.
On Saturday, they married at the 150-year-old Watch Hill Chapel. Olivia wore a Dolce Gabbana long-sleeve, crewneck crepe ball gown with a voluminous skirt and button-lined back. “I didn’t want it to exude sex in any way, shape, or form,” she says of the dress, which she wore with a 16-foot lace veil and 15-carat De Beers diamond earrings. “I wanted it to feel effortless and as if it’s complementing me, not overpowering me. There’s so much beauty and simplicity.” Her beauty, too, was pared back: She wore her hair down in a simple middle part and skipped mascara, lip liner, and eyebrow makeup. “I never felt more beautiful than when I was in my ceremony dress and under my veil—I really wanted the simplicity of each component to harmonize perfectly,” says Olivia. She walked down the aisle to Jeremiah Clarke’s trumpet voluntary, played by a string quartet that included her own mother. Her sisters, Sophia and Aurora, were her bridesmaids and also wore custom Dolce Gabbana.
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