A “Pretty in Pink”–Themed Party Kicked Off This Wedding Weekend Overlooking the Tuscan Hills
Gabrielle Hackman always had a good feeling about John Beebe, a former farmer turned real estate broker and a classmate of Hackman’s older brother. When they first met she thought he was “the nicest guy—and so grounded.” There was just one catch: He lived in Massachusetts, and she was on the West Coast. “Then I moved to New York, and out of the blue he called to ask me out,” Gabrielle, the director of immersive media initiatives at a real estate firm, remembers. “We had the best time together, exploring the city. I always felt like myself around him. Even with a two-hour drive apart, we immediately became a couple and have been together ever since.”
After six years of dating, the couple, who both now work for her family’s real estate company, purchased their first home—and then the sellers, according to John, invited them over for a celebratory round of drinks. “But when we arrived, something felt off,” Gabrielle recalls. “For one thing, the sellers weren’t there, and John seemed nervous.” They walked around to the backyard to wait, and then John said he had a gift for her.
“There really was no preamble; he just handed me a big red box,” she remembers. “I gasped. It was a Cartier love bracelet—and when I looked closely, I saw that it was engraved with the inscription ‘marry me’ in French, which my family speaks at home. He then dropped to one knee and officially proposed. I was in shock.” Minutes later, just as he had planned it, their families and close friends arrived. They cheered. Gabrielle and John hugged, laughed, and cried—and then, they all caravanned to Gabrielle’s parents’ house, where a beautiful engagement dinner was waiting.
Their wedding was held one year later in Montalcino, Italy, at the Rosewood Castiglion del Bosco. “John and I love Italy,” the bride explains. “It was our go-to destination when we traveled during our dating years, and the venue was a perfect combination of romantic Tuscan charm, Italian heritage and history, simple luxury, and breathtaking, natural beauty.”
The couple worked with Emily Park and Esther Oh at Studio Komorebi and the staff at Castiglion del Bosco to plan their dream wedding weekend. “Everyone listened carefully to understand our creative vision, but also thought outside the box,” Gabrielle says. “Of course, because of the distance, we had to rely on FaceTime and Zoom calls to sort out many details with multiple vendors, but the vendors were easy to work with and incredibly well organized.” They did, however, make one trip to Italy in April to finalize everything.
In addition to the wedding itself on Saturday, they also planned other weekend events: a party on Thursday (which happened to be Gabrielle’s 30th birthday) with lunch and games, a rehearsal dinner on Friday, and a brunch on Sunday. It was important to both the bride and the groom, as they planned the weekend, that each event offered guests a unique experience, so every party needed to have its own distinct personality.
“When we chose the wedding date, we knew the weekend would overlap with my 30th birthday,” Gabrielle says. “I’ve always loved themed parties, so we settled on ‘pretty in pink’ for Thursday’s birthday party, which made for incredible photos and a very girly vibe.”
The rehearsal dinner the following evening felt like a classic Italian family dinner. Guests were surrounded by bountiful charcuterie stations, and the casual elegance of the evening took inspiration from the land and its lush greenery, countryside wildflowers, and freshly grown vegetables. To keep things lively, everyone was led into dinner parade-style by a traditional Italian five-piece band.
While the programming of the weekend was incredibly important to Gabrielle, the fashion lineup was her own personal Super Bowl. Before moving into real estate, she spent years working for stylists and at clothing brands, so she felt like she had a lot to live up to. To that end, she visited countless designers and bridal salons and tried endless options. Ultimately, though, she had the same goal for everything she chose: It had to be classic, yet unique—and it had to strike the right balance between the two.
