An Elegant Destination Wedding at Castello di Vincigliata in Fiesole, Italy

Anthony Leo (28 and an adviser consultant senior associate) proposed to Jenna Bruno (31 and an associate director, account strategy) the day they met with a makeshift pretzel ring. But for their destination wedding, they pulled out all the stops: Their venue was an ancient castle outside Florence, Italy, with stunning views. Their reception embraced the classic food-focused celebration, kicking off with a one-and-a-half-hour cocktail hour, followed by a three-course dinner and a chef coming out to assemble the wedding cake in front of the guests. During the cocktail hour, their Italian folk band surprised them into taking a spontaneous first dance. “They provided perhaps my No. 1 wedding highlight: gathering most of our wedding guests in the courtyard of the castle and having them call out to us. When we came over they began playing 'That's Amore,' and all our guests sang while the trio played and we danced. It was a complete surprise, and we were both in total awe. That was our unofficial first dance.” —Jen Leahy