Brad & Olivia’s engagement at Gurney's in Montauk

Aug 11

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A Weekend of Whispers & Wonder: Brad’s Surprise Proposal to Olivia at Gurney’s Montauk

If you’re a believer in love stories that feel like they were pulled straight from a romantic indie film—this one’s for you.

Brad, boyfriend of the century and planner extraordinaire, set the bar sky-high with a surprise engagement weekend that left his now-fiancée Olivia speechless (and maybe slightly in tears—in the best way). And no, this wasn’t just a cute dinner-and-ring situation. Brad went full rom-com meets rock concert, and every single detail was crafted to perfection.

Let’s start with the setting: Gurney’s Montauk. Perched above the waves with that effortless coastal elegance, it was the perfect backdrop for what Olivia thought was just a relaxing weekend getaway. Little did she know that behind the scenes, Brad was orchestrating a grand surprise worthy of a slow-motion movie montage.

Enter: Nick Mulvey. Yes, that Nick Mulvey. Olivia’s favorite musician—flown in from Europe, no less—to serenade them with their song live as Brad got down on one knee. Picture this: Brad proposing with the Atlantic glistening in the background, and Nick strumming those familiar chords. It was cinematic. It was magic. It was Olivia’s dream come true.

But Brad wasn’t done.

As Olivia tried to process the “how is this real life?” moment, the surprises kept rolling in. Turns out, Brad had secretly flown in Olivia’s entire family for the weekend, too. And the cherry on top? Nick Mulvey stayed to give an intimate private concert just for Olivia and her loved ones.

From the beachside proposal to the private performance, every beat of this engagement weekend was curated with heart, soul, and the kind of thoughtfulness that can’t be faked. Brad didn’t just propose—he composed a weekend-long love letter, and Olivia said yes to the entire symphony.