When Dallas Wolford’s picture popped up as a Facebook friend suggestion, Clayton Cook immediately slid into her Instagram DM’s. “He told me he thought I was pretty, but because Facebook is for older people, he decided to take his talents to Instagram,” says Dallas with a laugh. After a little back-and-forth, the surgical resident agreed to meet Clayton, a former professional baseball player, offline. “We immediately got lost in our own little world at R+D Kitchen,” she says. “We were the last ones to leave. They desperately wanted us to get out, but we shut down that bar.”

Two years later, Clayton popped the question. “I’m like an FBI agent, so I was shocked he pulled off the surprise!” Dallas says. Not long after, she presented a proposal of her own to wedding planner Leslie Ochs. “I wanted a nontraditional, non-stuffy wedding at my parents’ house,” remembers the bride. “Their backyard is very tropical, so I asked her to bring Gatsby to Tulum.” 

Leslie was more than game. She layered in crystal chandeliers and roses among palm branches, added a speakeasy-inspired bar, incorporated interactive food stations, and served champagne at every turn. “Dallas loves everything that’s glamorous and luxe,” says Leslie. “It all felt very much like her.”

All That Jazz

Alice and Apricot’s Leslie Ochs shares a few elements that promise to bring Daisy Buchanan–level opulence to the great outdoors.

Plentiful Patterns. 

Leslie laid out an assortment of graphic textiles and extended the garage’s checkered flooring to the driveway. “We’re known for our edgy pattern play, which contributed to the Tulum-meets-Gatsby vibe,” she says. 

More-is-More Embellishments. 

Fringed lampshades were hung with care among palm leaves and an abundance of white roses. “We wanted to create the feeling that you were inside,” the wedding designer says. “The roses also felt very classic Old Hollywood.”

A Surplus of Surprises. 

“We created this red-carpet moment, where Dallas got out of a Rolls-Royce at the end of the driveway 

on her way to the ceremony,” she says. “From there, we had little surprises every hour to keep the guests excited. We also surprised Dallas with an aerialist, who was perfectly over-the-top.”

Speak Easy

The garage was completely transformed, thanks to a custom structure built around the existing bar and plenty of luxe seating for guests to lounge in. “We like things to look less ‘wedding,’ ” Leslie says. “It felt like an intimate speakeasy. We did a lot of velvet in black, white, and fern green to bring in the tropical vibe.”

Guests: 150

Signature Cocktails: Dallas’: dirty martinis Clayton’s: old fashioneds

First Dance: “I Love You” by Cèline Dion

Conga Line Starter: “When the Saints Go Marching In”

Honeymoon: Majorca and Barcelona