How Country Music Star Brett Young Likes to Vacation

February 27, 2019

Three years ago, Brett Young was just another anonymous singer/songwriter hoping to make it in the country music business in Nashville. Today he’s the owner of a platinum album, Brett Young, and the recently released Ticket to L.A. He’s also newly married to his long-time girlfriend, Taylor Mills. Days after returning from his honeymoon and before he kicked off his winter tour across the United States, Young took some time to share how his overnight success, 10 years in the making, was due to hard work and the generosity and resolute support of Inspirato members Rutherford and Rhonda Polhill.

You were born and raised in Huntington Beach, California, aka Surf City, U.S.A. How did you ever become a fan of country music?

It was because of my older sister. We’d battle for shotgun in the car, and when I’d win she’d kick the back of my seat to annoy me. To get her back, I’d turn on the country-music station in the car. She hated country back then. (Now, she loves it.)

Then I heard Tim McGraw’s “Don’t Take the Girl,” and I was like “Whoa, what’s going on here?” And I started listening to the storytelling in the songs and soon enough I was getting into artists like BlackHawk and Shenandoah. Country music just made sense to me.

It went from there. I was a bit of an outlier among my friends who were all into Southern California punk.

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Where and how did you develop your love of writing and performing music?

My dad is a pastor, so I grew up going to church and playing guitar at church services, learning to play worship songs. When I got to high school, which was a church school, I was performing in front of the whole student body on Friday mornings, playing worship songs, so that’s how I grew into a performer.

But music wasn’t my thing. I was on track to play pro baseball.

I was a pitcher for Fresno State University in California, but an elbow surgery put an end to that. About that time, I heard Gavin DeGraw’s Chariot, and he doesn’t do country, but I still fell in love with the songwriting—to be honest and vulnerable like he was.

It showed me that there was a path out there to write the songs I wanted to write. So, I set out to do it.

How did that go?

I was making a living as a bartender and resident musician in restaurants and bars around Los Angeles, mostly playing covers. One of the gigs was in the lobby bar of the Montage Beverly Hills, playing every Wednesday night from 8 to midnight. After paying my backup band and buying dinner, I nearly always lost money playing there, but I kept at it because everyone who was anyone would come through that lobby eventually.

One night, Rutherford “Ruddy” Polhill, a guy from Atlanta who was in town for an eye-surgery consultation, sat down to listen and told me he believed I could make it in the music business. Then a month later, he brought out his wife and daughters to hear me play, and soon after that, they flew me to Atlanta to perform at their birthday party. That’s how much the whole family believed in me.

We worked out an arrangement where they staked me, and we were going to figure out how to hack the Nashville music scene and get a recording contract for me.

What’s the first step to hacking Nashville?

Well, we eventually figured out you really can’t hack the system. It works like it does for a reason. What we did figure out, though, was that success starts with songwriting. In June 2015, we set up a weeklong songwriting retreat at a huge beachfront Inspirato house, Casa de Colores, outside Puerto Vallarta, figuring it’d be easy to get great songwriters to come down to Mexico for a free beach vacation and to collaborate with me on new material. And being an Inspirato set-up, we didn’t have to worry about anything except getting to know each other and writing music.

We had two songwriting teams come down for three days each, and we had a production engineer recording every session. First was Trent Tomlinson and Tyler Reeve. That first day, we wrote “In Case You Didn’t Know.” That song was released as a single about a year later and went to No. 1 on the charts and became a multi-platinum-selling single. [To date, the song’s YouTube video has been viewed more than 210 million times.]

The next songwriting duo to come in was the husband-and- wife team of Ben Caver and Sara Haze. We didn’t get too far, though, as I got my first and only case of sun poisoning in my life on the second day with them. But they’ve stayed close—they even recorded a cover of “Forever Young” for my wedding. Two months after that trip, I signed a record contract.

My career’s been going nonstop in the years since that week in Mexico. Except for a weeklong Inspirato vacation to Cabo last year with the Polhills, my then-fiancée Taylor, and two other couples who are special to us, my wedding and honeymoon this past November was the first time I’ve taken an extended break from music.

Speaking of your honeymoon, how did you and Taylor pick St. Croix in the U.S. Virgin Islands as the destination?

Taylor and I love being warm and near the ocean, and she’d been to the British Virgin Islands before and wanted to show me the Caribbean. We saw the house that Inspirato had available on St. Croix and said, “That’s it!” We arrived in St. Croix and it was just perfect. Warm and sunny, and then we’re driving out to the house, and it’s at the end of this long drive, situated on a cliff with the waves crashing below. It’s just an insane property. The photos of it are incredible, but they don’t do the setting justice.

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And then it started raining—and it never really stopped. But whenever there was sun, we’d dash out to the beach for the hour or two it was out. We did have one perfect beach day at Judith’s Fancy, lounging on the beach with drinks in our hand. That was pretty special.

But as I said before, Inspirato thinks of everything. To distract us from the rain, Sarah, our Destination Concierge, set us up with massages right before dinner on the first night. The second night, we had a chef come to make us anything we wanted. I know it sounds corny, but I wanted chicken parmesan. That paired with a special bottle of wine I’d brought made it a special meal.

The weather wasn’t ideal, but it was still pretty dramatic, and when it’s your honeymoon, it was super romantic, as well. It’s not the worst thing to be stuck inside a gorgeous house over the ocean for a week, knowing that every last detail is, and will be, taken care of.

Can we expect a song to come out of the adventure?

You never know!