SONG REVIEW: “My Vacation” by Jer GreggAn Irresistible Summer Song for the Free-Spirited and Love-Drunk

By Matt Watts for Indie Talk When you think of the ultimate summer song—the kind you roll your windows down for, the kind that instantly lightens your soul and makes you want to ditch the office for the open road—“My Vacation” by Jer Gregg checks every box and then some. It’s the soundtrack to your sun-drenched daydream, your late-night swim, your spontaneous road trip with the one who makes every moment feel like an adventure. But what really sets this song apart is the artist behind it: Jer Gregg, a natural-born storyteller, multi-instrumentalist, and producer.

Produced by Gregg and Grady Saxman and recorded at Saxman Studios, the track opens with polished yet organic production that immediately feels like home. A light tropical breeze of percussion and shimmering keys flows into a beachy blend of slide guitar, acoustic guitar rhythms, banjo and warm bass lines. Nathan Keeterle’s instrumentation—on everything from acoustic and slide guitar to bass and banjo—is subtle and essential, painting a sonic landscape that’s equal parts Margaritaville and Southern rock bar. The result? A perfect fusion of pop, indie-rock, and coastal Americana, delivered with a laid-back charm that never tries too hard—because it doesn’t have to.

Jer’s vocal performance is exactly what this song needs: sincere, unpretentious, and magnetically real. There’s an undeniable charisma in his voice—an everyman soulfulness that invites you in like a cold drink on a hot day. Whether he’s crooning about tequila in the snow or skinny dipping under the stars, you believe him. This isn’t some escapist fantasy—it’s a lived-in love song disguised as a party anthem. His phrasing is effortless, conversational, and joyfully rebellious.

“So raise your glass / Shake some ass / Do the things you won’t back home…”

His lines are delivered with a wink and a grin, while the chorus—a soaring ode to permanent vacation with the one you love—lands like a heartfelt toast at sunset.

At its core, “My Vacation” is more than a weekend jam—it’s a romantic manifesto. Yes, there’s booze, beaches, and late nights, but the heart of the song beats for something deeper. Jer flips the vacation cliché on its head. You don’t need plane tickets or palm trees. You just need someone who feels like home. It’s a simple, beautiful message:

“Even though we could hit the road / I’m good here with you… My vacation starts with you.”

Love as a mindset. Passion as a lifestyle. Now that’s the kind of permanent vacation we could all use.

The musicality across the board is stellar. From Chris Hurst’s tasteful keys to Grady Saxman’s crisp programmed percussion, the track grooves without ever overpowering the vocals. The slide guitar grooves in and out like waves on the shore, enhancing the beachy texture without falling into cliché. The backing vocals, arranged and engineered by Andrew Perlowich, elevate the chorus with subtle warmth. There’s a looseness to the whole arrangement that feels authentic—like a group of top-tier musicians having a blast in the studio. And that feeling is contagious.

"My Vacation" isn’t just a great summer track—it’s a timeless reminder that joy is a choice, love is an adventure, and the best moments in life often start with throwing out the rulebook. It’s catchy without being formulaic, heartfelt without being cheesy, and filled with a kind of grounded optimism that’s hard to fake.

With this release, Jer Gregg proves why he’s one of Nashville’s most beloved artists behind the scenes—and why it’s time for him to be front and center. His long-awaited album promises to deliver more gems like this one, but for now, “My Vacation” is the escape we all need, and the anthem we didn’t know we were waiting for.

Turn it up. Pour a drink. Fall in love. Jer Gregg just handed you your summer on a silver platter.

Listen to "My Vacation" by Jer Gregg: Spotify

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