I don’t deserve a nice vacation. Who am I to lounge in tropical paradise, sipping a Miss Sunshine on the rooftop of Tommy Bahama’s in Honolulu—a lemon-infused Grey Goose cocktail dressed up with coconut and salted honey, basically sunshine in a martini glass?
Yet that’s exactly what I did on my last night in town. My family and I ate dinner under the soft glow of string lights while a guitarist named Mark worked the crowd. He had that rare gift of making diners feel the music was just for them. My daughter requested Neil Young’s “Harvest Moon.” Mark delivered it like a love letter. I followed with The Go-Betweens’ “Streets of Our Town.” He’d never heard of it. Then I tried “Back to the Old House” by The Smiths. His eyes lit up.
“Oh, you’re one of those,” he said, as if I’d just flashed a velvet-lined membership card to the Melancholy Music Society. “Are you a musician?”
I admitted to being an amateur pianist. During his break, we talked shop. He’d been gigging since 1979, grew up on Oahu, and had soured on Maui—“negative energy,” he said, with the certainty of a man who’s read the island’s aura. His favorite? The Big Island, especially Hilo. “Hilo’s the lush side,” he told me, as if revealing a secret password.
The next day, stuck in the Honolulu airport waiting for a delayed United flight (short a flight attendant, with a substitute speeding in from home), I met Zack—a 48-year-old professional golf caddy with the leathery tan of someone who spends life between fairways and airports. He was headed to Houston, then on to Kansas City for a tournament at Blue Hills Country Club.
We talked for forty-five minutes about the job. “You have to make a world-class golfer like you, trust you, and win,” I told him. “That’s harder than being a psychiatrist.”
He grinned. “Same as being a college writing instructor.”
Touché. We agreed we were both part salesman, part psychologist.
Zack checked his watch. “If I make my Houston connection, I get Texas brisket with my family before the drive to KC.” His wife taught French at an Oahu high school; they’d lived there over twenty years. Like Mark, he loved the Big Island most. Also like Mark, he worshipped Hilo. In fact, he’d bought land there for his retirement.
On the flight, I lost myself in Jim Bouton’s Ball Four on Audible, forgetting about Zack—until landing, when the flight attendants asked passengers to clear the way for passengers with tight connections. At the back, there was Zach, looking like he’d just played eighteen holes without water.
With the authority of a man who’d just been handed the Staff of Moses, I raised my hand: “Make way for my friend Zack! He has three minutes to make his connection!” The crowd parted. As he hurried past me, I patted his back and told him to enjoy the brisket.
My wife nearly folded in half laughing at my grandiosity, my habit of turning chance encounters into minor epics. At baggage claim, she called Mark and Zack my “new friends.”
She’s right. I may never learn to truly relax on vacation. But give me a stranger with a story, and I’ll make a night of it.

