Our oldest, 19-year-old Sawyer, does not ask for much: a roof over his head, a hand-me-down clunker of a car and a lifetime supply of Eggo waffles. So, when he comes to me with a request, I listen, knowing I’ll do what I can to grant his wish.

“Mom, wanna go to Boston with me?” he asks, knowing how I, a born-and-raised Bay Stater, am always up for a pilgrimage to my home state. “The Six Invitational is there, but,” he sheepishly adds, “it’s Valentine’s weekend.”

If you’re thinking, “The what?” right now, you’re not alone.

“It’s a tournament for my favorite video game, Rainbow Six Siege,” he says, his blue eyes hopeful while my own glaze over.

Forget what I said about making his dreams come true. “Uh, no. But maybe Dad will go? Ask him.”

A few days later, my husband, Chris, approaches me. This time his blue eyes glimmer as he tries to persuade me to join them. “We can have a Valentine’s getaway while he is at his tournament.”

Sounds lovely, right? Except he’s forgotten one thing — our other two kids. “And who will watch Wilder?” I ask. Right away, he suggests Emmy, our 18-year-old. “So, you’re saying we just leave Emmy behind to watch her little brother, who has been begging to fly on an airplane for two years, while the three of us galavant around a city she adores?”

“Uh, yeah,” he says.

“Not gonna happen. You take Sawyer,” I say. “Or, we all go.”

And so, at 6 a.m. on Valentine’s Day, we set off to make Sawyer’s dream come true and have a little family fun in the meantime.

Since it’s a rather quick trip, we don’t waste a second. We eat our way across Boston’s North End, aka Little Italy, tour Paul Revere’s home, touch stingrays at the New England Aquarium, and shop up and down Newbury Street. By Sunday morning, even the kids are zonked and ready to return home.

And that’s when Sawyer’s dream trip turns into a nightmare for us. Overnight snowfall has transformed into a mix of sleet and rain, leaving slushy puddles at every street corner. Chris and I brave the elements alone, trudging the half mile to Dunkin’ Donuts with the kids’ breakfast orders in hand.

A true New Englander, I’ve packed waterproof Timberlands, but Chris, born and raised in Miami, is wearing sneakers. By the time we return to the hotel schlepping soggy paper bags, his feet are chilled to the bone and his mood, well, dampened. Wilder takes one look at his breakfast choice —an untoasted bagel, just as he prefers at home — and whines that his bagel is cold.

Frustrated, Chris escapes into a hot shower. Ten minutes later, he emerges from the steaming bathroom, phone in hand, and says flatly, “Our flight’s been cancelled.” And, to make matters worse, the airline can’t get us back to North Carolina until Tuesday night.

With jobs to get back to and a 13-hour drive in front of us, Chris starts dialing rental car companies, juggling both of our phones, desperate for a vehicle with three rows to accommodate us comfortably. No luck. We book what we can. At the rental car counter, however, a small — mini, to be exact — miracle happens. “They have a minivan!” Chris exclaims triumphantly a moment later. At last, we’re hightailing it out of Beantown, wind blowing against the vehicle. For the next several hours, Chris stares straight ahead, navigating us through gusts up to 40 m.p.h., rain, sleet and side-blowing snow. It’s treacherous, but he’s a man on a mission. My job? Keep an eye on the radar and find a restaurant everyone will like. As soon as we are through the last of the weather map’s aqua-blue blob, I select a 4.3-Google starred spot close to Scranton, Pa., touted for pizza, pasta and sandwiches.

We’re all famished when the restaurant finally appears in the distance and its lights are out. “Closed,” a sign reads.

“Well,” I say to Chris, “I saw a Waffle House right off the exit.” And it more than does the job — everyone’s happy. Wilder, who’s up until this moment existed on a made-in-the-car peanut butter sandwich and some gummies, scarfs down his first warm meal of the day without complaint.

Carl, our friendly and chatty waiter, is bald with dark, thick eyebrows, reminding me of Food Network’s Duff Goldman. Despite our dining in several Boston tony (and pricey) eateries, he’s the best waiter we’ve had all weekend, tucked away at the most northern Pennsylvania Waffle House. According to Carl, people drive all the way from Maine just to experience the all-night diner, but we’d drive back just for Carl. We’re all overtired, perhaps a little cranky, but his kindness softens us.

Bellies full, we hit the road once again, stopping a couple hours later to check into a hotel.

We say goodnight to Sawyer and Emmy, who have the room next to us. Chris gives Wilder a quick bath and reads him Dog Man while I wash my face, brush my teeth and try to avoid thinking about how we have to wake up and do it all over again tomorrow.

I take my turn to tuck Wilder in and kiss him goodnight. “Thanks for being such a trooper, kiddo,” I say.

His little face looks happily up at me and he says, “Today was a fun day!”

His sleepy eyes close and he drifts off to dreamland. “Fun” feels like a stretch, but, only a few months later, the kids are already turning what seemed, at the time, like a huge ordeal into an adventure-filled odyssey back home. One thing I know is that our next family vacation destination will be a short road trip away.