A few years ago, if you had asked me whether it was worth traveling over school breaks, I would’ve laughed and said, “Only if we win the lottery.”

Because as someone who has worked in the travel industry for most of my adult life—first as a travel agent, then for an airline—I knew the golden rule of getting a good deal: Travel off-peak. That’s where the savings were. That’s where the wide-open seats, low hotel rates, and promo codes lived.

But when our kids got older, everything changed.

When I first started learning how to travel with points, I remember feeling completely lost. I’d heard of families flying to Hawaii for pennies and booking dreamy resorts with “just points,” but every time I looked into it, I ended up with 18 tabs open and zero clarity. I knew it was possible, I just couldn’t figure out how.

It started with a moment of sticker shock. I was pricing out a Universal Orlando vacation for our family of six—and when I saw the total, I actually laughed out loud. Not the fun, theme-park kind of laugh. The “surely this is a mistake” kind.

When we first started using points, I remember staring at our balance of 100,000 and wondering: how far can this actually take a family of six?

I had seen people use that many points for one first-class flight or two nights at a luxury hotel. But I knew there had to be a better way, especially if I wanted to stretch those points into real family vacations. And the good news? There absolutely is! We’ve used 100k points for a full week of hotel stays, roundtrip flights for four, or two rooms at a resort where my husband and I got our own room. That’s the magic of smart redemptions.

You carefully booked the perfect flights for your family trip. Then weeks (or even months) later, that dreaded email hits your inbox:
“Your Southwest flight schedule has changed.”