Out Expert Tour Guides

Jeff Winkler

Jeff Winkler

Travel blogger, snack wrangler, and pop culture road tripper.

Coen Winkler

Coen Winkler

Lover of snacks, chaos, and making faces mid-photo.

Cate Winkler

Cate Winkler

Photo taker, Mountain climber, and fashion consultant for dad.

This travel blog is where I share what works, what flops, and why the journey is always worth it. From forgotten stuffed animals to breakthrough bonding moments, every trip tells a story — sometimes hilarious, sometimes chaotic, always worth remembering.

Being a single dad means juggling school calendars, custody schedules, and carry-ons. This blog is my way of sharing what works, what flops, and why it’s all still worth it.

Life changes fast — aging parents, growing kids, and shifting priorities often mean reevaluating how we approach traveling with kids and embracing more flexible family travel planning.

That’s why I’m reinventing myself — shifting from nonstop festival vending to becoming a travel agent. Basically, I’m turning into the dad who plans the trip and finds the weirdest roadside attraction along the way. Whether I’m on the road with my kids (Cate, 14, camera queen; Coen, 8, snack boss) or solo at a show, I’m all about making the miles count.

This is where I share our journeys — the weekend getaways, the epic road trips, and all the strange, sweet, snack-fueled moments in between that prove “One Dad, Two Kids, Infinite Snacks” isn’t just a motto — it’s our way of life. You’ll find:

  • Honest takes on navigating life, travel, and parenting — all served with a bit of humor and a lot of snacks.
  • Family travel tips for single parents and flexible families
  • Pop culture event guides from the vendor’s side of the table

What You’ll Find Here:

Family travel tips from a single parent’s point of view

Road trip ideas with kids that won’t break the bank

Honest stories about parenting, planning, and pivoting

Festival recaps from the vendor’s side of the table

Let’s go on this journey together

We’re not influencers or travel vloggers — just a dad and two kids turning limited time into unforgettable memories.

Let’s hit the road. Just don’t forget the snacks.

Want to see where we’ve been lately? Start with our latest adventure here!