What’s Inside This Episode
Part 2 of Natalie’s conversation with Holly Kapherr picks up right where the good stuff gets real: money, kids, mantras, and the one question every burned-out mom needs to ask herself.
Holly breaks down exactly how average moms can afford solo travel, why taking your kids out of their routine builds the resilience and empathy your parenting strategies can’t, and why the answer to “is this worth the cost?” is simpler than you think: what does it cost you not to go?
This episode ends with three powerful questions Natalie asks every guest—and Holly’s answers will stay with you long after you stop listening.
Why This Episode Is for You
This one’s for you if you’ve ever said any of these things:
“I can’t afford a trip like that.”
“I feel guilty spending money on myself.”
“I want to travel with my kids but I don’t know if it’s worth it.”
“I know I need to take care of myself, but how do I actually start?”
“I’ve lost myself in motherhood and I don’t know how to find her again.”
Moms Plan Everything for Everyone Else. Not This Time.
Holly’s observation is spot-on and it will hit home: “Moms plan everything. The last thing they want to do is sit down and plan something for themselves.” Go Mama Go Travel exists precisely to remove that barrier. You pay one price, you show up, and someone who has already thought of everything takes care of the rest.
Natalie’s own story backs this up perfectly: five moms, an Orlando condo, a hot tub, and five days of doing absolutely nothing they planned. No Disney. No excursions. Just wine, laughter, music, and the kind of conversation you can only have when nobody needs anything from you. Sometimes the best trip is the one where you let go of the itinerary entirely.
What Travel Actually Does for Your Kids (Science Backs This Up)
It doesn’t have to be Paris. It doesn’t even have to be another state. Just getting out of the routine is enough to start building something real in your child. Holly’s three scientifically-backed gifts that travel gives kids:
Resilience: New schedules, transitions, and unexpected moments teach kids to adapt without falling apart. Every time they figure something out on the road, they carry that confidence home.
Confidence: When a child learns how trains work, how to navigate an airport, or how to order food in an unfamiliar place, their world expands. They start to believe they can handle more than they thought.
Creativity: Boredom is not the enemy on vacation. Let them be bored. Holly’s 3-year-old narrates entire museum galleries to herself—giving names and stories to paintings. That’s creativity born from unstructured space.
And then there’s the fourth gift—the one Holly calls the most important: empathy. Seeing how other children live, in other countries, with different challenges and different joys, is an experience that no classroom can replicate. Holly’s own life-changing moment came at 12 years old in Egypt and Saudi Arabia. Natalie’s came when her 22-year-old son asked, completely unprompted, to revisit the Dominican market where he held a chicken as an 8-year-old. Those are the memories that last.
The Real Answer to “I Can’t Afford It”
Holly hears this every day. And she built her entire pricing model around it. Here’s exactly how Go Mama Go Travel keeps it in reach:
Not luxury, but very nice. Comfortable hotel rooms, incredible food (Holly spent years as a food writer), and carefully chosen experiences—without the luxury price tag.
Group discounts passed directly to you. Booking as a group unlocks tour operator savings that solo travelers never see. Holly passes those savings straight through.
Built-in budgets. No surprise bills at dinner. Holly sets a per-meal budget, communicates it clearly, and manages it for you. You know exactly what you’re spending.
15% early-bird discount. Book nine months or more in advance and you save 15% off the total price—no code required.
Payment plans. The earlier you book, the smaller your monthly payments. Book a year out and you have 11 months to pay it off in manageable installments.
Bring a friend, share a room. All trips are priced at single occupancy (because moms deserve uninterrupted sleep). But share a room with a friend and you split the hotel line item in half. The Dublin trip in February? That’s $450 off the top, per person.
Repeat customer discounts. Come back for a second trip and you’re rewarded for it.
Gift cards and special promotions. Mother’s Day promotion: buy a $100 gift card and get an additional 50% free to apply toward any trip. Anyone can buy one for you.
Honey fund and group gifting. Just like a honeymoon registry. Ask for trip contributions instead of baby shower gifts, birthday gifts, or holiday presents. The community around you can help get you there.
And Holly’s most practical tip of the episode: look at the activities your kids do out of obligation—not joy. If they’ve been doing karate for three years and barely showing up, let it go. Put that monthly fee in a savings account for yourself instead. Better yet, make it a game: every time a certain overplayed song comes on the radio, transfer $10 to your trip fund. As Holly says—gamify it.
The Question That Reframes Everything
Natalie asks it directly in this episode and it lands hard: “What does it cost your children if you don’t take care of yourself?”
This is the core of everything Natalie teaches: you cannot regulate your children’s nervous systems if yours is running on empty. You cannot model self-worth if you never model it for yourself. When your kids watch you choose yourself—even once—you are showing them what worthiness looks like. That is a lesson no school will ever teach them.
3 Questions That Reveal Who Holly Really Is
Natalie asks every guest the same three questions. Holly’s answers in this episode are worth hearing more than once.
What is your definition of a fulfilled life?
“Loving the part of me that goes to Paris and drinks coffee by herself in a cafe and watches the world go by—and also loving the part of me that lives for taking my daughter on a bike ride at Golden Hour in our neighborhood. Being able to do both, and accepting both in my life, is the fulfilled life for me.”
Fast forward 20 years. How will you know you did a good job raising Ripley?
“If she wants me around—not because I expect her to, but because she wants to. If she picks up the phone and calls me. That’s it.”
What do you tell yourself during the hardest parenting moments?
“You are the perfect mother for your child.” Holly reminds herself that she was chosen for Ripley—not in her brain, but in her heart. Even on the days when a stage-five-clinger toddler and a fiercely independent Aquarius are not a natural match.
“You are worth it. I want to see you find your voice again—outside of being a mom, outside of being an employee, outside of being a partner. Who are you? What do you love? You are worth the cost.”
— Holly Kapherr
Connect with Holly Kapherr & Upcoming Trips
Website: gomamagotravel.com
Instagram: @go.mama.go.travel
Upcoming trips: Dublin (February 2026) • Paris (September 2027) • Antigua, Guatemala (2027)
Holly’s trips give you the trip. But the regulation work starts today—and Natalie can help with that right now:
FREE 5-Minute Mom Calm-Down Kit — Instant regulation techniques tested with 87 kids daily. Download at nataliemccabe.com
FREE 30-Minute Coaching Call — Identify your biggest stress triggers and leave with a simple action plan. Book at nataliemccabe.com → Book a Call
Join the Community — Connect with moms who are doing the work alongside you. nataliemccabe.com → Community
Sink or Swim: From Surviving to Thriving — Get the first chapter FREE at nataliemccabe.com