Toddler Sleep Regression Before Holiday? Here’s How I’m Surviving

We’re going on holiday soon, and honestly… I’ve never timed it worse. Because right now, Roman is in full-on sleep refusal mode. So before I show you the highlights… here’s the reality first.

This Week Broke Me

Wow… this last week?

We’ve gone from tonsillitis… to an ear infection… to teething… and now we’ve entered the full-blown tantrum + sleep resistance era.

Naps? Bedtime? This baby? Genuinely awake 24/7.

And I don’t mean “a bit unsettled.” I mean fighting sleep like he’s possessed.

You think: this is it… tonight’s the night.

Chaos.

With a big family holiday coming up, this timing couldn’t be worse… or more real. Because this is exactly what travelling with a baby actually looks like sometimes. So stick around if you want to know how it pans out!!


The Toddler Sleep Regression

I keep reminding myself sleep regression in toddlers is actually a sign of development. Doesn’t make it easier. But it helps to know I’m not doing anything wrong.

Common triggers include:

  • Illness (Roman had tonsillitis + ear infection back to back – both notorious sleep disruptors)
  • Teething (molars especially – they’re brutal)
  • Developmental leaps language, independence, emotional awareness all exploding at once
  • Routine disruption even small changes can unsettle toddler sleep
  • Anticipation of change yes, they can sense it. Holidays, new environments, visitors. They just know.

The 18 month and 2 year regressions are particularly intense because toddlers are developing big emotions with zero emotional regulation tools. They genuinely don’t know what to do with how they feel.

Neither do I, to be honest.


Toddler Tantrums at Bedtime Are Next Level

I always thought toddler tantrums would just be public. Supermarket meltdowns over snacks.

Not at 9pm. In the dark. Over absolutely nothing.

But here we are.

Tiny human. Massive emotions. No way to explain what’s wrong except screaming like the world is ending.

This week has been something else:

  • Refusing naps
  • Fighting bedtime
  • Wants to be held
  • Also doesn’t want to be held

Just… furious.

At life. At sleep. At me.

What I’ve Actually Tried That Helped (a Little):

1. Earlier bedtime, not later. When toddlers are overtired they produce cortisol which makes it harder to fall asleep. Counter-intuitive but moving bedtime 30 minutes earlier genuinely helped us on two nights this week.

2. Cutting the pre-bed stimulation. No screens for an hour before bed. Boring lighting. Quiet voices.

3. The “one more” method. Instead of fighting the requests – one more book, one more milk – I started offering them first, proactively. Somehow this removed the power struggle.

4. Dropping expectations for naps. Some days the nap just isn’t happening. Forcing it creates more stress for both of us. I focused on an even earlier bedtime instead.

Some nights nothing works and you just survive until morning – ish.


What’s Actually Helping Me Cope

I won’t lie – online shopping has been getting me through.

Mainly for Roman which is just stupid really because he absolutely does not care for a new pair of Nikes right now. And my Amex is screaming at me.

But a little parcel a day keeps the breakdown away. Mine not romans.


One Thing That Actually Helped Me Reset

In the middle of all this, I did something radical.

I left the house. Alone. Just phone and keys.

I booked a head spa at my local salon.

Hair washed properly. Head massage. Shoulder massage. Silence.

No interruptions. No multitasking. No tiny human needing me every second.

If you have a baby or toddler – book one.

There is something genuinely therapeutic about someone brushing your hair for an hour under running water while you just exist as a person. Take my money.


Preparing for a Holiday With Zero Sleep

Because timing is everything – we’re going away soon.

Family holiday. Everyone excited.

Roman? The only baby.

So no pressure then.

I’m excited… but also fully aware we’re taking this current chaos on tour:

  • New environment
  • Different sleep setup
  • Missed naps
  • Overstimulation

Perfect conditions for bedtime drama. Really excited for the plane journey too!

This will be romans last flight as a lap infant, and I’m so ready for him to have his own seat tbh – but I feel like my baby is officially grown up!

So here’s the plan:

If naps happen – great.
If bedtime works – miracles exist.
If not? We roll with it.

That’s all you can do. I’ll keep a croissant in my bag for emergency meltdowns – that’s my top tip for you this week.


One for the Hard Nights

This stage is intense.

The kind of tired that sits in your bones. The kind that makes bedtime feel like a battle before it’s even started.

But it won’t last forever.

They’re not giving you a hard time.
They’re having a hard time.

So am I.

But at least I have Selfridges to ease my pain.


Next Stop: Holiday Mode.

Pray for us.

I’ll be sharing exactly how it goes soon. Stick around if you want the real version of travelling with a toddler!

If you’re navigating toddler sleep regression, travel with little ones, or just the chaos of mum life – join my email list below. I share honest tips, travel hacks, and awesome resources that help!


Discover more from Roman Roams The World • Family Travel Baby Travel Tips

Join the adventure!
Get baby travel tips, real-life stories, and resources delivered to your inbox.

Leave a comment

Download my FREE baby packing checklist here.

I’m Claudia!

Expecting parents on a serene Maldives beach for their babymoon

CHRONIC OVERPACKER
coffee-dependent
nappy-changing-in-airplane-bathrooms expert
“but what if we need it?” packer
LONG-HAUL FLIGHT SURVIVOR
tantrums-in-public navigator
FEARLESSLY ANXIOUS TRAVEL MAMA

Welcome to my chaotic corner of the internet, where family adventures are massive, the tantrums are inevitable, and surviving on cold coffee is just part of the job.

I’m a travel-obsessed mama to my wild-haired little tornado, Roman, who’s racked up passport stamps faster than most people collect Tesco Clubcard points. Twelve countries before his first birthday. (Yes, TWELVE. No, I haven’t slept properly since 2023).

If you’re ready to ditch the “wait until they’re older” crowd and embrace the glorious mess of family travel – then grab that lukewarm coffee, pull up a chair, and let’s do this.

Welcome to the chaos. It’s going to be brilliant.

Let’s connect.

Make feeding on the go effortless. 

From breastfeeding to allergies, bottle feeding to starting solids on the road, in this guide I share thoughtful guidance and curated products designed to support you through every stage.

This post contains affiliate links, which means I may earn a small commission at no extra cost to you if you make a purchase.
I only recommend things I genuinely use myself!