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Adventure with Gillian Travel planning doesn’t have to be overwhelming.

I share honest advice, practical strategies, and insider tips to help families plan Disney, Universal, cruises, and all-inclusive vacations with confidence.

10/12/2026

Listen. If your kids would happily spend six hours in a pool and give approximately zero f***s about riding Space Mountain, we need to talk about your Disney resort. 😂

Because not every family needs to spend their entire vacation racing from ride to ride, squeezing in every character meal, and treating rope drop like a competitive sport.

Some kids need downtime. Some families need afternoon naps. Some parents want to sit by the pool with a drink while their kids splash around instead of dragging everyone back into the parks because they paid for the tickets.

And some families? Their resort IS part of the vacation. Not just somewhere to collapse after a 14-hour park day.

This is why choosing a Disney resort based solely on price can backfire.

The cheapest room isn’t necessarily the best fit if your family would benefit from a great pool, easy transportation, more space, or a resort where you actually WANT to spend time.

And no, that doesn’t automatically mean you need the most expensive deluxe resort, either.

It means matching the resort to YOUR family, your priorities, your budget, and how you actually want to vacation.

Because the goal isn’t to do Disney the way everyone else does it.

It’s to plan a trip your family will genuinely enjoy.

Tell me: Are your kids TEAM PARKS or TEAM POOL? I need to know what kind of vacation we’re planning.

10/11/2026

Day 11 of 30 Days of Less Crap, More Memories.

🎁 Giving your kid a vacation for Christmas? Let’s make the gifts count.

I’m talking things they’ll ACTUALLY use on the trip instead of another pile of toys that’ll be abandoned before the Christmas cookies are gone.

A backpack they’ll carry.
A water bottle they’ll use.
A journal full of vacation memories.
Shoes that won’t destroy their feet by lunchtime.

You don’t need to buy an entire travel store to make a vacation reveal special.

Shop with intention. Give them things that become part of the adventure.

Because the goal isn’t more stuff. It’s more memories.

Tell me: What’s ONE thing your kid absolutely needs when you travel? I’m always looking for practical ideas!

And if a vacation is on your Christmas list this year, you know where to find me.

I plan trips so you don’t spiral.

10/10/2026

Day 10 of 30 Days of Less Crap, More Memories.

Want to take your family somewhere for Christmas? Before you’re 47 tabs deep comparing resorts in Mexico and mentally spending money you haven’t budgeted, let’s back up a second.

There are THREE things to figure out first:

1. YOUR DATES.
Christmas week? Early December? After the holiday? Your travel window shapes what’s possible.

2. YOUR BUDGET.
Flights, accommodations, transportation, food, activities. Look at the whole trip, not just that gorgeous resort price you saw online.

3. YOUR FLEXIBILITY.
Can you fly a day earlier? Use a different airport? Consider another destination? Flexibility can give you more options to explore.

Here’s the thing: you don’t need to make 900 decisions today. You just need to start with the right three.

That’s how we do less holiday chaos and make room for more memories.

Save this for when you’re ready to plan your Christmas escape.

10/10/2026

If you handed me an extra $500 to spend at Disney World, I already know exactly where it’s going. 👀

And no, I’m not blowing it all on Mickey-shaped snacks. (Okay, maybe a little.)

I’d put that money toward the things that actually make a Disney vacation feel special, whether that’s an unforgettable character meal, a little extra resort magic, experiences the kids will talk about for years, or finally saying YES to something you’d normally skip because of the price.

Because the goal isn’t to spend more money just because you have it. It’s to spend it on what matters most to YOUR family.

So tell me… if you had an extra $500 at Disney, what are you spending it on?

And if you need help figuring out where your Disney dollars will go the furthest, you know who to call.

10/09/2026

Day 9 of 30 Days of Less Crap, More Memories.

We spend so much time trying to make holidays magical that sometimes we forget what actually makes them memorable.

It’s not always the biggest present under the tree. It’s not the most expensive resort. And it’s definitely not how good your vacation looks in someone else’s Instagram photos.

It’s the experiences that fit YOUR family.

Maybe that’s a Caribbean resort where your kids never want to leave the pool. Maybe it’s exploring a new country together. Maybe it’s a quiet beach, room service, and absolutely nobody asking you what’s for dinner.

The point isn’t to spend more. It’s to spend intentionally on the things that matter to you.

Less stuff you don’t need. More experiences you’ll remember.

And if Jamaica, Mexico, or the Dominican Republic is on your family’s wish list, let’s figure out which one actually fits your vacation dreams.

Comment CARIBBEAN and let’s talk possibilities.

10/08/2026

Every year: “We’re keeping Christmas simple this year.”

Also me: adds 37 things to the cart because apparently my nieces and nephew need a Christmas experience AND a new water bottle.

So maybe we buy a little less stuff and give them something they’ll actually remember.

Because somehow “less crap, more memories” sounds a LOT easier than “less crap” when you have kids in your life. 😂

10/07/2026

You don’t need someone to just book a hotel and send you a confirmation number.

You need someone who can look at the whole picture and say:

“Yep. Here’s what actually makes sense for your family.”

Because your vacation should not feel like a second job.

Less planning.

Less Googling.

Less “wait, did I forget something?”

More vacation.

Comment TRAVEL if you’re ready to hand some of that s**t off.

10/06/2026

Day 6 of 30 Days of Less Crap, More Memories.

A vacation reveal box is ADORABLE.

A vacation reveal box filled with 37 tiny toys, plastic junk, and things your kid will forget about before you even get home?

No. 😂

The goal isn’t to make the biggest reveal box.

It’s to make the reveal exciting while giving them a few things they’ll actually use on the trip.

Water bottle. Backpack. Sunglasses. Shirt. Ears. One fun surprise.

That’s enough.

Because the thing they’re supposed to remember is the VACATION.

Not the pile of crap you had to clean up afterward.

Less crap. More memories.

Would you do a vacation reveal box?

10/05/2026

I need us to stop fighting about which vacation is “better.”

Disney isn’t better than a cruise.

A cruise isn’t better than an all-inclusive.

And an all-inclusive isn’t automatically better because there’s a swim-up bar involved. 😂

They solve different problems.

Disney is immersive. You want the whole experience. The details. The characters. The theming. The feeling that you stepped into another world.

Cruises are variety. You unpack once and have food, entertainment, pools, activities, ports, and approximately 47 different things happening at any given moment.

All-inclusives are convenience. You want to stop making decisions. You want the beach, the pool, the food, the activities and someone else to worry about what’s for dinner.

So instead of asking:

“Which vacation is best?”

Ask:

“What do I actually need from this vacation?”

Because sometimes you need magic.

Sometimes you need adventure.

And sometimes you need to sit by the ocean and have absolutely nobody ask you what the plan is.

And honestly?

That last one deserves more respect.

10/04/2026

One of my favorite travel stories started with a surprise.

A family was getting ready for a BIG Disney trip, and they decided the youngest needed to be in on the secret… but not quite yet.

So they wrapped up the surprise and let that little moment unfold.

The confusion.
The realization.
That WAIT… ARE WE REALLY GOING TO DISNEY?! face.

And honestly, those are the moments I think about when I say less stuff, more memories.

Because kids eventually outgrow the toys under the tree.

They outgrow the clothes.

They stop remembering half the things they opened.

But they remember the Christmas morning when their family surprised them with something they couldn’t even imagine.

They remember the excitement.

They remember counting down.

They remember being together.

And years from now, someone will probably still tell the story:

“Remember when we surprised you with Disney?”

That’s the stuff.

Give me a wrapped-up memory over another toy that ends up under the bed. 😂

Would you ever surprise your kids with a Disney trip for Christmas?

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