Find Your Wonder With Hillary

Find Your Wonder With Hillary Concierge travel advisor crafting effortless Disney escapes, honeymoons & bucket-list itineraries across Hawaii, the Caribbean & beyond. Hi, I’m Hillary!

Less overthinking, more anticipation. Let’s partner together and plan your next getaway! I help busy people plan stress-free, unforgettable vacations, honeymoons, destination weddings, and romantic getaways with concierge-level service and a personal touch. Whether you’re dreaming of an all-inclusive escape, a luxury European adventure, a Disney getaway, or a mix of relaxation and exploration, I t

ake care of every detail—so you don’t have to. With years of experience, industry expertise, and a passion for crafting tailor-made experiences, I make sure your trip is effortless, seamless, and truly one of a kind. Let’s make your next adventure unforgettable! Where will your love story take you next?

08/29/2026

The sweet siren call of pumpkins and Main Street… I hear you!

Who else is listening to their body and going to Mickey’s Not so Scary this season?

Some trips don’t make it from “planned” to “travel” — and this is one of those trips where life just got in the way. I c...
08/28/2026

Some trips don’t make it from “planned” to “travel” — and this is one of those trips where life just got in the way. I can’t help but imagine Ross yelling “pivot!” Sometimes ya gotta pivot( and the trip ends up on the cutting room floor)

I decided I should totally share these “almost trip” moments— like this one to Costa Rica. The client was looking for adventure with a side of relaxation, lush green but beautiful beaches, volcano vibes plus beach service. The natural choice was Costa Rica.

I loved planning this trip and can’t wait for them to take it when life settles down. Does Costa Rica look like a dreamy destination to you? If so, let’s plan something fun, together!

08/24/2026

As long as it’s Mickey-themed and also Christmas I’m pretty much obsessed.

What’s your favorite season at the parks?

I am so THRILLED to be featured on Nashville Voyager today! Check out the article here, and of course, as always, let me...
08/11/2026

I am so THRILLED to be featured on Nashville Voyager today! Check out the article here, and of course, as always, let me know how I can help you "find your wonder!": :

Today we’d like to introduce you to Hillary Cummings. Alright, so thank you so much for sharing your story and insight with our readers. To kick things off, can you tell us a bit about how you got started?Four years ago, I was a classroom educator suffering from major post-Covid burnout, and was s...

Hard at work on my Mickey’s Not so Scary 2026 party guide for my clients!!! From all the new this party has to offer plu...
08/09/2026

Hard at work on my Mickey’s Not so Scary 2026 party guide for my clients!!! From all the new this party has to offer plus tips and tricks to make the most of the night, I am trying to make this guide totally comprehensive.

If you’re planning on Not so Scary this year, what is your #1 must do?

08/06/2026

Four Days + the Quiet Cove pool can fix almost anything.

08/05/2026

If you want to go to Disney with me you better know how to hang.

I’m a Disney adult that plans epic Disney getaways for Disney lovers young and old. Message me to start planning

08/04/2026

Wait… it seriously IS all sunshine and rainbows at the most magical place on earth! If you need proof, I can help. Send me message today to start planning your sunshine and rainbows escape

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Murfreesboro, TN
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