Upon A Star Cassidy

Upon A Star Cassidy You’ve found your spot to take your travel dreams to infinity and beyond! I've got you covered. Let's work together to create unforgettable memories!

With a love for travel and a touch of Disney magic, I'm here to make your dream vacations a reality.

05/02/2026

I don’t just plan Disney ✨

Disney will be my forever home and favorite place BUT I’m here to plan ALL of your dream vacations from magical to tropical to totally relaxing✨🏖️

Think:
🏝️ All-Inclusive Resorts (hello poolside drinks + zero stress)
🚢 Cruises (Caribbean, Europe, family or adults-only)
🎢 Universal
🌆 City getaways & weekend escapes
✈️ Bucket list destinations you’ve been dreaming about forever

Ready to start planning?!
💌Send me a message & let’s make it happen 🥰

T-Minus 10 days until one of my sweet families is heading to Walt Disney World Resort for their very first Disney family...
05/01/2026

T-Minus 10 days until one of my sweet families is heading to Walt Disney World Resort for their very first Disney family vacation & I am SO excited for them!! 🏰💫

They’ll be staying at Disney’s Art of Animation Resort in a Cars Family Suite 🚗, which is one of my favorite options for families … especially with two young boys! The theming, space, and fun details make it such a magical home base.

I seriously cannot wait to hear all about seeing Disney through their eyes for the very first time… there is nothing like that kind of magic ✨❤️

Thinking about creating these kinds of memories with your family?!

📩 Let’s start planning your dream Disney vacation — I’ve got you every step of the way (at no extra cost to you 😉)

Feeling so grateful to be part of an agency that was just named Best Travel Agency in Pittsburgh! 💛🖤Thank you to everyon...
04/29/2026

Feeling so grateful to be part of an agency that was just named Best Travel Agency in Pittsburgh! 💛🖤

Thank you to everyone who supports me and trusts me with your vacations — this one’s for YOU 🫶

04/29/2026

If you’re new here, or even if you’ve been here for a while — hi again 👋

My name is Cassidy, I’m 30, and I wear a lot of hats (& I truly love every single one of them).

✨ I was basically raised on Disney magic — it’s part of who I am 💁🏻‍♀️

My absolute favorite thing in the world?
Turning your vacation dreams into real-life memories ✨

Whether it’s a trip to the most magical place on earth, an all-inclusive escape, or a cruise you’ve been dreaming about… I’ve got you ❤️💯

I’m your girl for all things travel, magic & making moments unforgettable ✈️✨

So if you’re ready to start planning your next trip…
💌 send me a message
📲or let’s hop on a quick call

I’d love to help you make it happen ❤️

So if you’re here — I’m so glad you are 🫶
Let’s make something amazing together… see ya real soon 💫

If it involves pumpkins, spooky vibes & Disney… you know I’m in 🎃👻Mickey’s Not-So-Scary Halloween Party is BACK🗓 Select ...
04/28/2026

If it involves pumpkins, spooky vibes & Disney… you know I’m in 🎃👻

Mickey’s Not-So-Scary Halloween Party is BACK
🗓 Select nights Aug 7 – Oct 31

Pumpkin spice, costumes, shorter lines, and ALL the Halloween magic? Yes please.

Tickets go on sale:
✨ May 5 (onsite guests)
✨ May 12 (everyone else)

It’s never too early to lock in your fall magic ✨
📩 Message me to start planning!

04/28/2026

MY FAVORITE 😍

Goodbye to one of the most chaotic, loud, and low-key terrifying rides that somehow became a core memory 💚🦖Thanks for th...
02/01/2026

Goodbye to one of the most chaotic, loud, and low-key terrifying rides that somehow became a core memory 💚

🦖Thanks for the screams, the laughs, and the hold-on-to-your-seat moments.

You’ll always be part of the magic.
Farewell, DINOSAUR 💫

One thing my clients love?✨not having to figure everything out themselves✨I take the the stress out of travel planning s...
01/09/2026

One thing my clients love?

✨not having to figure everything out themselves✨

I take the the stress out of travel planning so you can just enjoy the trip🥳

Thinking about 2026 travel? 📩DM me “READY✈️”

Let’s play travel favorites 👇🏽🏰Disney🚢Cruise 🩴All Inclusive🏖️Beach🎰VegasComment your pick & I’ll tell you the BEST way t...
01/08/2026

Let’s play travel favorites 👇🏽

🏰Disney
🚢Cruise
🩴All Inclusive
🏖️Beach
🎰Vegas

Comment your pick & I’ll tell you the BEST way to plan it for 2026👀✨

01/07/2026

🟡my cool kid summers🤝my core memories🟡

I grew up a Disney kid — and Cool Kid Summer was a tradition every single year for me ☀️🏰

Now Disney is bringing that same magic back in a big way for Cool Kid Summer at Walt Disney World – Summer 2026 ✨

It’s that classic Disney summer feeling — sunshine, laughter, core memories — with a whole new twist for today’s families 💛

📩 Message me to start planning your Cool Kid Summer 2026 vacation and let’s create the kind of memories your kids will grow up talking about, just like I did.

01/04/2026

If 2026 is the year you finally take the trip instead of just talking about it, this is your sign 👀✈️

I help individuals, families, couples & groups plan:
🏰 Disney
🌴 All-inclusives
🚢 Cruises
🎰 Vegas

📩 DM me “PLAN” to book your next vacation

01/03/2026

Travel tip: be the main character.
Your 2026 vacation arc starts with booking it.
I can help. ✨

Address

Pittsburgh, PA

Telephone

+14122600742

Website

https://linktr.ee/uponastarcassidy

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