Travel with Olivia-Cupcake Castles Travel

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Travel with Olivia-Cupcake Castles Travel Hi! I’m Olivia, an Independent Travel Advisor with Cupcake Castles Travel Co! I specialize in planning magical vacations! The best part?

Home is where the castle is, but if Disney is not your style, I specialize in Universal, cruises, all-inclusive resorts, and MORE! 💕 I help plan amazing vacations for families that want memorable experiences while traveling. Whether that vacation opportunity is Disney, a cruise, U.S. destinations and beyond, I can set your next getaway apart from all others. Let me take the stress of planning off

your plate so you can sit back and relax on your vacation! My services are 100% FREE to you!! Let’s get started on that dream vacation! Contact me via email, messenger, or call/text.

🎢 Planning your Magic Kingdom day with kids? Multi Pass can be a lifesaver if you know how to use it! Here are 4 smart t...
29/07/2025

🎢 Planning your Magic Kingdom day with kids? Multi Pass can be a lifesaver if you know how to use it!

Here are 4 smart tips to make the most of Disney’s new Lightning Lane system at Magic Kingdom:
✨ Check prices first (they change!)
✨ Know what you want to ride before booking
✨ Be ready at 7:00 AM sharp
✨ And book your trip with me!! Working with a travel advisor makes all the difference 😉

I help families plan smoother, more magical Disney days without the chaos.
Want help building a custom ride strategy that fits your family’s pace?
Message me and let’s make your park day easy, fun, and stress-free!

🍦 Sail Away Sunday Spotlight: Joyful Sweets on the Disney Wish! ✨🚢If your dream cruise includes unlimited soft serve and...
27/07/2025

🍦 Sail Away Sunday Spotlight: Joyful Sweets on the Disney Wish! ✨🚢

If your dream cruise includes unlimited soft serve and next-level desserts inspired by your favorite characters, you’re going to fall in love with Joyful Sweets aboard the Disney Wish 💛

Here’s why families can’t get enough of it:
🎉 Over-the-top sundaes and gelato flavors galore
🍫 Inside-out cake pops, candy toppings, and character-inspired treats
🍦 Olaf cones? YES please.
🎵 Sweet treats + Frozen vibes = a dessert party your kids (and you) won’t forget

This is just one of the magical touches that makes sailing with Disney Cruise Line such a unique, memory-filled experience for families.

🌊 Thinking about cruising with little ones? Let’s chat! I can help you pick the perfect ship, stateroom, and itinerary for your crew.

✨ Foodie Friday Spotlight: Akershus Princess Dining in EPCOT 👑🍽️Want to dine like royalty and meet your favorite princes...
25/07/2025

✨ Foodie Friday Spotlight: Akershus Princess Dining in EPCOT 👑🍽️

Want to dine like royalty and meet your favorite princesses without waiting in long lines?
Akershus Royal Banquet Hall is one of my favorite hidden gems, especially for families with little ones!

Here’s why it’s worth adding to your Disney plans:
👑 Multiple princess meet-and-greets (without the park hustle)
🍽️ All you can eat Nordic-inspired menu with kid friendly favorites
📸 The perfect way to get those magical castle style photos without leaving EPCOT

It’s a sweet, slower paced dining experience that gives your kids a break and your camera a workout!
Want help snagging a reservation that fits your park day plan?
Message me and I’ll help you make it happen, fairy godmother style. ✨

24/07/2025
🎉 YES this is real!A 4-night Disney World vacation for a family of four under $4K 🙌🏨 Where: Pop Century Resort (Skyliner...
23/07/2025

🎉 YES this is real!
A 4-night Disney World vacation for a family of four under $4K 🙌

🏨 Where: Pop Century Resort (Skyliner resort!)
🎟️ Includes: 4-Day Park Tickets + Memory Maker
👨‍👩‍👧‍👦 For: 2 Adults + 2 Kids
💰 Total: $3,992.80

✨ That’s your hotel, tickets, AND all those magical photos, bundled up and ready for fun!

Want to customize it for your family’s travel dates? I’ll help you find the right fit, the best timing, and make sure your trip is planned stress-free.

📩 Message me and let’s start your countdown to Disney!

*Pricing is for the week of 8/3 to 8/9. Pricing is subject to change.

Your toddler has a schedule... so your Disney day should have a plan too. 😉✨Okay, maybe not exactly on the clock, but wh...
22/07/2025

Your toddler has a schedule... so your Disney day should have a plan too. 😉✨

Okay, maybe not exactly on the clock, but when you’re traveling with little ones, the difference between a magical day and a meltdown moment often comes down to having the right game plan.

That’s where I come in.

As a travel advisor (and mom who gets it), I help families create custom daily Disney itineraries that fit their unique schedule, needs, and goals. No cookie-cutter plans here; just smart, realistic strategies that make the day smoother for everyone.

✅ Best times for rides (and naps)
✅ Toddler-friendly routes and breaks
✅ Dining timed around your child’s rhythm
✅ Tips that prevent overwhelm before it starts

This isn’t just about planning, this is about peace of mind and maximizing the magic without the chaos.

✨ Want a day that works with your family and not against them?
Let’s build a Disney plan that actually fits. Message me today 💛

Happy birthday, Disneyland! Seriously, if you haven’t visited Walt’s original vision, you need to plan a visit! It’s a t...
17/07/2025

Happy birthday, Disneyland!

Seriously, if you haven’t visited Walt’s original vision, you need to plan a visit!
It’s a totally different feel from Walt Disney World, but every bit as wonderful and magical! We love Disneyland, especially with little ones!

Email or message me to start planning your next adventure! [email protected]

Mickey’s Very Merry Christmas Party details and MORE!! ❤️💚
09/07/2025

Mickey’s Very Merry Christmas Party details and MORE!! ❤️💚

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04/07/2025

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Happy Independence Day! 🇺🇸

Disney 2026 Packages are opening TOMORROW!! I’d LOVE to help you plan, please email or message me! Olivia.wilson@cupcake...
21/04/2025

Disney 2026 Packages are opening TOMORROW!! I’d LOVE to help you plan, please email or message me!
[email protected]

2026 Disney World Vacations Open April 22! Get ready to plan your family’s next big adventure because Disney just announced an unbeatable offer for 2026 vacations!

Here’s what you can look forward to when you stay at a Disney Resort hotel in 2026:

🍽️ Kids (ages 3–9) eat FREE all year with purchase of an adult dining plan
⏰ 30 minutes of early park entry every day
🌙 Extended evening hours at select parks for Deluxe & Villa Resort guests
🚌 Free transportation across the entire resort
🅿️ Complimentary parking at parks and resorts
📲 Early access to dining reservations & Lightning Lane
💦 Free water park admission on check-in day (starting summer 2026)
🎉 Resort fun like character dining, themed pools & surprise visits

Booking opens April 22 for travel through October 31, 2026! Let’s get your vacation locked in early to grab the best resort options. Comment “Disney 2026” if you’re ready to get started planning!!

CCTC will be among the first to see EPIC Universe!! While I’ll be sitting this trip out with baby girl, I can’t wait to ...
16/04/2025

CCTC will be among the first to see EPIC Universe!!
While I’ll be sitting this trip out with baby girl, I can’t wait to hear from my fellow agents about the park! 🩵

🎢✨ EXCLUSIVE SNEAK PEEK: Epic Universe Awaits! ✨🎢

Our travel advisors have been invited to preview Universal Orlando’s brand-new Epic Universe — and YOU get a front-row seat to everything they’re about to experience!

🌍 From April 17 to May 19, they’ll be among the first to explore the rides, restaurants, shows, and five fully immersive themed worlds coming to this next-level theme park before it opens May 22.

Why does that matter? Because they’re going to bring you insider tips, real photos, and expert guidance to help you plan your ultimate 2025 adventure.

🎟️ Vacation packages are open for 2025, and trust us — you’re going to want to go.

📲 Follow along as our advisors take you inside Epic Universe and get ready to plan your trip with the people who’ve actually been there.

Disney+ subscribers — your summer just got a whole lot more magical!Walt Disney World just dropped a special July offer ...
10/04/2025

Disney+ subscribers — your summer just got a whole lot more magical!
Walt Disney World just dropped a special July offer with select rooms starting at only $99/night. Message or email me to get started with planning!

☀️ Available only in July
☀️ Must be a Disney+ subscriber
☀️ Select resorts & limited availability (aka: grab it fast!)


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