Independent Travel Advisor
Hi, I’m Kerry - travel advisor, cruise enthusiast, Disney expert, and the person in your corner making vacation planning feel a whole lot less overwhelming.
I’ve been an Independent Travel Advisor with Cupcake Castles Travel Company since 2013, helping families, couples, and cruisers plan memorable vacations tailored to their unique travel style. While I specialize in Disney destinations, cruises, and Alaska travel, my favorite part of this job is helping clients find the right vacation for their family, interests, and budget - while making the planning process feel easy and stress-free.
I believe travel should feel exciting, not stressful. Whether I’m helping a first-time cruiser figure out the best ship, planning a multigenerational family vacation, or sharing insider Disneyland tips, my goal is always the same: make the process easier, more personal, and a lot more fun.
As a mom of three and someone who travels frequently myself, I know the little details matter. The right hotel location. The best cabin choice. Which cruise line fits your family best. The tricks that save time, money, and sanity while traveling. I’m here to help with all of it.
When I’m not planning trips, you’ll probably find me with an iced mocha in hand, talking about Alaska cruises, Disney parks, or convincing someone they absolutely deserve to take the vacation.
Let’s plan something amazing together.
“I am a mom of three, a Girl Scout leader, and a travel advisor, so multitasking is basically my superpower.”
Kerry plans trips for travelers in Montesano, WA and beyond, from cruises and all inclusive resorts to Europe, Disney, and group getaways. Most of the planning happens by phone, email, or text, so wherever you are, it fits your schedule. Working with Kerry never costs more than booking on your own, and you'll have a real person in your corner the whole way.
Kerry Wallman
Thoughtfully planned family travel, cruises and unforgettable experiences.
Montesano, WA
Let’s get started
Pick what feels closest to your dream trip. Kerry will reply within one business day.
DLRDisneyland Resort escapes.
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CRUISEOcean & river cruises across every line.
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WDWWalt Disney World magic, thoughtfully planned.
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ALL-INCLAll-inclusive resorts in the sun.
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UNIVERSALUniversal Orlando & Epic Universe.
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TRAVELNot sure yet? Tell us what you're dreaming up.
GET FREE QUOTEAlways included
Here’s what’s part of every trip Kerry books. Have a special request? Just ask, Kerry loves to tailor things to your family.
Custom itinerary planning
Park strategy & Lightning Lane guidance
Ongoing price monitoring
Day-of trip support
Group / multi-family coordination
Dining strategy & reservations
Ticket & resort recommendations
Pre-trip prep call
Booking changes & advocacy
Celebration planning (birthdays, anniversaries, honeymoons)
My travel story
Travel has shaped so much of who I am, not just through the places I’ve visited, but through the memories made along the way. From family road trips and Disney vacations to Alaska cruises and adventures at sea, every trip has taught me something about what makes travel truly meaningful. Those experiences help shape how I plan vacations for my clients today, with a focus on creating personalized tr
Trips I love to plan
The Inside Passage is one of my favorite cruise itineraries because it combines incredible scenery, unforgettable wildlife, and the feeling of true adventure while still being relaxing and easy to experience. There is something magical about waking up to glacier views, spotting whales from the ship, exploring charming Alaska ports, and watching the mountains and forests drift by from your balcony.
I love a Southern California vacation because it combines the magic of Disneyland with the thrills of Universal Studios Hollywood, all wrapped up in sunshine and classic California vibes. It is the perfect mix of adventure, fun, and unforgettable memory-making for families, couples, and friend trips alike.
Training & credentials
College of Disney Knowledge Graduate, Alaska Travel Expert
From Hollywood to Disneyland to Sunny San Diego ☀️
The perfect Southern California vacation isn't about choosing between Hollywood, Disneyland, and San Diego. It's about combining all three into one unforgettable adventure. After experiencing this itinerary myself and helping families plan similar vacations, this is the route I recommend most often.
At a Glance
Destination | Recommended Stay
Hollywood/Universal 1-2 nights
Anaheim (Disneyland) 3-4 nights
San Diego 1-3 nights
Total Trip:
7-10 days
Can only travel for 5-6 days?
Skip San Diego this trip and focus on Hollywood + Disneyland.
Have 10+ days?
Add beach time, LEGOLAND, Catalina Island, or another day at Disneyland.
✨Let Me Build Your Perfect Southern California Vacation
Every family travels differently.
Some want nonstop theme parks. Others want a balance of beaches, sightseeing, and relaxation. I'll help customize this itinerary to fit your family's travel style, budget, and wish list.
✨Ready to start planning? Request a complimentary vacation quote, and let's create your perfect Southern California adventure.
Prefer to chat?
Let’s talk it through!
Same questions as the quote form, just easier. Answer a few things about your dream trip and Kerry will pick it up from there.
Where I love to send people
How we’ll work together
Tell Kerry who's traveling, when, and what makes a vacation feel magical for your family.
Receive personalized resort, cruise, or destination options curated to fit your style and budget.
From booking to boarding pass, you'll have an expert in your corner the entire journey.
Frequently asked
Family Travel Specialist including cruises, all-inclusive resorts, European escapes, honeymoons, and group travel.
