Kristina

Skaggs

CRAZY IMAGINATION TRAVEL
Planning Extraordinary Vacations since 2004
Planning your dream vacation can feel overwhelming, but that’s where I shine. With personalized itineraries, insider tips, and stress-free planning, I make every step effortless — so you can focus on the magic.
Personalized Itineraries
Insider Tips & Hidden Gems
Stress-free Planning
Personalized Itineraries
Insider Tips & Hidden Gems
Stress-free Planning

Every Great Adventure Has a Beginning

Every family, every trip, every dream looks a little different — and that’s exactly why I follow a proven process. From your very first ideas to the final farewell, I walk you step by step through planning, reservations, and all the magical details in between. The result? A smooth, stress-free journey that feels effortless from start to finish.
Step 1. Dream & Discover

I start with you — your family, your favorites, and your must-do moments. Whether it’s castles, cruises, island escapes, or global adventures, I shape the trip around what matters most to you.

08 Feb, 2022
Step 2. Reserve the Magic

From staterooms and dining to special events and behind-the-scenes tours, I handle the reservations that bring your dream vacation to life. You’ll enjoy the magic without the stress of juggling the details.

05 Feb, 2022
Step 3: Navigate Like a Pro

Every destination has its own systems and shortcuts — and I know them all. From Lightning Lanes in the parks to excursion bookings on the ships, I guide you through the logistics so you spend less time waiting and more time exploring.

12 Jan, 2021
Step 4: Stay & Play

Relax knowing I’ve matched you with the right resort, cruise, or adventure, complete with dining, entertainment, and hidden gems tailored to your style. All you need to do is soak in the magic.

Step 5: Support All the Way

Questions pop up? Plans change? I'm with you before, during, and after your vacation — making sure every moment is as seamless and memorable as you imagined.

12 Jan, 2020

About Me

I feel like my Disney story has come full circle. I grew up with a true “Disney adult mom,” where the magic was always part of our lives. That carried into my own experience when I became a Cast Member and saw firsthand what goes into creating those moments. Experiencing that same magic with my own family brings a whole new level of meaning. It’s made me appreciate not just the big moments, but the small, meaningful ones too, and it’s what drives me to help other families experience that same sense of joy, connection, and magic in a way that feels effortless and unforgettable.

‍

Where My Expertise Shines

As a Disney Destinations specialist, I provide thoughtful recommendations, personalized itinerary planning, and concierge-level support from start to finish. In addition to my Disney expertise, these are the areas where my experience, knowledge, and passion shine brightest.

Caribbean Cruising

My experience with Caribbean cruising helps me know how to match travelers with the right cruise line, ship, itinerary, and stateroom. I know what to consider when comparing ports, private islands, dining, onboard atmosphere, excursions, and the balance of relaxation and adventure. I can provide recommendations and help secure the details that make your Caribbean cruise feel sunny, seamless, and perfectly suited to your vacation style.

Celebration Trips

My Disney expertise helps me turn milestone moments into vacations that feel extra meaningful and memorable. I know where to find special dining, resorts, experiences, tours, events, and magical touches that can make a birthday, anniversary, graduation, retirement, or family celebration feel personal. I can help recommend and secure the right details so your Disney celebration feels joyful, polished, and truly worth celebrating.

First-Time Cruisers

My experience with cruise planning helps me guide first-time cruisers through the choices that matter most. I know how to compare cruise lines, ships, cabin categories, dining, excursions, travel documents, embarkation details, and what to expect onboard. I can help recommend and secure the right options so your first cruise feels easy, informed, and much less overwhelming.

Holiday Trips

My Disney expertise helps me plan holiday vacations that feel festive instead of frantic. I know what to consider when navigating seasonal crowds, special events, dining, entertainment, resort choices, limited-time experiences, and important planning timelines. I can help secure the key pieces and create a realistic plan so your Disney holiday trip feels joyful, organized, and full of magic.

Traveling with Young Children

My experience planning travel with young children helps me focus on the details that keep a family vacation running more smoothly. I know what to consider when recommending family-friendly resorts, cruises, room types, transportation, activities, schedules, and downtime. I can help secure the right options so your trip supports little travelers while still feeling enjoyable for the grown-ups.

Everything I Handle for You

From reservations to hidden extras, my complimentary services cover every detail of your trip so you can focus on the fun, not the logistics.
Travel Reservations & Payments

I book directly with all our partners and manage deposits, payments, and insurance options on your behalf.

Expert Recommendations

From parks to cruises to guided adventures, I craft itineraries that match your family’s style and highlight the best experiences.

Technology & App Guidance

I help you set up and navigate apps and tools like My Disney Experience, Lightning Lane, Virtual Queues, and more.

Priority Reservations

Hard-to-get dining, VIP tours, cabanas, spa services, or special events—I know how to secure the must-dos that make your trip magical.

Dining Planning

From character breakfasts to signature dining, I handle reservations and recommend hidden gems tailored to your tastes.

Transportation Guidance

I simplify airport transfers, port connections, and local travel so you know exactly how to get where you’re going.

Special Events & Extras

Seasonal festivals, themed parties, and one-of-a-kind experiences—I help you fit them into your plans without the stress.

Accommodations & Stays

Whether it’s a resort, villa, cruise stateroom, or pre- and post-trip hotels, I’ll find the right fit for your group and budget.

Travel Documentation

I provide clear guidance on passports, IDs, and any required paperwork so you’re prepared long before departure.

All the Little Details

From stroller rentals to grocery delivery to cribs in your stateroom, I cover the extras that make your trip feel seamless.

Your Disney
Dream is Waiting

Let’s turn your wish list into a plan and your plan into an unforgettable vacation. From the first idea to your final day, we’ll make every moment effortless and magical.

Your Magical Journey Starts Here