Katherine

Webb

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 have experienced the parks at Walt Disney World Resort many times with my husband and three children. My first hand experiences are a benefit that I love to share with my Guests as we plan their personalized Disney vacation. From choosing the perfect hotel accommodation, securing park tickets and dining reservations to reserving recreational activities, VIP Tours and Magical Extras, I'm here to make the process as simple as possible for my guests. Making the most of your time at Disney is key and my experiences and expertise are what I love to offer to ensure that happens.

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.

First-Time Theme Park Trips

My theme park expertise helps me guide first-time guests through the many decisions that can make or break the experience. I know what to prioritize, where to stay, how to pace your days, which reservations matter, and how to avoid common first-timer mistakes. I can help create a plan that makes your first theme park vacation feel magical, manageable, and much more fun.

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.

Mediterranean Cruising

My Disney Cruise Line expertise helps me plan Mediterranean sailings with thoughtful attention to ports, pacing, excursions, and family comfort. I know what to consider when recommending itineraries, staterooms, transfers, pre- or post-cruise stays, shore excursions, and onboard experiences. I can help secure the right pieces so your Disney Mediterranean cruise feels smooth, exciting, and unforgettable.

Sandals & Beaches

My experience with Sandals and Beaches Resorts helps me understand how different each island, resort, and room category can feel. I know what to consider when comparing adults-only romance, family-friendly fun, dining, beach style, activities, inclusions, atmosphere, and resort layout. I can help recommend and secure the resort and room type that best match your expectations, priorities, and vacation style.

Traveling with Teens

My Disney expertise helps me plan vacations that keep teens engaged while still creating meaningful family time. I know where to find thrill rides, dining, shopping, shows, late-night fun, festivals, photo spots, and the right amount of independence. I can help secure the reservations and build the plan so your Disney trip feels fun, flexible, and age-appropriate.

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.

What My Clients Are Saying

A well-planned vacation speaks for itself—but my clients are happy to speak up too. Here are a few magical moments, in their own words:
The Post Family

Not only did Katherine secure us great hotel accommodations but she also helped with transportation, hard to get dinner reservations, Lightning Lane pass suggestions and so much more! She was always there to answer my many questions over the last few months. If you're planning a trip to Disney I'd definitely reach out to Katherine. Everything was taken care of and we were able to enjoy our week without any issues at all.

The Adlesperger Family

This was our second time working with Katherine and what l enjoy the most is how well she listens to the goals of the trip and how she guides along the way to ensure those goals are met. When I was unable to find the information I needed she jumped in and called Disney for clarification. It really helped prepare us so we didn't waste time while in the parks. Katherine has gone the extra mile on both trips we've planned with her to ensure that the things that were important to us were taken care of. I will definitely be using her again in the future.

The Kans Family

We have worked with Katherine before and she was great as always! She had very prompt and fast communication. She answered all of our questions and even made suggestions that we didn't even know existed! She was very knowledgeable and willing to work with us on things that we needed. Even when I probably asked the same question over and over she was very patient and kind in helping us out. I definitely would recommend her to others and will be using her again for our Disney vacations!

The Paniagua Family

Katherine made our trip planning easy and stress free. Her knowledge and organization made all the difference. I also appreciated her proacive communication, she was always one step ahead. Katherine went above and beyond to make sure everything went smoothly! Her attention to the small details made a world of difference!

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