Courtney

Hamilton

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

Some of my family's favorite memories have been made at Walt Disney World, and I love helping other families experience that same magic. From choosing the perfect resort to planning park days and dining reservations, I'm passionate about making the planning process simple and stress-free so you can focus on making memories that will last a lifetime.

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.

Adults-Only Getaways

My experience planning adults-only getaways helps me match travelers with the destination, resort, cruise, and atmosphere that best fit the vacation they have in mind. I know what to consider when comparing dining, activities, nightlife, spa experiences, beach time, adventure, privacy, and overall pace. I can help recommend and secure the right pieces so your getaway feels relaxing, rewarding, and designed entirely around you.

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.

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.

Multigenerational Trips

My Disney expertise helps me plan multigenerational vacations that thoughtfully include grandparents, parents, teens, children, and little ones. I know how to recommend resorts, dining, transportation, park plans, rest time, mobility considerations, and shared experiences that work for different ages and energy levels. I can help secure the pieces that allow your family to enjoy meaningful time together without every moment feeling overplanned.

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.

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 Auclair Family

We just got back from our 3rd or 4th Disney World trip that Courtney has planned for us. It was truly amazing and magical, I would highly suggest letting her do her magic for your trip! Already talking about the next!!

The Smith Family

By using Crazy Imagination Travel we were able to get the most out of our Disney trip and ensure our family had a magical time. Courtney goes above and beyond to make sure your “ to do list” is met! She shares so many wonderful tips for each park as well as showing how to utilize the Disney App as you’re navigating from day to day. We had 13 people with us and celebrated our twin grandchildren’s 5th birthday. Courtney helped our special trip stay organized, fun, and set us up in the beautiful Port Orleans Riverside on the property making it easy to go in and out of parks as we wanted. We all had the most magical family/birthday trip with amazing memories made. Thank you Courtney and Crazy Imagination Travel!!

The Jensen-Kindle Family

Courtney was a saving grace for planning our first trip to Disney!! She was timely in all responses, knew every answer to any question I asked, and gave great recommendations. She personalized our trip just for us and made sure everything was age appropriate for our family. Courtney was able to make sure we got to do EVERYTHING on our wish list. She gave great advice on the fly for if our plans needed changing due to ride closures and other unforeseen events. We can't thank Courtney enough and are so glad we had her plan our first Disney trip!! It was the most magical trip for our toddler and we will definitely use her again for next time we go. 10/10, thank you so much!!

The Shute-Domingez Family

Do not book a Disney trip without her! Our trip went super smooth and was extra magical thanks to Courtney! She found us a cabin when Disney told me they were all booked! It’s free for you so it’s just silly not to utilize her services! Thanks again Courtney!

The Holland Family

What can I say? I cannot recommend Courtney enough! We surprised our little girl with a trip to Disney to celebrate her birthday. We had never done Disney before and had no clue where to start. Courtney found us and booked a lovely resort (Port Orleans Riverside) which had a ton of amenities and was extremely clean! She set up our tickets, helped make us a character dinning reservation and recommended/outlined several shows, rides and experiences our little girl would enjoy. She even answered my billion and one questions through the entire process, including questions we had while on site! Courtney is extremely knowledgeable and very helpful regarding all things Disney. I could have not planned this trip without her! I feel like we got a lot out of the experience as first timers and our little girl was in awe of the magic! 10 out 10 recommend Courtney when booking anything Disney!

The Grundin Family

Courtney was phenomenal at helping my Husband plan a surprise get away for us at Disney. It was my first time ever going. She helped him through every step of the planning and purchasing process. She was available through the entire experience to help us out if we had any questions about the parks or resort that we stayed in. I would 10/10 recommend! I know myself & Husband appreciated her help and knowledge of Disney and getting us the best deal possible for our stay! Don’t miss out get with her for your next adventure to Disney!!!

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