Meet our Magical Memory Makerô, Jamie O'Connor!

I was born and raised in Baltimore, MD. I went to college in South Carolina, where I played 4 years of NCAA softball. I went on the obtain a Bachelor's degree in History and Master's degree in Teaching. I spent 10 years teaching high school social studies, before leaving the classroom to be home with my children. I have been married for 12 years to my husband, Rex. We have 3 beautiful children: Mia (10), Cole (7), and Eve (2).

I have been traveling to Disney World since I was 5 years old. I have traveled there as a young child, teenager, young adult, couple, with immediate family, and with extended family. I have traveled the Disney World with a baby, toddlers, grandparents, and great grandparents. I also just recently experienced the magic of a Disney cruise aboard Disney's Fantasy. I love traveling, I love experiencing new things, and I love Disney!

I am excited to turn this love an passion that I have for travel and Disney into a career. Let me assist in making your Disney trip that best that it could possibly be, utilizing my 3 decades of Disney experience. Using all of my Disney experiences in all stages of my life, I can tailor a vacation that will meet your needs. I will be happy to plan your vacation from start to finish, and leave the fun up to you!

See below to fill out a FREE no-obligation quote request!

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I am happy to quote any one of these wonderful destinations & more!
For Magical Memory Maker, Jamie O'Connor!

Walt Disney World, Orlando

Disney Cruise Line Disneyland, California Aulani Resort, Oahu, Hawaii Adventures by Disney

Allow me to help with your planning and I will make your magical dreams come true! I am a deal watcher & will make sure you get the BEST deal possible. Vacation dollars hard at work ~ and no stress for you. 

As a Magical Memory Maker at Cupcake Castles Travel Co., I am here to provide you with the best quality customer service. Please be respectful of my time, energy and effort. Please do not request information if you intend to book with another agency or directly through Disney. Allow up to 48 hours for me to contact you. 

Thank you for your understanding and I look forward to working with you to plan Magical Memories that will last a lifetime!

Our Terms of Service: In order to guarantee you the best possible price, our Magical Memory Makers typically create a no-obligation reservation with Disney for your family. This is called a courtesy hold. Availability is sometimes limited and this ensures you the best rate possible while you review the price quote and information emailed to you by your MMM. (If you choose not to book, the no-obligation reservation will automatically cancel.) If we do not place a courtesy hold on a reservation for you we cannot guarantee the rates we provide you.  I will review your request and develop a custom quote just for you. It will be e-mailed to the address provided below. Check your Junk Mail or follow up with me if you don't receive something within 48 hours! This request will not generate an instant quote.

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