Our Agents

Ruby Anne

Hi, my name is Ruby Anne (on the right, pictured with my daughter Lindsay on the left), and I am the co-owner of Castle Connections Travel along with my sister Lisa. I am also a graduate of the College of Disney Knowledge. Starting this company has been a dream of mine for the past decade, but it was my sister Lisa who provided the push I needed to quit dreaming and make it a reality. My love of Disney started as far back as I can remember. Lisa and I had our first visit to Magic Kingdom in the Spring of 1973 when E tickets were being used. I honeymooned at Walt Disney World in 1988. I have been to WDW twice a year with my 21 year old daughter Lindsay (currently participating in the Disney College Program) since she was 20 months old. I have stayed at many of the different on-site resorts, dined at quite of few of the restaurants, and attended Mickey's Not So Scary Halloween Party/Mickey's Very Merry Christmas Party. In January of 2012, I was in WDW for Marathon weekend and participated in the Fiesta 5k! Because of my love for Disney, I eagerly shared my knowledge with anyone who would listen, and that led to my planning/booking Disney vacations for family and friends. It would be my honor to assist you in making your trip unforgettable!


Hi, my name is Lisa. I own Castle Connections Travel with my sister Ruby Anne, and I am a graduate of the College of Disney Knowledge and a Universal Certified Travel Specialist. I have visited Disneyland in California, and I have been lucky enough to visit Walt Disney World many times, accompanied by my husband and daughter. I have stayed at all levels of resorts and experienced quite a few of the restaurants Walt Disney World has to offer, as well as some of the special events that are offered throughout the year. There is so much to see and do at Walt Disney World in Orlando... I would like to say one day that I have experienced it all. I would love to help make your trip magical!


Hi, my name is Gina and I live in Charleston, South Carolina. My husband and I have two amazing boys that love our adventures to Disney World. Becoming an agent for Castle Connections Travel is a dream come true. I have also become a graduate of the College of Disney Knowledge. Every time I go to Disney I look for new ways to sprinkle a little pixie dust on my family during our trip and tips I can share with family and friends to enjoy on their next trip. It may include a new dining experience, meeting a new favorite character, or simply taking part in a seasonal special event at one of the parks. We also make sure we take time to enjoy our favorite snack and some time at the resort pool. Whether you are new to Disney or taking your 10th trip, I look forward to helping make your trip a magical one.


Hi, my name is Jaclyn, and I am a graduate of the College of Disney Knowledge. I live in Douglas Massachusetts with my husband and daughter, Addison. I only started going to Disney World about 6 years ago, but since then, I've been 6 times and love exploring all it has to offer. I've enjoyed the Flower & Garden Festival, Food & Wine Festival, explored Deluxe Resorts and many of the delicious restaurants. With every trip I plan for my family, I find new ways to make it more magical and do something different every time. In addition to Disney World, I also enjoy going on cruises and am eager to explore all the cruise lines we offer. By nature I'm a type A, meticulous person and take my time to find the best deals for you, as I would myself. I plan to find you a vacation thats tailored to you and your family.


Hello, my name is Karen Crawford, and I am a graduate of the College of Disney Knowledge. I first experienced Walt Disney World as a teenager in the 70's visiting the Magic Kingdom with my family. I vividly remember excitedly walking through the gates - once my gaze fell upon Cinderella's castle I was instantly hooked. Returning countless times over the past 30 plus years, first with my husband on our honeymoon then as a mother with my children now 25 and 11. The endless magical moments I have experienced keeps me returning year after year. I am a self proclaimed foodie and have enjoyed over 50 different restaurants, dinner shows, character dining experiences, and special events. Through trial and error I have discovered the little secrets and tricks that will help make your vacation unforgettable! Always looking for a little extra magic, I have extended my adventures to include Universal Studios, enjoying a stay at Cabana Bay resort and attending several special events such as Halloween Horror Nights and A Celebration of Harry Potter. My wish is to extend to you my own special kind of magic using my 30 years experience in the hospitality industry and my attention to detail to help and your family create a unique and personalized vacation experience, resulting in memories that will last a lifetime!


Hello! My name is Kevin Ogle. I am a graduate of the College of Disney Knowledge and a self proclaimed Disney enthusiast! Ever since I can remember, I've been going to Disney World with my family. I remember the first time I ever rode Pirates of the Caribbean, eating my first Mickey Ear Ice Cream, and running out of ExtraTERRORestrial Alien Encounter because I was too scared (it is now Stitch's Great Escape... we can discuss that ride later). I currently live in Atlanta, Georgia with my lovely wife, Jennie, and every year we go to Disney World and try new experiences! Whether it is reliving childhood dreams and enjoying the classic rides at Magic Kingdom or enjoying a drink at every country in EPCOT (I have the passport to prove it), we always make every trip a completely unique adventure. I am also a fan of Disney races and have completed both the Disney World Half Marathon and Full Marathon. I am so excited to be a part of Castle Connections Travel and making people's Disney vacation a great part of their memories!