Disney Vacation Specialist
Diana Tombolillo • Disney Travel Specialist
Diana Tombolillo is a Disney Travel Specialist with ClickTheMouse, serving families from Vaughan and the Greater Toronto Area.
- College of Disney Knowledge graduate
- Certified Universal Orlando Specialist
What does Diana specialize in?
- Disney Cruise Line
- Walt Disney World
- Universal Orlando
- Disneyland
- Royal Caribbean
About Diana
Diana's first visit to Walt Disney World was at 13 years old, and she was instantly captivated by this well-planned city built on magic. When her family returned, they let her plan the entire trip. From that moment on, she became the Disney vacation planner for family and friends. After 25 years of planning Disney vacations as her favourite pastime, she made it official and became an authorized Disney travel agent.
Diana fell in love with Walt Disney World as a teenager, but it was when she returned with her own children that she realized how special it truly is. She has always felt comfortable bringing her children, even as young as five months old, because Disney is clean, well-organized and welcoming to families. After several trips with young children, Diana and her husband became Disney Vacation Club members so their family could continue making memories together for decades to come.
Diana truly wants every guest to love Disney as much as she does. From choosing vacation dates, resorts, parks and restaurants to planning all the extras, she treats each guest like a close friend or family member. She offers the same advice, care and attention to detail she would give a loved one, including detailed itineraries, consistent support and check-ins during the vacation.
One of Diana's favourite memories was watching her in-laws experience Disney for the first time. Their planned once-in-a-lifetime visit impressed them so much that it immediately became another Disney vacation the following year. Her favourite park is EPCOT, where inspiring architecture, international pavilions, food and attractions create something extraordinary for guests of every age.
What is Diana's personal Disney experience?
Diana books from first-hand experience across the Disney universe.
- Ships sailed
- Disney Wish
- Parks visited
- Walt Disney World, Disneyland
- Favourite park
- EPCOT — for its inspiring international pavilions, architecture, food, souvenirs and attractions that are thrilling, fun and educational.
- Notable DCL itinerary
- Bahamas
What do clients say about Diana?
Real reviews from families Diana has helped plan.
"Working with Diana was flawless from beginning to end. Our family has officially coined her our very own fairy godmother! Diana brought our dream family vacation to life and exceeded our expectations every step of the way. She secured the reservations we wanted, made incredible recommendations and introduced us to experiences we may never have discovered on our own. She is thoughtful, dedicated and always goes above and beyond."
"Diana's knowledge, organization and attention to detail made our entire experience completely stress-free and so much fun. She took the time to understand what we wanted, answered all of our questions and made sure everything was organized perfectly. Five stars doesn't even feel like enough. She is knowledgeable, responsive, incredibly helpful and truly passionate about creating magical vacations."
Diana's Travel moments




Frequently asked questions about Diana
- Who is Diana Tombolillo?
- Diana Tombolillo is a Disney Travel Specialist with ClickTheMouse, serving families across Vaughan and the Greater Toronto Area.
- What does Diana specialize in?
- Diana plans WDW - Walt Disney World, DCL - Disney Cruise Line, DLR - Disneyland Resort, UNI - Universal, RCI - Royal Caribbean vacations for families, from first-time Walt Disney World trips to multi-generational Disney Cruise Line sailings.
- Does Diana charge fees?
- No. Booking with Diana is free. Disney pays ClickTheMouse directly. You also receive industry-leading onboard credit on Disney Cruise Line bookings.
- Where is Diana located?
- Diana is based in Ontario and serves clients from all over Canada and the United States by phone, email and video.
Plan your trip with Diana
Booking through Diana is free. Disney pays the agency directly, and you get industry-leading onboard credit on Disney Cruise Line bookings.
700+ five-star Google reviews

