Hi, I'm
Lindsay Dickerson
FAMILY VACATION SPECIALIST
Based in Knoxville, TN
Let's Get Started
Lindsay's Travel Story
Every advisor has a story. Here's a look at the trips, places, and people that shaped how Lindsay plans yours.
What I Include in My Planning
Here's what's part of every trip I book. Have a special request? Just ask — I love to tailor things to your family.
- Custom itinerary planning
- Park strategy & Lightning Lane guidance
- Ongoing price monitoring
- Day-of trip support
- Group / multi-family coordination
- Dining strategy & reservations
- Ticket & resort recommendations
- Pre-trip prep call
- Booking changes & advocacy
- Celebration planning (birthdays, anniversaries, honeymoons)
Working with Lindsay
Share Your Vision
Tell Lindsay who's traveling, when, and what makes a vacation feel magical for your family.
Get a Custom Plan
Receive personalized resort, cruise, or destination options curated to fit your style and budget.
Travel Worry-Free
From booking to boarding pass, you'll have an expert in your corner the entire journey.
What does Lindsay specialize in?+
Does it cost extra to book with Lindsay?+
How quickly will Lindsay respond?+
Where is Lindsay based?+
Your Dream Trip Starts Here
Tell Lindsay about your vacation vision. Pick the path that feels easier — chat it out or fill the form.
Prefer to chat instead?
Have a quick conversation with Lindsay's assistant. Same questions as the form, but easier — and you can ask anything along the way.
Prefer to reach out directly? lindsay@cupcakecastlestravel.com
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