Family Travel Advisor – Penny Cooper

Disney vacation planning for families who want more than a trip

Planning a Disney vacation can be exciting.

It can also get overwhelming fast.

There are resorts to compare, tickets to understand, park days to map out, dining choices to think through, transportation details, special events, budget questions, and a whole lot of internet opinions telling you what you “have to” do.

That is where I can help.

I’m Penny Cooper, founder of I Heart WDW and owner of Embrace The Magic Travel, a Disney-forward family travel agency. I help families plan thoughtful, organized, memory-filled vacations without having to carry every detail alone.

My goal is not to plan the same trip for every family.

My goal is to help you plan the right trip for your family.

You Know Your Family. I Know Disney Planning.

You know what your children love, what wears them out, how your family handles busy days, whether you need pool time, how early you really want to wake up, and what kind of vacation will feel worth it when you get home.

I know the planning pieces that can make a Disney vacation smoother: resort choices, dining strategy, park flow, special experiences, travel timing, transportation, budget tradeoffs, and the often-forgotten details that make a big difference.

When we put those two things together, the plan gets better.

That is why working with a travel advisor is not about handing your vacation to a stranger.

It is about having someone beside you who can ask the right questions, sort through the noise, and help you make decisions with confidence.

How I Help

When you work with me through Embrace The Magic Travel, you receive planning support that is personal, practical, and family-focused.

Depending on the type of trip and planning package, that may include help with:

• Choosing the right destination, resort, or cruise
• Comparing options based on your family’s needs and budget
• Understanding tickets, packages, promotions, and timing
• Thinking through park days, rest days, and dining
• Making space for special moments and family priorities
• Organizing details before you travel
• Preparing for what to expect during your trip
• Getting support before, during, and after vacation

The goal is not to overplan every minute.

The goal is to create a thoughtful plan so your family can relax into the magic.

Disney Destinations I Help Families Plan

I specialize in Disney and family-focused vacations, including:

• Walt Disney World
• Disneyland
• Disney Cruise Line
• Aulani, A Disney Resort & Spa in Hawaii
• Adventures by Disney
• Disney’s Hilton Head Island Resort
• Disney’s Vero Beach Resort
• Universal Orlando
• Select cruises and family-friendly vacations beyond Disney

If you are not sure which type of trip is right for your family, that is part of what we can talk through together.

A Little About Me

I was born and raised in South Carolina, and I now live in New Jersey, where I built a life around family, faith, homeschooling, planning, and travel.

I homeschooled my son from kindergarten through high school, and he was involved in Scouting from Tiger through Eagle Scout. Those years shaped how I think about family travel.

I do not see vacation as only a break from regular life.

I see it as one of the places where families reconnect, kids learn in real-world ways, and memories settle deep.

For our family, Disney was part of that. We made annual trips from New Jersey to Florida, and along the way Disney became more than a destination. It became part of how we learned, explored, celebrated, and spent time together.

That same heart carries into the way I help families plan today.

My Planning Style

I am a planner by nature. I love details, timelines, systems, and making complicated things feel manageable.

But I also know that the best vacations are not just efficient. They are personal.

A great Disney trip is not about doing everything.

It is about knowing what matters most to your family and making room for that.

Maybe that means princess meals and castle photos.
Maybe it means a slower pace and afternoons by the pool.
Maybe it means a Disney cruise instead of the parks.
Maybe it means grandparents, strollers, food allergies, sensory needs, celebration moments, or a child who has been dreaming of one very specific ride.

Whatever your version of magic looks like, we start there.

Ready for Help Planning?

If you have been trying to plan your Disney vacation by piecing together advice from Facebook groups, blogs, TikTok, and well-meaning friends, you are not alone.

But you do not have to keep chasing answers by yourself.

Through Embrace The Magic Travel, I help families plan vacations that are organized, thoughtful, and built around the people actually taking the trip.

Because moms deserve a vacation where they are not responsible for holding every detail in their head.

And families deserve travel memories that feel as good in real life as they looked in the planning stage.

Not Ready for Planning Help Yet?

That is perfectly fine.

You can also explore I Heart WDW for Disney planning tips, printables, homeschool ideas, and family adventure inspiration.