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Dole Whip Diaries
✿ Disney Travel Tips · Homeschool Adventures · Travel Diary ✿

Dole Whip Diaries

Theme Parks, Travel & Tips from a Family on the Go

Hey, I'm Jess! Former racecar driver. Current owner of Sum Pig, homeschool mom & Disney devotee. My family and I live for travel — whether it's our favorite Disney parks or exploring new destinations together. I've done Disney more times than I can count and I'm always chasing the next adventure. Now I'm sharing every tip, trick & hidden gem so your family can have the best trips ever. ✨

What You'll Find Here

✿ Your Disney BFF ✿

📝
The Blog
Disney park strategies, money-saving hacks, insider secrets & real talk from a Disney regular.
📋
Itinerary Planner
My 17-page fillable PDF to plan your entire Disney World trip like a pro.
🍽️
Food Reviews
The best eats at Disney — from a food truck owner who takes food VERY seriously.
👨‍👩‍👧‍👦
Family Travel
Real talk about traveling with kids, budgeting, and making memories that matter.

From the Blog

✿ Latest Disney Vibes ✿

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The Shop

✿ Plan Your Magic ✿

Disney 7-Day Itinerary

The ultimate 17-page fillable PDF planner for your Disney World vacation. Just open, click, type, and go!

  • Daily schedules 7 AM – 11 PM
  • Lightning Lane planner
  • Dining & budget tracker
  • Packing list with checkboxes
  • Instant digital download
$12.99
Grab It Now
Smiling family selfie with daughter wearing a gold glitter crown
Racecar
Driver to
Disney Mom 🏁

Hey, I'm Jess!

I'm a former racecar driver turned food truck owner, homeschool mom, and full-time Disney devotee from Philadelphia, PA. Yeah, you read that right — I went from burning rubber on the track to running Sum Pig. Life is wild. 🏁

When I'm not homeschooling my kid or running the truck, you'll find me planning our next family adventure — whether it's another Disney trip or exploring somewhere new. I started Dole Whip Diaries to share everything I've learned from years of travel — the tips nobody tells you, the food you HAVE to try, and how to make every trip unforgettable without breaking the bank.

Read My Story
🍍 Dole Whip Fan 🏎️ Ex-Racecar Driver 🚚 Food Truck Life 📚 Homeschool Mom 🏰 Disney Regular

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The Blog

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✿ Original designs for theme park lovers ✿

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Get the Guide

✿ Your Disney trip, sorted ✿

The Ultimate Disney World Guide cover
New!

The Ultimate Disney World Guide

34 pages of insider tips, ride strategies, dining picks, and park-day plans — everything we wish we'd known before our first trip. Designed to save you time, money, and meltdowns.

  • 🗺️ Park Plans
  • 🍽️ Dining Secrets
  • ⚡ Ride Strategies
  • 💰 Budget Tips
  • 👶 Family Friendly
  • ✨ Hidden Gems
$9.99
🍍 Buy the Guide →
🔒 Instant PDF download · Secure checkout via Gumroad

Digital Downloads

✿ Plan Your Magic ✿

Disney 7-Day Itinerary

The ultimate 17-page fillable PDF planner for your Disney World vacation. Just open, click, type, and go!

  • Daily schedules 7 AM – 11 PM
  • Lightning Lane planner
  • Dining & budget tracker
  • Packing list with checkboxes
  • Instant digital download
$12.99
Grab It Now
Smiling family selfie with daughter wearing a gold glitter crown
Racecar
Driver to
Disney Mom 🏁

Hey, I'm Jess!

I'm a former racecar driver turned food truck owner, homeschool mom, and full-time Disney devotee from Philadelphia, PA. Yeah, you read that right — I went from burning rubber on the track to running Sum Pig. Life is wild. 🏁

When I'm not homeschooling my kid or running the truck, you'll find me planning our next Disney trip (or talking about the last one). I started Dole Whip Diaries to share everything I've learned from years of Disney trips — the tips nobody tells you, the food you HAVE to try, and how to do Disney without breaking the bank.

My daughter and I have been world schooling since 2020, using Disney parks as our classroom. From learning geography at EPCOT's World Showcase to biology lessons on the Kilimanjaro Safari, every trip is an adventure in education.

I created this blog to help families like mine plan unforgettable Disney vacations without the stress. Whether you're a first-timer or a seasoned pro, I've got tips, tricks, and real talk to make your next trip magical. ✨

So how does a family from Philly end up at Disney so often? That would be Sum Pig. 🐷 Our food truck, catering company, and storefront is what fuels our adventures — literally. Running Sum Pig gave us the freedom and flexibility to travel on our own terms, and it's the reason we get to make Disney magic a regular part of our lives.

After 12+ years in the food truck game, my husband Stephen and I decided to put everything we've learned into one guide. Sum It Up: Everything We Know About Running a Successful Food Truck is a 36-page digital guide packed with the real stuff — from figuring out if a food truck is right for you, to buying your truck, getting your licenses, booking events, and actually making money. Whether you're dreaming of starting your own truck or looking for a side hustle that can fund your next family vacation, this guide is your starting point. 🚚✨

👉 Grab Your Copy — $27

🍍 Dole Whip Fan 🏎️ Ex-Racecar Driver 🚚 Food Truck Life 📚 Homeschool Mom 🏰 Disney Regular 🌎 World Schooler