Family Travel, Designed for Real Life with Kids
Roam with Three is a family travel site created to help parents plan trips that actually work when traveling with multiple kids. Every itinerary, guide, and recommendation is built around real logistics, realistic walking distances, and experiences that keep kids engaged without exhausting parents.
About the Author
Mandisa Watts

Founder & Family Travel Guide Creator, Roam with Three
Quick Highlights
- Family travel planner and guide creator for parents traveling with three kids
- Specializes in walkable itineraries, kid-friendly cities, and stress-reduced travel
- Creator of detailed city guides and themed walking tours designed for families
📍 Based in Toronto, Canada
Experience
I’m Mandisa, a former MBA and CPA turned full-time creator, author, and family travel planner. Before launching Roam with Three, I spent years building and scaling Happy Toddler Playtime, one of the most recognized activity platforms for parents of young children.
My background blends:
- Strategic planning and finance
- Curriculum and experience design for kids
- Content creation across blogs, books, and television
I’m also the author of multiple children’s activity books, including Exciting Sensory Bins for Curious Kids, Super STEAM Activity Book, and The Big Riddle Book for Kids, and the host and co-producer of the TVO Kids series Curious Crafting.
Roam with Three grew naturally out of traveling with my own family — including three kids (one older child and twins)— and realizing how few travel resources truly account for the realities of traveling with multiple children.
Expertise
My work focuses on family travel that prioritizes logistics, flow, and kid engagement, including:
- Multi-day city itineraries designed for families
- Walking routes that minimize transit fatigue
- Kid-friendly museums, parks, and cultural experiences
- Hotel and neighborhood selection for families
- Travel planning for parents visiting cities for the first time with kids
- Themed and experience-based walking tours
Every guide on Roam with Three is personally tested or built from real travel experience, with parent-specific considerations baked in from the start.
Education
- MBA (Master of Business Administration)
- CPA (Chartered Professional Accountant)
My education and professional background strongly influence how I approach travel planning — structured, efficient, and focused on delivering real value.
Content & Contributions
My work has appeared across:
- Best-selling parenting and activity books
- A nationally broadcast children’s television series
- High-traffic parenting and family lifestyle platforms
Roam with Three builds on this foundation by offering premium, long-form travel guides designed specifically for families.
Where to Find Me
You can follow Roam with Three and my work here:
- Instagram: @roamwiththree
- Website: www.roamwiththree.com
- Happy Toddler Playtime: www.happytoddlerplaytime.com
A Personal Note
Traveling with three kids means flexibility isn’t optional — it’s essential. I’ve learned firsthand which experiences feel magical and which ones look good on paper but don’t translate well with kids in tow.
Roam with Three exists to help families travel with confidence, not pressure — and to make trips feel memorable for the right reasons.
Start Exploring
If you’re new here, start with:
- A multi-day city guide
- A walking itinerary
- Or a themed family experience
Each guide is designed to save you hours of planning and help you enjoy the trip you’re actually taking.