Save This For Later
We'll email this post to you, so you can come back to it later!
There’s nothing quite like exploring a new place through your child’s eyes – even if the journey involves spilled snacks, forgotten swimsuits, and a few meltdowns along the way.
We’ve pulled together our favorite family travel destinations, all tried and tested by families like yours. From beach resorts to international towns to weekend getaways, there’s something here for every kind of traveler.
U.S. City Adventures
These destinations are packed with family-friendly fun — museums, parks, attractions — and many are budget-friendly, too.
St. Louis, Missouri
➡️ Top Free Family Activities in St. Louis
Think science museums, a world-famous zoo, and outdoor art adventures – all for free.
Chicago, Illinois
➡️ Explore Chicago With Kids: 100+ Ideas for Family Fun
Chicago is just a quick drive or train ride from Milwaukee, and it’s packed with museums, waterfront fun, and big-city energy that’s surprisingly kid-friendly. We’ve rounded up the top attractions, hidden gems, and sensory-friendly spotsfor every kind of family traveler.
Chicago consistently ranks as a top family destination. See what makes it special in our Chicago with kids insider guide.
Warm Weather Escapes
These beachside getaways are perfect for relaxation and adventure, with built-in kid appeal.
Kauai, Hawaii
➡️ Best Things To Do in Kauai with Kids
Waterfalls, beaches, shave ice, and unforgettable natural beauty.
Los Cabos, Mexico
➡️ Is Pueblo Bonito Los Cabos Kid Friendly? An Honest Review
An honest look at whether this popular resort is a good fit for families with kids in tow.
Southeast Florida
➡️ If Florida is on your radar, make sure to plan a day at Kennedy Space Center with Kids. It’s one of our family’s all-time favorite experiences, and the guide includes tips for every age.
Stay tuned for tips on visiting Delray Beach, Boca Raton, Highland Beach, and more. Great for multigenerational trips and beach-loving families.
International Family Travel
These are farther-flung adventures that may require a passport, but offer unforgettable memories and rich cultural experiences.
Rothenburg Ob Der Tauber, Germany
➡️ Best Things To Do in Rothenburg Ob Der Tauber With Kids
A real-life fairy tale town with half-timbered houses, medieval walls, and charming museums.
Bavaria, Germany (coming soon)
We’re building out more family tips for visiting Bavaria — castles, hikes, and charming small towns included.
Bonus for Milwaukee Families: Where to Fly Nonstop
Based in Southeastern Wisconsin? These destinations offer nonstop flights from Milwaukee’s Mitchell International Airport and are great for family travel.
➡️ Family Trips With Direct Flights From Milwaukee
What’s Next?
We’re always adding more destination guides, including:
- Visiting The Villages With Kids
- Yosemite With Kids
Related Resources
- Travel Tips for Families With Kids
- Best Car Activities for Kids & Toddlers
- Airplane Activities for Toddlers
Final Thoughts
There’s no one right way to travel with kids – only what works for your family. Whether you’re staying close to home or planning an international adventure, we hope these ideas spark inspiration (and maybe make the planning part a little easier).
Calie Herbst, Editor-in-Chief of Milwaukee With Kids, has spent over a decade combining her experiences as a parent of three to create a hub for Milwaukee’s family adventures.
Her decade-long teaching career in Milwaukee Public Schools and academic background, including a Master’s in Teaching from Marquette University and dual B.A.s in Sociology and Spanish from the University of Wisconsin – Madison, fuel her passion for inclusive and engaging family content.
Calie is also a recognized voice in local media, contributing to WISN Channel 12 News, WTMJ Wisconsin Morning News, Fox 6’s Real Milwaukee, and B93.3.
Discover more about Calie’s journey and editorial approach on her About Page and Editorial Policy Page.
