The Ultimate Guide to Traveling with Kids for Entrepreneurial Parents



As a mom of two energetic boys under 4 and a full-time entrepreneur, I understand the unique challenges that come with balancing business and family life, especially when travel is involved. Over the years, my family and I have learned a thing or two about making our journeys smoother and more enjoyable. Today, I’m excited to share these tips with you, so you can create lasting memories with your kids without leaving your business worries behind.

1. Invest in a Sturdy Stroller

Traveling with kids can feel like running a marathon with extra weights. Save your energy for what matters most by investing in a sturdy stroller. Not only will it help you navigate through crowded airports with ease, but it can also double as a carrier for your luggage. This added convenience can be a game-changer, especially when you’re juggling multiple bags and a couple of restless kids. (Click here)

2. Embrace TSA Precheck

Airport security can be a major stressor, especially with little ones in tow. Long lines and impatient travelers can quickly turn an exciting journey into a stressful ordeal. Simplify your journey with TSA Precheck. This service is designed to expedite your journey through airport security, saving you time and reducing stress. Check out TSA Precheck here.

3. Use a Points-Earning Credit Card

Why not get even more with every dollar spent! It’s essential to maximize the return on your spending. Consider using a credit card that rewards you with points that can be redeemed for travel. This way, every business expense can bring you one step closer to your next family vacation. Plus, some cards like the American Express offer access to their lounges, providing a quiet, comfortable environment for your family to relax before your flight. (Click here)

4. Pack Plenty of Snacks

We all know that a hungry child can quickly turn a peaceful journey into a chaotic one. To keep your little ones content during the flight, pack a variety of their favorite snacks. Consider investing in ‘busy snacks’ – those that take longer to eat can keep your children occupied and less likely to get restless. Think whole fruits, cheese sticks, or granola bars.

5. Surprise Them with New Toys

Traveling can be a big adventure for kids, and nothing adds to the excitement like a surprise. A few new toys or sticker books can keep them engaged for hours. The novelty of the new toys will keep their interest. (Click here)

6. Save on Car Rentals with Turo

Traditional car rental agencies can be expensive and restrictive. Consider using Turo, a more affordable and flexible alternative. Turo allows you to choose from a wide range of vehicles provided by local hosts. This can be particularly useful if you need a car with specific features, like a child seat or extra luggage space. (Click here)

7. Rent Baby Gear from BabyQuip

Traveling with kids often means packing a lot of extra gear. Travel light by renting baby gear from BabyQuip. They offer a wide range of items, from strollers to car seats, that can be delivered directly to your destination. Why lug around heavy items when you can have them waiting for you when you arrive? (Click Here)

8. Consider Airbnb for Accommodation

Hotels can often be cramped and lack the facilities that families need. Renting a house on Airbnb can give your family more space and flexibility. Having access to a full kitchen can also help you save money on meals, and having separate bedrooms can ensure everyone gets a good night’s sleep. (Click here)

9. Find One-Time Babysitters on

Even on family vacations, parents need some downtime. Ensure you have time to relax or work by finding one-time babysitters or nannies at It’s a great resource for parents who need a little extra help during their travels. (Click here)

10. Use a Screen Privacy Protector

If you need to work during your journey, a screen privacy protector can help keep your work confidential, even in public spaces. This can be particularly useful if you’re working on sensitive business matters or simply want to prevent curious eyes from seeing your screen. (Click here)

11. Mail Your Shopping Back Home

If you’re like me and find it hard to resist the allure of local shops and markets, consider mailing your shopping purchases back home. This can save you baggage space and potential overweight fees. A little forward planning can make your return journey much easier!

12. Safeguard Your Online Activities with a VPN

In today’s digital world, it’s more important than ever to protect your online activities. By incorporating a VPN into your travel routine, you can safeguard your online activities and enjoy a worry-free browsing experience, even on unfamiliar networks. NordVPN is a great option, and you can get 3 months with a 63% discount using this link.

Traveling as an entrepreneur with kids can be a rewarding experience with the right preparation. I hope these tips help you on your next family adventure. For more insights, don’t forget to check out our episode on The Rainmaker Family Podcast where we delve deeper into these travel hacks.

Hello, World!

Remember, the goal is not just to survive the journey but to truly thrive. Happy travels, Rainmaker Family!

August 6, 2023

Connect On Social

Instagram is my jam.