#601: What Travelling to Italy for 15 days with Our Kids Taught us About Money episode artwork

EPISODE · Jul 16, 2026 · 41 MIN

#601: What Travelling to Italy for 15 days with Our Kids Taught us About Money

from The Simplicity Sessions · host Jenn Pike & Chris Borsellino

This week, I pulled my husband in to do a full recap of our family trip to Italy at the end of May. We were there for 15 days with our two kids (17 and 19 at the time), and honestly, a month later I'd hop on a plane back in a heartbeat. We cover everything: how we planned it, how we paid for it, what we'd do differently, and the real, unfiltered truth about what it's like to travel as a family of four for two weeks straight. In this episode, we talk about: How we used credit card points to cover four flights and how we scored a last-minute premium cabin upgrade for all of us for about $3,000 The difference between staying in hotels vs. Airbnbs, and why Airbnbs won for us every time Why we'd skip the Amalfi next time (controversial, I know) and where we wish we'd spent more days The hidden charges at Italian restaurants that caught us off guard  How we average 20,000–30,000 steps a day and why getting lost on foot is genuinely one of the best travel strategies Why we booked the Colosseum and Vatican three months out Our honest take on Naples  What it means to raise kids who know how to travel    Let's dive in! Thank you for joining us today. If you could rate, review & subscribe, it would mean the world to me! While you're at it, take a screenshot and tag me @jennpike to share on Instagram – I'll re-share that baby out to the community & once a month I'll be doing a draw from those re-shares and send the winner something special! Click here to listen: Apple Podcasts – CLICK HERESpotify – CLICK HERE Free Resources: Free Perimenopause Support Guide | jennpike.com/perimenopausesupport Free Blood Work Guide | jennpike.com/bloodworkguide The Simplicity Sessions Podcast | jennpike.com/podcast Get 20% on thewalkingpad.com using code "JENNPIKE20" Metabolic Guide | jennpike.com/metabolic-guide Get discounts at happybumco.com using code "JENNPIKE" *code doesn't apply with Black Friday sale* Programs: Ignite: Your 8-Week Body Transformation Program | https://jennpike.com/ignite The Peri & Menopause Project  - Join the Waitlist | jennpike.com/theperimenopauseproject Synced Virtual Fitness Studio | jennpike.com/synced Services: Work With Jenn | https://jennpike.com/work-with-jenn/ Functional Testing | jennpike.com/testing-packages Business Mentorship | The Audacious Woman Mentorship:  jennpike.com/theaudaciouswoman Connect with Chris: Instagram | @chrisborsellino Finance Discovery Session | Book Here Connect with Jenn: Instagram | @jennpike Facebook | @thesimplicityproject YouTube | Simplicity TV Website | The Simplicity Project Inc.   Have a question? Send it over to [email protected] and I'll do my best to share helpful insights, thoughts and advice.  

Episode metadata supplied by the publisher feed · Published Jul 16, 2026

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#601: What Travelling to Italy for 15 days with Our Kids Taught us About Money

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