Would You Rather - Family Travel on Points Edition!
Mon Feb 02 2026
We play a family travel Would You Rather built around real points-and-miles tradeoffs, from Hyatt love to premium economy sanity. Along the way we compare Chase, Amex, and Citi, weigh taxes and fees, and debate lounges, breakfast, and splitting flights with kids.
• quick update on Bilt changes and current cards
• luxury hotel without breakfast vs budget stay with big breakfast
• free family trip in economy vs solo business class splurge
• Chase vs Amex value with Hyatt and earnability
• first class on separate flights vs economy together
• premium economy both ways vs mixed cabins
• splitting parents and kids to secure business seats
• middle seat marathon vs a week at a budget motel
• historical city breaks vs tropical downtime
• unlimited points hypotheticals across Chase, Amex, Citi
• taxes and fees tradeoffs across airlines and families
• lounge access benefits vs time flexibility at airports
• five years stateside travel vs two weeks global each year
We will do an Instagram poll Monday so you can weigh in on today’s questions—send us a DM with your picks and ideas for part two
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We play a family travel Would You Rather built around real points-and-miles tradeoffs, from Hyatt love to premium economy sanity. Along the way we compare Chase, Amex, and Citi, weigh taxes and fees, and debate lounges, breakfast, and splitting flights with kids. • quick update on Bilt changes and current cards • luxury hotel without breakfast vs budget stay with big breakfast • free family trip in economy vs solo business class splurge • Chase vs Amex value with Hyatt and earnability • first class on separate flights vs economy together • premium economy both ways vs mixed cabins • splitting parents and kids to secure business seats • middle seat marathon vs a week at a budget motel • historical city breaks vs tropical downtime • unlimited points hypotheticals across Chase, Amex, Citi • taxes and fees tradeoffs across airlines and families • lounge access benefits vs time flexibility at airports • five years stateside travel vs two weeks global each year We will do an Instagram poll Monday so you can weigh in on today’s questions—send us a DM with your picks and ideas for part two