Blog

Practical notes on group travel, product thinking, and the occasional post-mortem.

Group travel · Money

Who Pays for the Bachelorette Party?

The guests pay, the bride gets covered, and everything after that is negotiable. The default rules, the three cases where the bride's free ride flips, the per-person math with real numbers, and the exact messages to send before the deposit makes it weird.

Group travel · Destinations

Cape Verde Is Having a Moment. Here's What a Crew Trip Takes

Cape Verde became the smallest nation ever to reach a World Cup knockout round, and travel searches followed. Before your crew books it: the fee people forget, the flight bottleneck, and the currency quirk that muddies who paid what.

Group travel · Coordination

Why Group Trip Apps Break the Moment You Hit Share

You built the whole plan. Then you shared it, and the group never actually got in. Here's how each app fails at the group step, and how to invite people so they actually join.

Group travel · Money

Hit Splitwise's daily limit? Here's what you can do.

The free limit is four expenses a day, according to Splitwise's help centre. You can wait for the reset, share the logging, or use a different tool.

Group travel · Money

A Friend Bailed. Who Eats the Cost?

Someone dropped out and left a non-refundable hole. Before the group argues, here's the decision tree for who actually owes what, the answer most people get wrong, and how to never run this risk again.

Group travel · Money

When a Friend Won't Pay You Back

You fronted the money. Now one person has gone quiet. Here are the exact words to get paid back, in escalating order, and the line where you stop chasing and start deciding.

Group travel · App comparison

The Best Group Trip Planning Apps in 2026

A feature-matrix comparison of the apps that claim to run group trips, based on public product surfaces and known limitations. Here's where each one fits.

Group travel · Budget

Group Trip Budget Basics: Agree Before You Book

Agree on a range before anyone books. Surprises once money is moving are how group trips blow up.