heytripp

How to plan a trip with friends

1 September 2026 · 3 min read

Every group trip has the same shape. Someone starts a chat. Three people send links. One person quietly builds a spreadsheet. Two weeks later nobody knows whether Tuesday is Seville or Granada, and the person with the spreadsheet is the only one who can say.

The problem is not organisation. It is that the plan lives in one person's head and the discussion lives somewhere else.

Why group chats lose plans

A chat is a stream. A trip is a state. Streams are terrible at holding state — the answer to "are we still doing the cooking class?" is somewhere in a conversation, under forty messages about flights, and finding it is harder than asking again.

So people ask again. And then the answer changes, and the new answer is also in the stream, and now there are two answers and no way to tell which is current.

The fix: one plan everyone can edit

The plan needs to be a thing, not a conversation about a thing. Specifically it needs to be:

That is the whole idea. It sounds obvious and almost nobody does it, because the tools that make plans (docs, spreadsheets) are not the tools where the conversation happens.

Decide what "decided" means

The most useful thing a group can agree early is a vocabulary for how sure they are. Three states is enough:

That third one matters more than it looks. Groups revisit decisions constantly, and "what was that place we ruled out?" is a real question with a real answer that is usually lost. Keeping discarded ideas visible means changing your mind costs nothing — which, oddly, makes people decide faster.

Split the jobs, not the document

Group planning works best when people own areas rather than days:

What does not work is splitting a document by day. Days move.

Agree the budget shape, not the number

"About £1,500" means different things to different people. What actually prevents arguments is agreeing what is in the number — flights, or not? Dinners, or just the big ones? Get that right and the number sorts itself out.

Doing this in heytripp

heytripp is built around exactly this. A trip is one board that everyone on it can see and change — invite someone by email or send them a link, and they can add places, move things between confirmed, possible and discarded, and talk to Tripp about the trip just like you can. Nobody is the spreadsheet owner.

Because everyone edits the same board, there is no version to reconcile and no "latest" to hunt for. And because discarded is a column rather than a deletion, the thing someone vetoed in June is still there in August when they change their mind.

Plan this trip with Tripp

Describe the trip you want in a sentence. Tripp builds it, and then keeps changing it as often as you do — you can edit every part of it by hand too.

Start a trip — free