Book flights and hotels, stopping at payment for approval
Community report: boris Cherny put his flight preferences in Cowork instructions and let Opus 4.7 book while he kept working in Claude Code. The guide's setup is Claude in Chrome with browser actions allowed, an Expedia connector, and a Flight Booker project. Cherny said Opus 4.
Trips involve lots of searching, forms and waiting on hold. This is an example of an agent handling that busywork so the traveller only has to approve the result. It is one of 63 sightings filed under Travel & Booking on Agent Sightings (number 51 by interest), and one of 33 involving Claude Cowork.
How you could try it
Here is a reusable prompt, written by us in our own words, that captures the task. Paste it into Claude Cowork or any similar agent and adjust the details to your situation.
Plan: book flights and hotels, stopping at payment for approval. Compare 2–3 options (cost, timing, tradeoffs), recommend one, and do not book or pay yet.
Tip: Have the agent list options with prices and cancellation rules, and only book once you have said yes to one.
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