Blogger Clarissa was flying from Madrid to Montreal because her mother is dying. Her plane broke, the replacement flight was cancelled, the airline abandoned the passengers after a three-hour support line, and she had to buy a new ticket for the next day. Too exhausted to function, she handed the rest to her AI agent, which booked a hotel near the airport, told her what to say to the cab driver, and booked her shuttle for the morning.
A Gizmodo author tried travel booking — a flagship the AI use case. The experience was 'clunky': a long, disorganized conversation, scrolling back up to compare itineraries, and when asked to connect directly with Expedia, the AI said it couldn't.
This one went wrong. See what happened before you try it.
Vibe-built a Wikipodcast app with a Wikipedia dump, Gemma search and summarization, and TTS; actually used it on a Rhine bike trip to listen to local history.
Points-and-miles creator Rachel Tyers says her AI caught a flight booking error that could have wrecked her week, flagging it before she noticed. The bot drafted the fix for her approval; the caption never says what the booking error actually was.
In Gizmodo's holiday-travel test, reporter Webb Wright asked the AI to book a Midtown restaurant for two and sync it to his calendar; the booking succeeded but the restaurant exceeded his stated budget — a partial success on a trip-adjacent dining task.
This only partly worked. Worth knowing before you try it.
After quitting her job, creator Brittani asked her AI 'Booked & Busy Betty' for a 4-day beach trip under $2,000; Betty returned options including Cancun and cruises, and also helped plan the itinerary, find clothing, and order travel items — with approval required at each step.
The same AI setup watches a man's work train travel and sends him updates on delays and platform changes. When his train is delayed, it applies for the delay compensation by itself, with no claim form work from him.
A testimonial graphic quotes someone: 'my first money with someone — connected my email, asked to find all flights I had in last 5 years, find the ones that were delayed or cancelled.' The agent mined years of inbox history for compensation claims.