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Profession · 10 cases
AI for traveler
Cases of travelers using AI to build itineraries, compare fares, translate on the spot, handle surprises and understand baggage, visa and refund rules.
Each case includes the original account with a link to the source, what worked, what went wrong and a prompt we wrote for you to adapt to your own situation. Replace what is in brackets with your own details and review the result before using it.
10 cases, 2 of them from Brazil, from newest to oldest. The tools that show up most in these accounts are ChatGPT, Grok Bot, and OpenAI Dots. The most common topics are productivity and rights and bureaucracy. Every case is checked by hand before it enters the directory.
The cases
10 cases
01Disputing a denied flight delay compensation claim
The agent checked the flight data, concluded the airline's excuse didn't hold up under European rules and drafted the appeal.
02Agent rebooks the connection while the passenger is still in the air
With the flight delayed, the agent talked to three airlines at once and got a new route at no cost.
03Chasing a ticket refund after two months of stalling
An agent sent follow-ups every 48 hours, logged broken promises and prepared a complaint to the regulator.
04Japan trip reservations, negotiated in Japanese
The agent booked all the restaurants and chatted in Japanese with the Hakone hotel to get a dinner slot not listed on the site.
05When AI gave bad advice in a dispute with a car rental company
Charged $2,300 by Sixt, Malky followed Claude's suggestion to accuse the company of photo fraud, and the letter didn't work.
06Booking an airport hotel with clear rules
The author limited the agent to Booking.com, used the site's own filter names and set tiebreaker criteria.
07Comparing hotels in Lisbon across three different weeks
The browser opened Booking, Hotels.com, Expedia and Hyatt and kept a side-panel table of options up to US$220 a night.
08Running an offline AI assistant on your iPhone
A dev built Anvil, which runs models on the device for use on a plane, on the subway or without roaming.
09Tourists Follow an AI Itinerary to a Canyon That Doesn't Exist
The BBC gathers cases of travelers misled by AI itineraries, such as an invented "sacred canyon" in Peru.
10Test: can you plan an entire trip with ChatGPT?
E-Investidor asked ChatGPT for a ten-day road trip itinerary with cheaper airports and overnight stops.