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Travel

Trips, bookings and getting around · 176 ideas
TravelPartly worked

Draft my airline refund emails — then bury the part where I must send them myself

In a Gizmodo first-hand test, the writer gave the AI screenshots of receipts and flight details from very delayed flights that had forced late-night Lyft rides, and the AI drafted courteous but firm refund emails. Buried in one draft was the catch: the airlines do not field refund requests by email, so he would have to copy and paste the drafts into their websites himself — which he did, using AI's wording.

This only partly worked. Worth knowing before you try it.
TravelWent wrong

The AI could not get past the robot check on delta.com

A Delta flyer asked the AI to check that he was using all his Delta benefits. The AI could not get past the robot check screen on delta.com, even when he took over the browser and clicked it himself. Every login try was blocked.

This one went wrong. See what happened before you try it.

File my delayed-flight compensation claim with Delta

A user lists jobs he handed to the AI, including a delayed flight: he says the AI successfully processed his compensation claim with Delta Air Lines and the money came through. Other jobs in the same post (a Bell Mobility bill dispute, a crypto trading bot) he reports doing himself or failing, and are not recorded here.

Book me a hotel and a shuttle when I am too shattered to think

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.

Complain to the hotel until they refund me

A commenter says he feeds the AI his booking details and complaint and lets it negotiate petty corporate disputes. For a Milan hotel stay, the AI first won a free night he rejected, then a 25% reimbursement he accepted.

Catch my duplicate Southwest tickets and save me about $1,200

Creator Jen Lehner says in an Oct 19 Facebook reel that Instinct proactively texted her that she had accidentally booked duplicate Southwest Airlines tickets for herself and her daughter out of St. Louis on both Friday and Saturday. She confirmed the booking, it was canceled in time, and she received a full refund saving approximately $1,200.

$1,200
TravelWent wrong

Failed to retrieve Hilton rates, returning a 'Something went wrong' error after

Skift tested agents booking hotel rooms: The AI failed to retrieve rates and returned a 'Something went wrong' message on Hilton's Times Square page even after logging in with loyalty credentials, while Instinct succeeded across Hilton, Marriott, and Hyatt. Hilton says it isn't blocking agents — the failures read as technical.

This one went wrong. See what happened before you try it.

Fill my three free hours in Manhattan, then put it in my calendar

Stuck in Manhattan with three hours after a drop-off, Eric planned aloud with Jarvis while driving: they weighed a museum, galleries and an observation deck against the mood he wanted, and Jarvis produced a Chelsea gallery walking route. At the end of the call he told it to put the plan in his calendar, and it did.

Book my flight from a photo of my credit card

An X user sent the AI a photo of their credit card and the bot completed the entire flight booking on a confusing airline website, returning a booking confirmation. Elon Musk replied publicly that SpaceX would make users whole if the AI ever made a purchase mistake or leaked card details.

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Every idea is a real post from someone who tried it, summarized in our words, with a link to the original. App names are swapped for plain words.