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Travel

Trips, bookings and getting around · 176 ideas

Connected Gmail; the AI reminded him of an upcoming flight and completed check-in

Jason Zhang, testing the AI for a week, listed five uses: (1) flight check-in — Gmail connected, the AI reminded him of an upcoming flight and completed check-in in its private browser; (2) meeting scheduling — Google Calendar connected, creates events like 'Jason / Emma chat' without opening the app; (3) Google Docs drafting — asks the AI to generate drafts from his ideas, uploaded directly to Drive; (4) job applications via the private browser; (5) sending messages to friends via connected Messenger

Plan my Montreal trip: Airbnb, direct flight and an itinerary that dodges construction

By voice, Simmons asked László for an October 15–18 Montreal trip: a central, inexpensive Airbnb, the cheapest direct flight with an aisle seat, and a plan of things to do. The Dot compared stays, caught repeated complaints about a squeaky Murphy bed at a 4.75-star listing, filled in his flight details from his travel records, rerouted the Mont Royal walk because the cross was under construction, and stopped at checkout for him to pay.

Help me rebook after I missed my early-morning flight

A Deaf creator recounts waking up after missing an early-morning Air Canada flight and asking the AI to find a cheaper replacement. The AI accessed his Air Canada account, confirmed his Flex ticket could be changed, searched other airlines' prices in parallel, and supplied the airline phone number he could not find; he called via Canada VRS, found Air Canada's own rebooking cheapest, and paid — about 30 minutes total versus an estimated one to two stressful hours alone.

TravelWent wrong

Find my Vegas to San Diego flights and use my Amex points well

Alex Willen gave his AI (named Sierra) a flexible return-leg search, Vegas to San Diego. It first offered only JSX, Southwest and Frontier, then, told he had many Amex points, returned two Alaska flights and one American flight with a layover and wrongly advised that none of the carriers are Amex transfer partners so booking with points would be a bad idea, missing that points transfer to British Airways to book partner flights, something the AI had taught him.

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My agent watches my standby flights and tells my wife my chances on Messenger

His wife works for an airline, so he flies standby through an employee perks app that normal flight apps do not cover. He has the AI track every change. This weekend the AI caught his original flight at Y0, meaning no spare seat, so he switched flights and still made it to Vancouver. The AI checks more often as departure gets closer and only tells him when something changes, and it sends his wife short Messenger updates on his chances of getting on. His tally for the weekend: 2 flights boarded, 1 full flight avoided, 1 gate change caught, no app refreshing from him.

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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.