A first-person account of testing the AI to fully plan and book a spontaneous trip without doing research: an open-ended goal (good food, beautiful stay, minimal effort). The AI compared destinations, flights, and hotels, noticed the author's saved Instagram folder for Mexico City, suggested ways to use points and travel benefits, and organized everything into a bookable plan — presented as Part 1 of a series.
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.
A man camping in southern Utah woke up to three urgent messages from the AI telling him to get back to town, even though he had not set it to watch the weather. He left, and says he would have been stuck in the desert otherwise.
0507uniuni sent the AI a photo of a license plate and a parking sign. The AI estimated the time needed after a comedy show, found the payment page, and paid for parking through Stripe Link.
In a skit-style demo, her AI Aaron P offered three date options (a wine bar, a BeltLine stroll plus Ponce City Market, a brewery with games); she picked the BeltLine plan and it was locked to her calendar for Sat Sep 26, 4:00-7:00 PM with parking tips and a reminder offered.
Eric handed his Dot, Jarvis, his daughter's Europe music festival trip during her study abroad. Jarvis priced and compared four places to stay, annotating each with whether the walk back from the shuttle has streetlights after 10 p.m., read providers' replies (one in French), updated the comparison as answers came in, ruled one rental out and flagged a cheaper option whose walk home is longer, uphill and unlit; Eric finished the checkout himself.
This only partly worked. Worth knowing before you try it.
Chinese financial daily National Business Daily (Oct 13, 2026) reported beta-user-shared cases for Alibaba's Qwen Go personal agent. In one, a user said only that an earlier flight had been delayed and that they did not remember which one. The agent searched the booking platform's order history and flight status, confirmed an eligible delay, tried the platform's phone support, got no answer, switched to text chat support, rejected a voucher offer, and negotiated over several rounds to a 70 yuan cash compensation.
Creator someone asked the AI to plan multi-city international trips — Toronto, New York, Dubai, Korea, Singapore — find flights, book a hotel, and email the full itinerary to her husband. Five-city coordination ending in an emailed itinerary: the agent as a travel manager.
Sayer PM had the AI book and pay airport parking with Tesla charging, give fall-break flight advice, and compare Ace vs Lowe's prices straight from a receipt photo.