Check visa rules for a trip to Puerto Rico with ChatGPT and miss the flight

Check how long you can stay in a country visa-free, after ChatGPT gave the wrong limit (failure)

Samantha Miasnik, a Kazakhstan citizen living in Armenia, asked ChatGPT how long they could stay. ChatGPT said six months; the limit was three, which Miasnik found out too late. By then they had overstayed by three months and had to plan a visa run to Georgia and back, with a risk of being refused re-entry because of the overstay.

Get about 70% of a visa application done with Meta's Muse agent, then finish the uploads and one flight by hand (partial)

Ha Tran Nguyen Phuong used Muse to apply for a visa. It booked a refundable multi-leg flight and a refundable hotel, got the bank statement, dug through email for papers such as the passport photo and I-94, wrote a day-by-day itinerary and filled in the online form. But it couldn't size the passport photo (made from a selfie with ChatGPT) to fit the frame or upload most of the files; one field accepted only JPG, not PDF, and images had to be under 2MB, so they had Muse convert and compress files. Muse also missed extra documents and flights the instructions required, and bot detection stopped it booking one flight. Muse did about 70% of the work and they still spent about an hour on it.

Check a visa rule with a quick Google Gemini answer, and get denied boarding to Honduras

Daniel Ross, a UK citizen travelling through Central America, was in Medellín when they realised they hadn't checked whether Honduras needed a visa. They searched in Chrome on their phone, and Google's Gemini answer said US, Canadian, UK and EU citizens don't need a visa for tourist stays of up to 90 days. They took its word for it. At the airport the agent asked for a visa, and the UK government's travel page showed one was needed, obtainable only at a Honduran embassy. Airline staff helped them rebook to end in Panama instead. The mistake cost $457, and Ross says they will stick to official sources for visa rules.

Avoid the wrong travel insurance for a student abroad with ChatGPT

The poster's son, a Canadian studying in the U.S., was travelling overseas, and the poster almost bought travel insurance out of habit. ChatGPT pointed out the key issue: for this cover, residency mattered more than citizenship. They compared options and chose IMG Patriot International.

Get back to the US without a passport book after being denied boarding, with Grok's plan

Denied a flight back to the US because they only had a passport card, not the book, a traveller asked Grok what to do. The traveller says it suggested taking an Uber to the border, linked them with a private car from the border to the airport, said which security checkpoint to use and calculated the travel time; they missed the first flight but caught the layover after a 4-hour drive.

Ask ChatGPT whether a Schengen visa biometrics waiver applies, and miss the renewed-passport catch

A client applying for an Austrian Schengen visa asked ChatGPT whether biometrics were mandatory. It said they can be waived if you've had a Schengen visa in the last five years, allowing a third party to submit. Visa professional Chandan Pandey noticed the client's previous visa was in an old passport, and the waiver requires it to be in the current one. Pandey refused to submit it on the client's behalf; the client went for biometrics in person and confirmed the rule. Pandey says relying on ChatGPT's answer would have meant a rejected application.

Compare Disney World trip budgets from three AIs with ChatGPT, Gemini and Perplexity

Amanda Caswell gave ChatGPT, Gemini and Perplexity the same prompt: plan a five-day Walt Disney World trip for a family of five flying from Philadelphia, from March 30 to April 3, 2027. ChatGPT came in cheapest, suggesting about $8,500, but its hotel estimate was far too optimistic for those dates. Gemini estimated $10,050 to $13,350 after noticing the dates fall just before Easter Sunday 2027, in a busy spring-break period, and that kids 10 and older pay adult ticket prices. Perplexity's full estimate reached $10,545 to $13,955, more than $5,000 above ChatGPT's figure, and Caswell liked its itinerary best. Caswell judged that Gemini wins on budgeting. When shown the other two estimates, ChatGPT revised its target to about $10,000, with $11,000 available.

Win hotel and airline refunds after a medical trip cancellation with ChatGPT

A Reddit user had to cancel a trip to Medellín, Colombia, at the last minute because of a sudden medical emergency, and the hotel and airline both refused refunds. The traveler told ChatGPT about a generalized anxiety disorder diagnosis backed by a doctor's note, and it read the policies of the airline, the hotel and Expedia and drafted a refund letter. The hotel agreed to a refund. The airline said it only refunded 'due to death or terminal illness', so ChatGPT wrote a second letter on how the condition affected flying, and an hour after it was sent, the airline changed its mind. The traveler says ChatGPT saved about $2,500.

Plan a five-country family trip with Gemini, despite some wrong tips (partial)

Manish Kurse planned a family trip through France, Germany, Luxembourg, Belgium and the Netherlands with little kids and several families, testing Gemini and ChatGPT along the way. A detailed prompt in Gemini Canvas, covering needs like vegetarian food and kids in strollers, produced a day-by-day itinerary that saved hours and was updated as plans changed. On the road, the AI helped with a lost parking ticket at an Amsterdam P+R, Brussels metro tickets and questions at the Louvre. But a highly recommended Paris creperie was closed, a pizza tip 'didn't sell pizza', and a chairlift in Cochem was shut. Google Maps mostly had it right; 'even Gemini gave the wrong answers.'