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Travel

Trips, bookings and getting around · 176 ideas

Book the airport shuttle I forgot

A traveler planning a trip with AI booked his own flight and hotel, but Dots noticed the shuttle was missing, proposed it with the details they had discussed, and completed the booking form on its cloud computer - after asking him to confirm the same booking three separate times.

Set up a standing 'Hawaii travel conditions monitor' goal: daily 8:00 AM

A Hawaii travel-tips creator, ahead of an Oahu/Maui trip, personalized the AI as 'Mele' and set a standing goal, 'Hawaii travel conditions monitor': daily 8:00 AM PT checks of airfare changes and official travel conditions — weather alerts, airport closures, emergencies — across major islands, with notifications only on meaningful changes. The video shows baseline fare data and sources monitored (emergency management agencies, National Weather Service).

TravelWent wrong

Plan my whole Seattle weekend - and get the day of my flight wrong

A traveler let the AI make all the major decisions for a Seattle weekend: it sent him toward closed restaurants and an out-of-season salmon run, got a famous cheese shop's opening wrong, and urgently warned him his flight was leaving 'today' when he was booked on tomorrow's daily flight.

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

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.

Turn my 200 saved Barcelona reels into a restaurant shortlist PDF

Creator Rahul says that with a Barcelona trip in nine days and 200 saved Instagram reels but no itinerary, he had his AI 'Hal' analyse the saved reels, identify restaurants worth the hype, confirm the selections with him, and deliver a PDF shortlist with recommended dishes. He frames it as hours of scrolling done in minutes.

Plan our Florida skydiving day around flights, kids and the rental check-in

On one voice call, Eric and Jarvis planned a family holiday day in Florida: skydiving availability, airport pickup, three jumpers split across two aircraft loads, two boys waiting on the ground, drive time and rental check-in. They fit the jump into otherwise dead travel-transition time, and the shareable itinerary updated live as Eric revised details aloud, including moving the Everglades leg later.

TravelPartly worked

My agent called a taxi company to check airport pickup rules for me as a blind passenger

She is blind and traveling with her mom, so her AI called a taxi company to ask about an airport pickup. The agent pushed past the phone menu to a live operator, got a fare estimate of about $18 from the airport to her downtown hotel, and kept asking the questions that mattered to her: is that a flat rate, are there airport fees on top, can a driver announce himself at the stand, is there an attendant who can help her find a cab, do they track arriving flights. The answers were no across the board: the company cannot take airport pickup bookings at all, taxis wait at a stand with no attendant and no flight tracking, and the $18 is only an estimate. She shared the full transcript.

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

Add my frequent-flier number to my partner-airline booking

Tech executive Matthew Simari posts that he asked the AI to add his frequent-flier number to an upcoming trip on a partner airline. The AI located the confirmation number in his email, navigated to the booking, added the number, and confirmed completion with him.

Turned her saved Instagram posts into a 4-day Barcelona and Mallorca itinerary

Creator Chanelle Howell connected the AI to her Instagram saved folders; in about 45 seconds it generated a 4-day Barcelona & Mallorca itinerary from her aesthetic preferences, shown as a phone webpage with Day 1 in Barcelona's Gothic Quarter, specific restaurants (Los Caracoles, churros at Masia de Sabor, Tapeo), clickable links, opening hours, and booking options.

TravelPartly worked

Reached Delta's Confirm & Submit screen for a $250 flight-delay claim in

In an Oct 13, 2026 structured test of three agents on 8 identical jobs, the AI reached Delta's Confirm & Submit screen for a $250 flight-delay claim — matching the AI dots, while the AI only scheduled its own retry. The test used a made-up family and nothing was actually submitted.

$250
This only partly worked. Worth knowing before you try it.

Turn my Europe trip notes into live routes in Google Maps

FlipIt's account of Business Insider's reporting describes UX designer Jay Eskenazi feeding his own compiled notes and recommendations into AI during a three-week Europe trip. The AI mapped his points of interest and exported routes into Google Maps, updated afternoon itineraries as plans shifted — accounting for opening hours, ticket availability and real-time events — and surfaced Barcelona festival information not yet fully published in English.

Set up a personalized agent (Mele) to monitor airfare from a baseline

The Hawaii travel account describes testing the AI for an upcoming trip: a personalized agent named Mele monitors airfare against a baseline and checks official travel conditions across the six major Hawaiian islands on a schedule, notifying only on meaningful price changes or visitor-affecting updates. The post carries a paid partnership disclosure.

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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.