Digital Travel Assistant

We’re back from our trip to Iceland & Ireland.  We were only gone 12 days, but that was the perfect amount of time for those two countries in one trip. .


When we got home, we were marveling at how much easier travel is now compared with 10, 20, 30 years ago.  We’ve gone from having to buy American Express Travel Checks before we leave to simply tapping our iPhone to pay for things as we go.  On this trip we only stopped at a ATM machine once – to get 100 euro to cover simple tipping occasions.

It’s not just paying that is made easier with technology.  The best I can remember, the last trip I had paper airline tickets for was in the early 2000s, the last time I brought a CD player was around 2006, the last camera I brought with me (SLR) was around 2008, I started using Uber about 2012, and employing Apple CarPlay for maps & Spotify in rental cars since at least 2016.

This trip was unique because now AI has really become integrated into our travels.  I’ve had my ChatGPT account since 2022, but it’s really become a travel essential for me now.  It helped me plan the trip & itinerary before we left in hundreds of ways, and is now a hand-held travel companion.  

Here are four ways we used it regularly on this trip …

First, it’s become my travel guidebook.  I like Rick Steves’ tour books, but they are clunky to carry around and sometimes out of date.  On this trip, I would simply say, “We are at the entrance of St Patrick’s Cathedral in Dublin.  Tell me 8-10 things we should know about the history or sights inside before we enter.  Put them in a logical order to walk between them.”  No more clunky book.

Second, we started “talking” with AI in the rental car.  As we were driving between towns – say Killarney and Kenmare, we could simply say, “Siri, me about Irish folk takes like leprechauns and faeries?”  CarPlay would engage ChatGPT and “speak” us the answer in a very conversational way.  We could ask unlimited follow-up questions or easily jump to different topics.  Real conversations.  We even specify when we want a short answer (“50 words”) or a magazine article (“400 words”).

Next, I used it in editing photos.  Oftentimes you are going quickly through a sight and get a blurry shot or a shot with a lot of people in the way.  Now I simply say, “Make less blurry, remove the lights or glare from the photo, or remove the people standing behind the harp”.  ChatGPT is very good at this and the AI built into Apple AI is helpful, too.

Lastly, I upload pictures of things we are looking at and don’t understand for a quick, smart explanation.  “Tell me about this ship & flag (Lithuanian Navy in Reykjavik).  Explain the drum that musician is playing (a Gaelic Bodhran).  Tell me about Molly Malone (the ‘Tart with a Cart’)”.   

Once, we were at a Pub in Cork and I took a picture of the soccer game on TV and asked it to tell mw about it.  AI explained which team were playing, what tournament they were in, and who some of the star players were.  It was clever enough to even tell me that the Irish people in the pub were probably cheering for Aston Villa, as their team has had a lot of Irishmen in the past and their captain is a Scotsman John McGinn.  Sure enough #7 scored the next goal!

We have T-Mobile and simply bought a $75 upgrade to unlimited data for the trip on our phones.  The only issue we had was maintaining battery life for all of the things we were using them for (especially pictures).  For that, I have a little battery brick that I brought with me to charge when we were out-and-about.  A little clunky, but not bad.

Are you integrating AI into your travels?  What other technologies are you now using when on holiday overseas?

Image: Pixabay

4 thoughts on “Digital Travel Assistant

  1. I read your stuff often and enjoy it – but, as a Scotsman, I had to interject about chatGPT’s hallucination – John McGinn, the captain of Aston Villa, is absolutely 100% Scottish. And he’s one of the good ones that we would claim! Glad you enjoyed your travels, Ireland is beautiful!

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    1. Oops … yes! I got that wrong, not ChatGPT. Duly noted. My wife’s patriarchal ancestry is Scot – that’s why we were cheering for him!

      Here’s what AI wrote …”There’s a long-standing Irish connection with Villa. In the 1990s they had prominent Irish internationals including Paul McGrath, Steve Staunton and Ray Houghton, which created a sizable generation of Irish Villa supporters. The Irish Times has even written about Villa’s unusually strong Irish fan-club network. And Villa captain John McGinn is Scottish, which doesn’t hurt their “closer-to-home” appeal versus a Belgian club. He scored Villa’s first goal tonight.”

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  2. Some things are better about using AI / the internet and some things have gotten worse. My wife planned our honeymoon and my first trip to Europe. She spent a couple lunches working with a travel agent next to her hospital to plan the trip. Our honeymoon was in 1994 before the European Union, and you had a lot of currency changing to do. One of my highlights was getting to take the TGV (which I had always heard about) from Paris to Geneva. Flying was much better back then; you got a meal on almost every flight. A good travel agent could do a lot of the heavy lifting for you. I traveled a lot for business, and it think it was a real time saver. The good part about not have a cell phone in your pocket is you could totally be in vacation mode.

    The traveler has a lot more information available now, but I expect many if they are like me will spend a lot more time exploring options. Cell phones are great for GPS, ticketing and searching details about where you are going and you can take pretty good photos too. The downside is you cannot be totally offline. The flying experience has really degraded over the past couple of years unless you get Business or First Class, and then it still may not be as good as it was back in the day.

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  3. We find that we rarely use phones or tablets except where we have free WiFi when traveling. Yes, there are adjustments as the US markets open later in the day when in Europe. Photos can be uploaded to Facebook when recovering in hotel room. I do download maps without the need for detailed on the go instructions and sometimes take a longer route, that is getting slightly lost but that is the fun of exploring on foot.

    We head to Italy next month and I have 52 Euro in my travel wallet and that should suffice, but I will likely pull 100 from an ATM, I love the tap my card technology

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