When I sit in front of my TV, I watch a lot of YouTube. Besides classical music, 1940s educational films, mundane court proceedings, dashcam videos and other odd avenues of exploration, I watch a lot of aviation related content. This kind programming can go lots of different directions including a whole community of content creators who are true AV geeks who go on some truly crazy flights just to explore a plane type, an esoteric route, or unusual airlines, among other things.
One such creator who I watch with some frequency is Noel Philips, a British man living in Houston, who posted a rather fascinating video about 10 months ago, but which I just stumbled across this past weekend. In that video, he chooses the cheapest flight out of his home airport on a given day (in this case it’s Guatemala via Fort Lauderdale) then when he gets to that location, he goes online to Skyscanner and figures out the cheapest flight leaving the next day and then goes there, repeating the process each time he lands. He sets certain rules for himself so he doesn’t backtrack or doesn’t get “stuck” somewhere, but otherwise he really is rolling the dice each day.
I was fascinated by this idea and am hatching ideas to do this at some point. Perhaps when I retire, but maybe sooner. Take a longish vacation with no plan until the day I go. One big difference for me is that I want to spend at least a day or two in each location rather than just overnight like Philips does.
Since I can’t take this kind of crazy trip anytime soon, I decided to go to Skyscanner tonight and pretend I was leaving tomorrow. The results were kind of fascinating. Since Philips’ actual trip took him south of the border and all through Central and South America, I wanted to see where else I could go, so I stuck with the US and Canada and once in Canada decided to hop over to Europe.
Except for the transoceanic flights, almost no flight on my itinerary was over $100. I allowed myself about two days in each location and kept playing until I hit my birthday in mid-August.
Leaving Minneapolis tomorrow this is what my North America itinerary looks like choosing only the cheapest flight from each city:
Denver, CO
Portland, OR
Cincinnati, OH
Houston, TX
Calgary, Alberta
In Denver I could visit the Clyfford Still Museum, Portland is one of my favorite cities, Cincinnati is great with one of my favorite bookshops, Houston would have me at the Menil Collection, and Calgary is totally new to me.
Once out of the US, I only allowed myself one destination in a given country and no repeating countries. The cheapest flight out of Calgary outside North America was London which kicked off my European leg sojourn. (And if I could survive Ryan Air, it was only $18 to go from London to Frankfurt…)
London, England
Frankfurt, Germany
Sofia, Bulgaria (new to me)
Corfu, Greece (new to me)
Turin, Italy (a city I quite like)
Prague, Czechia (haven’t been there in 25 years)
Brussels, Belgium
Stockholm, Sweden (new to me)
Tallinn, Estonia (new to me)
Riga, Latvia (new to me)
Oslo, Norway (new to me)
Copenhagen, Denmark (new to me)
Let me tell you, one could spend a lot of playing this game in Europe, especially if you allowed for repeating countries if not cities. Still, at this point I thought maybe I would shoot for Asia which led me from Copenhagen to Beijing.
With the exception of Bangkok, all of these destinations in Asia where new to me.
Beijing, China
Jeju, South Korea
Taipei, Taiwan
Manila, Philippines
Kuala Lumpur, Malaysia
Singapore
Bangkok, Thailand
Phnom Penh, Cambodia
Ho Chi Minh City, Vietnam
Denpasar, Indonesia
And then, up popped Australia. Darwin was the cheapest, but I thought the choices out of Darwin might be somewhat limited, so I went for the next cheapest which was Perth.
Perth, Australia
Doha, Qatar
Muscat, Oman
Abu Dhabi, UAE
Yerevan, Armenia (I had to avoid some political hotspots)
Larnaca, Cyprus
Vienna, Austria
Dubrovnik, Croatia
Basel, Switzerland
Budapest, Hungary
Bucharest, Romania
Which then landed me in Istanbul on my birthday in August. Of course much of this itinerary, once it hits Asia and the Middle East becomes a little intolerable for me heat wise in the summer. So maybe in real life I would have to make other choices/rules.
I think I have found a new way to waste time.






























































