Writing · · 2 min read

I had an agent plan my vacation

Three weeks, six cities, one very busy browser

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We're living in a different time, and wow, it's an amazing time.

I'm planning a trip that spans three weeks, about six cities, and three countries. I'm always super type-A with my planning — I almost enjoy the planning process. But in the AI era of 2026, I can take it to another level.

Call it obsessive, but I set up a Wanderlog (great web app for trip planning) and found a way to have an agent drive a browsing session on a headless Mac Mini I keep around for these sorts of long-running tasks.

The problem was the data, not the plan

The bookings live in a bunch of different places. Some hotels went through Amex Travel, others directly with Expedia, tours through independent companies. None of these services have MCP servers or any other sane way to pull the data out.

But I'd already learned this lesson: when an app has no API, drive the browser you're already logged into. Same trick here. The agent drives my authenticated sessions and reads the confirmations right out of the pages.

What it actually did

With almost too much ease, it blazed through and filled in my whole trip — and caught a couple of errors along the way, double bookings and overlapping nights I'd missed myself.

Once the trip was populated, I had it scrape that page and build a Google Map from all of the bookings. To my delight, it filled in and added notes without me asking. Now I have a map overlay of every place we're visiting.

The 10X thing is spilling over

At work I'm already living the 10X life, with agents stepping in to handle all the tedious browser work. Now I'm 10X-ing my personal life too. Any problem, I can find a way to work around it. It's incredible.

It really is an amazing time to be a computer nerd, and a detail-oriented one at that. I'm enthralled by the amount of things I can accomplish now — the world is my oyster. Never in the time I've been working on software did I think I'd be able to do so much in so little time. Ideas or pipe dreams turn into reality in minutes. I can't wait to see what the next year or two looks like.

Now, off to vacation for a minute, trying to resist the urge to drive agents from the beach.

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