How to Travel When You Need to Keep Everything Under Control

24 September 2026

If you’re the kind of person who plans every detail — the so-called ‘Type A’ — you’re likely to arrive at each destination with an hourly itinerary, the bookings confirmed, and three backup options in case something goes wrong. This guide isn’t going to change your nature, but it may make you question whether you truly enjoy the vacation or simply return home with another well-executed project. Planning isn’t the problem; the hard part is not knowing when to stop planning.

There is a fine line between preparing a trip and turning it into a list of obligations that often exhausts the whole group. When the itinerary stops being a tool and becomes an Excel project with complicated calendars, that suffocating feeling appears, the sense that every activity must justify its place in the day. It’s normal to think you have to see everything just in case you don’t return, or to fall into the tourist productivity of 25,000 steps and six neighborhoods in one day. But travel doesn’t always work like that, and sometimes the best experience is precisely not optimizing.

The urgency of calculating every step.

The itinerary with gaps

The solution isn’t as radical as it might seem; it doesn’t require tossing the itinerary in the trash or reaching every destination without any plan. It involves reserving a space for not planning, leaving gaps intended to flow, such as a morning without an alarm, an afternoon when you only know which neighborhood you’ll be in, or a day without a chosen restaurant. They aren’t a wasted time; they are an invitation to something unplanned happening and to letting yourself be surprised. Often, the best part of a trip can occur precisely in what wasn’t on the agenda.

Aoife Brennan

I write about culture, gastronomy, and lifestyle with a deep interest in the places, people, and traditions that shape how we live. I am drawn to stories that feel thoughtful, vivid, and rooted in real experience, whether they begin in a gallery, around a table, or in the rhythm of everyday life.