2026-07-28 · 8 min read
Same six cities, same total distance — one direction wrapped up with a single overnight train home, the other needed two connections and burned an extra day. We tested the same loop multiple ways to find out when reordering actually saves time or money, and when it just moves the cost around.
2026-07-26 · 8 min read
Open-jaw sounds like it should cost more than a round trip. Usually it doesn't — booked right, it's priced close to half a round trip each way. Here's when that math holds, when it breaks down, and the costs people forget to add back in.
2026-07-26 · 8 min read
Most multi-city trips don't fall apart because of too few days — they fall apart because every stop got the same amount of time regardless of what it needed. Here's how many cities actually fit into 7, 10, or 14 days once you count nights instead of days.
2026-07-23 · 10 min read
Fifteen minutes is usually all it takes for a trip to fall apart — a bus schedule that quietly changed, a ferry timed too close to a flight, a checkout that doesn't account for a 6am departure. Here's how much buffer each type of connection actually needs, and where people most often cut it too close.
2026-07-22 · 9 min read
AI travel planners hand you a polished, confident itinerary in under a minute — which is exactly the problem. Here's the three-part check (accuracy, feasibility, and hidden risk) for catching the mistakes before you book around them.
2026-06-03 · 8 min read
Planning a trip is fun. Wanting your itinerary to actually work is another. Here's how to pressure-test an itinerary across 10+ dimensions before you leave home — and what we found when we ran a real 16-day Japan trip through it.