Logo
Amsterdam for Art Lovers Who've Already Done the Rijksmuseum

Jun 1, 2026

Amsterdam for Art Lovers Who've Already Done the Rijksmuseum

The Rijksmuseum is one of the great museums of the world. The Van Gogh Museum is excellent, particularly for understanding the arc of his development rather than just seeing his most famous paintings. The Stedelijk is the right museum for 20th-century modernism in the Netherlands. If it's your first trip to Amsterdam, these three form a legitimate foundation. But Amsterdam's art ecosystem extends well beyond its anchor museums, and the city has specific strengths — in contemporary art, in photo

By Martin Zokov
London for Foodies Who Are Done With the Same Recommendations

May 28, 2026

London for Foodies Who Are Done With the Same Recommendations

Borough Market appears on every London food list ever written. Dishoom has a permanent queue. Afternoon tea at a grand hotel is booked weeks in advance. These are all genuinely good; they're also what every food-focused traveler does in London. If you've been once, you've ticked the boxes. If you're going back, the question is what comes after the boxes. This is a guide for the second visit, or for the traveler who already knows what they want and wants to find the version of London that matche

By Martin Zokov
AI Trip Planners Built Around Interests: What Separates Them From Generic Tools

May 25, 2026

AI Trip Planners Built Around Interests: What Separates Them From Generic Tools

The first generation of AI travel planners all solved the same problem: speed. Type in a destination, get an itinerary in 30 seconds. Compared to spending three hours reading travel blogs and compiling a spreadsheet, this felt like a significant improvement. The problem is that a fast itinerary built for a hypothetical average traveler is only marginally better than a slow one. You're still getting recommendations calibrated to everyone, which in practice means calibrated to no one in particula

By Martin Zokov
Wanderlog Is Good at Some Things and Bad at Others — Here's the Honest Breakdown

May 18, 2026

Wanderlog Is Good at Some Things and Bad at Others — Here's the Honest Breakdown

Wanderlog has become the default recommendation when someone asks "what app should I use to plan a trip?" It's free, it works on mobile, it imports your flight and hotel confirmations automatically. Those things are genuinely useful. But the people who love Wanderlog and the people who find it frustrating are often using it for completely different things — and understanding that distinction will save you from building a plan around a tool that doesn't fit what you're actually trying to do. Wh

By Martin Zokov
Trip Planning Apps All Look the Same Until You Ask the One Question That Separates Them

May 14, 2026

Trip Planning Apps All Look the Same Until You Ask the One Question That Separates Them

There are now at least a dozen apps that will generate a multi-day trip itinerary from a text prompt. Most of them look similar in the demo: type a destination and dates, get a day-by-day plan with maps. The differences that matter aren't visible until you ask one specific question. The question is: does this app know anything about what's happening during my specific travel dates? Why This Question Divides the Market Every trip planning app can tell you about permanent attractions. The Colo

By Martin Zokov
How to Actually Evaluate an AI Trip Planner

May 11, 2026

How to Actually Evaluate an AI Trip Planner

AI trip planners are easy to evaluate badly. You type in a destination, the app generates a polished multi-day itinerary with a map, and it looks impressively useful. What you haven't tested is whether the plan is any good for you, on your dates, with your actual interests — which is the only thing that matters. Most of the differentiation between trip planning tools is invisible in a five-minute trial. Here's how to find it. Test 1: Change the Dates Take the itinerary you just generated and

By Martin Zokov
TripAdvisor's AI Itinerary Tool Is Not What You Think It Is

May 7, 2026

TripAdvisor's AI Itinerary Tool Is Not What You Think It Is

When TripAdvisor launched its AI itinerary planner, the pitch sounded almost unbeatable. The world's largest collection of travel reviews combined with AI should, in theory, produce better travel plans than smaller tools ever could. That assumption makes sense on the surface. In practice, the reality is more complicated. If you've tried TripAdvisor's AI trip planner and felt strangely underwhelmed by the results, the issue usually is not that the recommendations are bad. It's that the tool is

By Martin Zokov
Why AI Trip Plans Feel Generic Even When You Tell the AI Your Preferences

May 7, 2026

Why AI Trip Plans Feel Generic Even When You Tell the AI Your Preferences

You tell the AI you're interested in street food, local music, and avoiding tourist crowds. It produces an itinerary that includes the city's most-reviewed food market, a famous live music venue that appears on every "best of" list, and a neighborhood that every guide book describes as "off the beaten path" while recommending it to hundreds of thousands of readers. This is a specific failure mode of current AI trip planning, and it's not a bug in the traditional sense. It's a predictable conseq

By Martin Zokov
The Wrong Question Most Travelers Ask Before a Trip (And a Better One)

May 4, 2026

The Wrong Question Most Travelers Ask Before a Trip (And a Better One)

"What should I do in [city]?" is the default question travelers ask when planning a trip. It gets typed into search engines millions of times a day. It prompts guidebook chapters, travel blog posts, and AI itineraries. It is, in almost every case, the wrong question. Not because it's unhelpful — the results are often technically accurate and sometimes genuinely good. But because it's asking the city to define your experience of it, rather than asking yourself what kind of experience you want.

By Martin Zokov
Showing 9 of 62 posts • Page 3 of 7