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We put SkiGB’s AI trip finder to the test — here’s what happened

Type “half-term Feb, budget-friendly, near the slopes” into most ski booking sites and you get a wall of dropdown filters. Type it into SkiGB’s AI trip finder and you get a conversation — one that pushes back, asks the right follow-up question, and comes back with options that actually fit.

What the AI trip finder actually does

SkiGB’s “Find my holiday” tool, live on every page via the sparkle-icon button, isn’t a search form with an AI-sounding name bolted on. It’s a genuine conversational matching engine sitting across our full catalogue of properties. Tell it who’s going, when, and what matters, and it works the trade-offs out loud rather than silently returning a “no results” page.

Here’s a real exchange we ran through it:

Us: “Family of 5 (2 adults, 3 kids ages 6-12), school half-term Feb, budget-friendly, want a pool and short walk to slopes.”

SkiGB AI: Asked whether we were flexible on ski ability level to widen the resort options.

Us: “Open to suggestions, we’re mixed intermediates.”

SkiGB AI: “I’m not finding matches with the current filters — February half-term availability is already tight. A couple of options to try: drop the pool as a must-have (many resorts have public leisure centres with pools nearby), or be flexible on sleeping 5 — would a 2-bedroom property work if it sleeps 5+?”

That’s the bit that makes this more than a filter engine: when the honest answer is “nothing fits perfectly,” it says so and negotiates — instead of quietly showing loosely-related results and hoping nobody notices. Once we agreed to relax the pool requirement, it returned four ranked properties with a straight comparison:

  • A 3-star, sleeps 6, ski-in/ski-out property — the closest match for the short walk to the slopes
  • A budget option from £978/week, sleeps 6, in the same resort
  • A 4-star with extra space for a family of five
  • A quieter, village-feel alternative nearby

Each with live pricing, and a one-click “compare these” view — genuinely useful when half-term dates make availability tight across the Alps.

Why this matters more than another chatbot gimmick

Ski holiday booking is a matching problem with more moving parts than most travel categories: group size and age mix, ability level, resort altitude and snow reliability, transfer time, lift-pass logistics, and budget, all interacting at once. A dropdown-filter search forces the traveller to already know which trade-offs they’re willing to make. SkiGB’s AI trip finder does that negotiation for them — the way a good independent ski travel agent would, but instantly, at 11pm, without a phone call.

It’s available site-wide — the same sparkle button that opens it from the homepage, header and every resort page opens the identical conversational assistant, so wherever a visitor lands, the AI matching is one click away.

✨ Try the AI trip finder

See it in action — screenshots from a live re-run

Words on a page are easy to write after the fact, so we re-ran the exact same half-term family brief live and captured it as it happened. AI responses aren’t guaranteed identical run to run, but the pattern held: a clarifying question first, then honest, ranked options with a one-click compare.

SkiGB AI trip finder opening exchange, asking a clarifying question about ability level
The AI trip finder asks a clarifying question before searching, rather than guessing.
SkiGB AI trip finder showing ranked property matches with a compare-these prompt
Ranked, live-priced matches with a one-click “Compare these” option.

Same tool, same style of brief, captured live rather than quoted from memory — the honest back-and-forth is genuinely how it behaves, not a cherry-picked transcript.

The full negotiation, start to finish

To show what “it negotiates” really means — not just a single clarifying question, but a genuine back-and-forth until it finds something real — we ran the brief again live and let it push back as many times as it needed to. Here’s the whole exchange, unedited, screenshot by screenshot.

SkiGB AI trip finder opening exchange asking about resort preference and children's ages
We asked for a family of 5, half-term, pool, ski-in/ski-out, on a budget — the AI asks two clarifying questions before searching.

We told it we were open to any French Alps resort, gave ages, and added a wishlist most families would recognise: a really large chalet, sleeps 10+, private hot tub, sauna, and ski-in/ski-out, all under £3,000 for the week.

SkiGB AI trip finder explaining nothing matches and suggesting dropping the pool or flexing budget
First honest answer: nothing in the live catalogue matches at that budget. It names the specific trade-off — drop the pool, or expect £3,500+.

We took the suggestion and dropped the pool. Still no exact match — so it tried again.

SkiGB AI trip finder reporting no ski-in ski-out properties for 10 or more and suggesting alternatives
Second round: no ski-in/ski-out properties sleeping 10+ either. It offers two more concrete ways to open up the search.

We relaxed ski-in/ski-out and reduced the group size to 6-8, keeping hot tub and sauna. Still not quite there — a third round of honest negotiation followed.

SkiGB AI trip finder saying hot tub and sauna together are unavailable and suggesting keeping just the hot tub
Third round: hot tub and sauna together still don’t exist in the catalogue at this spec. It suggests keeping the more popular feature.

Three honest “no” answers, three specific, sensible trade-offs offered — not one generic “try broadening your search” message repeated. Once we agreed to the last one, it returned real, ranked, bookable properties:

SkiGB AI trip finder showing four ranked 5-star properties with a compare these four option
Four ranked, live-priced 5-star properties — La Plagne, Flaine, L’Alpe d’Huez and La Toussuire — each with a one-line reason it made the list, plus a side-by-side compare.

That’s the actual difference between this and a chatbot skin on a search form: a generic assistant either forces an exact-match search to return nothing, or quietly loosens criteria without telling you. This one explained every trade-off, in plain English, and let us decide — three times over — before landing on genuine, bookable options.


Curious if it holds up for a completely different kind of trip? We ran the AI trip finder again — this time for a solo, budget-conscious snowboarder instead of a family of five. Read that follow-up test here and see whether the same honest, negotiate-till-it-fits behaviour shows up on a totally different brief.