We tested AI shopping agents from Amazon and Perplexity to see how they fare helping prepare a family for Iceland's famously fickle Laugavegur Trek. Our quick takeaway? Highly capable LLMs such as Perplexity have the clear upper hand over bots like Rufus, at least for the moment, in providing expert-level guidance for complex purchasing, even if Perplexity's buy flow remains a tad glitchy.