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Can Kayak.ai Solve Travel’s ‘Complex Problems’?



Kayak was among the first travel companies to embrace generative AI in 2023, launching a plugin for ChatGPT. That plugin has since been discontinued, but the company has released a handful of other experiments, including a travel search chatbot and a price-checking tool.

Last month, Kayak appointed Yaron Zeidman as its new chief technology officer. Zeidman, previously CTO at Agoda – another Booking Holdings brand – is overseeing the launch of Kayak’s latest initiative: a new AI-powered trip planning site called Kayak.ai.

The trip planner on Kayak.ai primarily includes a chatbot that can search Kayak’s flights and hotels. When a user clicks on a flight or hotel option in the chatbot, it opens a link to Kayak.com.

“It’s still hard to say what exactly the end goal is because I think that all the new AI is still shaping and changi



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