Kayak’s new campaign highlights travel marketing’s AI dilemma

Traditional booking messages persist as AI reshapes how travelers search and compare trips

Feb 25, 2026

Kayak’s latest advertising campaign promotes smartphone booking and price comparison while largely avoiding references to artificial intelligence, despite AI’s growing role in travel planning. The campaign targets Millennials with familiar messaging about convenience and confidence in deals, even as industry data shows increasing AI adoption for trip research and booking. This contrast reflects a broader marketing challenge for travel companies navigating rapid technological change while still addressing mainstream traveler habits.

Key takeaways

  • AI adoption is accelerating: Surveys indicate roughly one-third of travelers already use AI tools for researching, planning, or booking trips, suggesting shifting consumer behavior.
  • Traditional marketing still dominates: Kayak’s campaign focuses on price comparison and mobile convenience rather than AI-driven discovery or booking experiences.
  • Millennial targeting remains central: The ads aim at travelers aged roughly 24–45, assuming many still rely on apps and metasearch rather than conversational AI tools.
  • Price comparison remains core value: AI’s strength in comparing travel prices overlaps directly with metasearch platforms’ traditional positioning.
  • Industry strategy and messaging diverge: Booking Holdings emphasizes AI innovation at a corporate level while Kayak’s marketing currently avoids highlighting it.
  • Marketing uncertainty persists: Travel brands must balance communicating new AI capabilities with meeting travelers where their current habits still dominate.

Source: Skift

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