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Airbnb crossed into rental cars, boutique hotels, and trip services — turf that Expedia and Booking have used for years to lock in travelers. At the same time, Google named hotels as the next category for its AI shopping infrastructure, and Expedia began opening its inventory so partners' AI agents can book through it directly. Everyone is building for a trip they want to own end to end.

But Expedia is also preparing to market to the bots, not just travelers — what it calls B2A, business to agent. The catch: only 2% of young leisure travelers will let AI book for them. What it takes to build in a landscape that's shifting this fast is the focus of Skift's Data + AI Summit, June 3 in New York.

This June, join us at Skift Data + AI Summit along with leaders from Sierra, Booking.com, Marriott, Amadeus, Mews, Curacity and other top executives who are pioneering the use of artificial intelligence in travel.

WUNDERKIND + SKIFT

AI decisioning is only as smart as the data it sees, and most travel brands are flying blind on 70-95% of their site traffic. A new Wunderkind guide makes the case that identity is the missing layer between AI and real performance.

EDITOR’S PICKS

B2A? AI Agents Are Travel’s New Audience — And They Don’t Care About Brands

May 22, 2026

Brand recognition, a cognitive shortcut for human buying decisions, means nothing to AI agents that can reason through every option every time. That's shifting travel's entire marketing apparatus.

Expedia CEO Ariane Gorin: The B2B-B2C ‘Flywheel’ and AI’s Impact on How We Build

May 22, 2026

Gorin thinks Expedia's consumer businesses are vital cogs in the machine. But can she jumpstart their growth?

Brian Chesky on Boutique Hotels vs. Chains, Taking on Expedia and Booking, and Where Airbnb Has Stumbled

May 21, 2026

Chesky is moving fast on services, creators, and boutique hotels, and is also willing to say out loud where Airbnb has been "asleep at the wheel."

Expedia to Launch Agentic AI Tools for B2B Partners

May 21, 2026

Expedia hasn’t said much publicly about when its B2B MCP server will arrive. Now an executive says it’s expected in months — a key step toward letting partners’ AI agents connect directly to Expedia’s travel inventory.

Airbnb Adds Rental Cars, Stepping Onto Expedia and Booking’s Turf

May 20, 2026

Airbnb’s annual Summer Release announced a scatter shot of updates and additions, instead of one big bet. Many of them – including the company’s first foray into rental cars – cross squarely into legacy OTA territory.

Google Names Hotels as Next Vertical for Agentic Shopping

May 20, 2026

Google has been building toward agentic hotel booking in plain sight. Now it's said so out loud.

Uber CEO: Is AI Really Improving People’s Lives?

May 19, 2026

There's an AI backlash coming, for sure.

Expedia CEO Ariane Gorin on What Companies Get Wrong About AI Chatbots

May 19, 2026

Roamie became a victim of test-and learn. Expedia found that a chatbot that's an end-to end solution isn't practical for now — but it might be in the future.

Expedia Pushes Meta, Uber, and Clear Partnerships to Own More of the Trip

May 19, 2026

Expedia isn't reinventing the OTA. It's stretching the definition — upstream into inspiration, downstream into day-of-travel — so booking becomes one stop in a longer relationship.

SKIFT RESEARCH

How are public travel tech companies performing around the world? The Skift Travel 200 pulls the data you need to know to understand the market. Paid subscribers get full access here.