Travel Massive, Stripe and Magpie Travel Inc. AI Workshop: Building The Agentic Travel Journey Live.

Watch and collaborate in an AI-native travel booking experience being planned, built and connected live.

What happens when you bring together travel leaders, AI practitioners and builders and give them an afternoon to actually build the future of travel?

Join Travel Massive, Stripe and Magpie Travel Inc. for a hands-on, live build session exploring what an AI-native travel booking experience could look like, from the first product idea through to discovery, hotel or experience inventory, booking and payment.

We’ll start with a blank sheet of paper and work towards a functioning hotel booking experience, showing how AI can help shape the proposition, create the product, connect inventory, make the experience discoverable and ultimately enable a secure payment.

But this is more conversation than coding demo. As the product takes shape, a panel of industry experts will unpack each stage of the build, debating the big questions along the way, from discoverability and connectivity to integrating third-party partners and payments. Expect plenty of back-and-forth, differing perspectives and room for the audience to jump in.

You can build alongside us with your laptop, or simply come ready to watch, question and challenge the people doing the building.

What we'll explore

✔ How an AI-generated experience can connect to real travel inventory and other data sources, and what structured information agents need to search, compare and act.

✔ What it means to become agent-ready as AI changes how travellers discover hotels and travel products, and the practical steps brands can take now.

✔ How secure payments, customer consent, authentication and fraud controls fit into an agent-led booking journey.

✔ Once building and connecting travel experiences becomes dramatically easier, where does differentiation come from? And what could this mean for OTAs, hotels and travel platforms?

A live build, not a conference

This isn't a general introduction to generative AI, a hardcore coding workshop or a series of disconnected panels.

Instead, we'll follow one challenge from company context → product → build → inventory → discovery → booking → payment, making the connections between each part visible.

Some things will work. Some things will break. Some will be experimental.

The afternoon is designed for travel leaders and practitioners who want to understand what is possible now, not simply hear about what might be possible in the future.

Who should join?

Travel and hospitality leaders, marketers, product teams, digital and ecommerce specialists, distribution professionals, technologists, founders and anyone thinking about how AI will change the way travel is discovered and booked.

You'll already be confident with AI tools and prompts, and maybe have build your first agent.

If you're building, bring a laptop. If you're leading, bring your questions.

The afternoon

13:30: Arrival and a light lunch
Meet fellow attendees, grab some lunch and get set up.

14:00: Welcome from James Lemon, Global Lead - Hospitality, Travel & High Growth Industries, Stripe and an introduction from Christian Watts, Founder of Magpie Travel Inc., revealing the end-to-end experience we're going to build.

14:15: Chapter 1: From company context to product
Define the traveller, proposition and booking journey, then use AI to turn the thinking into a structured product brief and build plan.

14:50: Chapter 2: Build & connect
Move into the build environment, create the first experience and connect it to hotel inventory and complementary travel data.

15:30: Mid-build checkpoint

15:40: Chapter 3: Make it discoverable
Test how AI understands the product and explore what hotels, OTAs and travel brands need to do to become genuinely agent-ready.

16:10: Chapter 4: Get paid safely
Take the journey from recommendation to confirmed booking, exploring payment, consent, authentication and fraud in an agent-led world.

16:35: The reveal and follow up discussion
See the completed experience and step back from the build to ask the bigger question: if AI makes creating and connecting travel products dramatically easier, how will travel businesses differentiate?

Come curious. Leave with something useful.

Whether you're responsible for a travel brand, building the next generation of travel technology or simply trying to work out what all this means for your business, you'll leave with practical workflows, a clearer understanding of the AI-native booking journey and ideas you can take back to your own organisation - And, hopefully, in Travel Massive fashion, a few new people to build the future of travel with.

Important details

📍 Address: Stripe's London HQ, 5th Floor, 201 Bishopsgate, EC2M 3UN
Map link: maps.app.goo.gl/KobbJHGLd838Nvei9
🗓️ Date: Monday 2nd November 2026
🕕 Time: 13:30 - 17:00 (registration 13:30 - 13:55).
✅ RSVP essential

Questions about this event? Please email your event host Matthew Gardiner, Director of Travel Massive London: matthew@travelmassive.com.

Please note: when you register for this event (which must be done in advance) we will also be sharing your details with Stripe and Magpie Inc to allow us to process your registration and facilitate your access to the venue. Please also expect there to be photography at the event.

☐ Want to join us for the evening too? The Travel Massive, Stripe & Travel Trends Podcast event starts at 17:30 and requires separate registration. Workshop attendance does not guarantee entry, so please register separately for the evening event.