The AI Travel Company

Building the next generation of trip booking and planning

After returning from a solo trip through Europe, Founder Connor Wilson had the realization that life was more rewarding in person. He had enough of “social” media truly meant to manufacture FOMO to keep people online and sell them ads. Frustrated by the lack of tech designed to bring people together to discover and share memorable moments in the real world, Connor teamed up with co-founders Yu-Wei and Avinash to realize the belief that technology should enable real-life experiences, not impersonate them.
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Since launching in 2022, that ambition has centered on travel, building the platform for global travel experiences. Built for today’s tech, the heart of it all has always been this: helping people live happier lives through shared experiences. It’s why we design tools that make it easy to discover, plan, book, and share trips. The most meaningful moments don’t happen in apps; they happen with the people you share them with in the real world.

Backpacker-founded, designed in Vancouver

Backpacker-founded and Vancouver-based, we’re rethinking social tech by building tools that turn online plans into offline adventures. Our mission is to make meaningful connections easier. From spontaneous road trips with friends to company retreats that actually bring teams together. Built on the West Coast, we live and breathe the Pilot lifestyle: constantly planning, road-testing features on our own escapes, and turning group chats into unforgettable journeys for consumers and businesses alike.

Everything you need to make trips happen

We know OTAs have made planning trips a mostly chaotic experience, but it doesn’t have to be.

Our product ethos of building a hub for you and your group’s travel experience is rooted in three principles: collaboration, centralization, and simplicity.

Built for large groups and solo dreamers alike, Pilot combines beautiful design with powerful functionality, helping you book, plan, and share trips in one seamless space. Whether it’s your first backpacking trip or your fiftieth team offsite, from daydreaming to departure, Pilot supports you (and 40,000+ others) every step (and stopover) of the way.