S7/E19 How the Best Experience Operators Are Winning More Bookings with TripWorks

Travel Trends - TripWorks - Aaron Fessler

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A lot of conversations about travel stay focused on the booking process, but the real opportunity begins once travelers arrive. What experiences do they choose? How do they discover them? And how is technology changing the way those bookings happen?

In the second episode of our In-Destination Experiences Series, Dan sits down with Aaron Fessler, Founder and CEO of TripWorks. Drawing on his background in enterprise technology and as the founder of the popular Las Vegas attraction Speed Vegas, Aaron shares a unique perspective on where the tours, activities, and attractions industry is headed.

Together, they explore the consumer trends shaping travel in 2026, from the growing demand for personalized experiences and flexible booking options to why more travelers are planning their activities before they even leave home. Aaron explains why operators need to think beyond simply managing bookings and instead focus on growing revenue through better customer journeys, smarter marketing, and direct bookings.

The conversation also takes a deep dive into distribution, the evolving role of OTAs, and why striking the right balance between third-party channels and direct sales has never been more important. Looking ahead, Dan and Aaron discuss how AI-powered discovery, chat-based trip planning, and agentic commerce could fundamentally reshape how travelers find, book, and experience activities in the years ahead.

Thanks to Pernod Ricard for sponsoring this series!

👉 Listen to How the Best Experience Operators Are Winning More Bookings Now

🔥 Special Thanks to our Season 7 Title Sponsors for their Support: Bokun, Civitatis, Intrepid, Kaptio, Propellic and Protect Group

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