Booking patterns are moving in two directions at once. Some travelers are locking in premium, high-value trips months or even years ahead, while others are waiting until much closer to departure, particularly for shorter trips. It’s what we’re calling travel’s two booking clocks, and it has major implications for tour operators heading into 2027.  

In this month’s Travel Trends Report, Dan sits down with Travis Pittman, CEO and Co-founder of TourRadar, to unpack what TourRadar’s proprietary booking data tells us about the multi-day market. Travis shares how booking windows change based on trip length, price, age and party size, including why shorter trips are being booked later while higher-value and capacity-constrained experiences are selling much further ahead. We also look at the rise of solo travel and small groups, and why flexibility and free time are becoming increasingly important to travelers. 

Hop-on hop-off buses are often a traveler's first introduction to a destination, yet the technology powering that experience hasn't changed much in years. Audio commentary can be expensive to produce, difficult to update, and nearly impossible to maintain across dozens of languages. In this Company Spotlight, Dan is joined by iWander CEO and Co-founder Marius Nigond and CTO and Co-founder Antoine Nigond to explore how AI is transforming sightseeing for operators around the world.

Agentic AI is quickly becoming the difference between a travel experience that feels generic and one that adapts to you in real time. In the final episode of our Agentic AI Series, Dan sits down with three builders deep in the work: Jeff Kischuk, CEO of Tripian, Jessie Fischer, Founder and CEO of GuestOS, and Marius Nigond, CEO of iWander. Together, they break down what “agentic” really means for travel in 2026, AI that can make decisions, not just generate content, and the infrastructure required to make it work reliably and at scale.

We get into tangible use cases you can immediately picture, from iWander creating dynamic, in-destination audio tours and recommendations, to GuestOS running hotel phone lines with AI teammates that capture conversations and turn guest needs into action. We also explore Tripian’s role as the critical data layer, structuring and connecting travel data so AI agents can deliver relevant, contextual, and dependable experiences. For anyone in tours and activities, hospitality tech, or travel startups, this conversation shows how agentic AI can reduce friction while still preserving what travelers value most, meaningful human moments.

Discover the cutting edge of travel on the Travel Trends Podcast as host Dan Christian speaks with Marius Nigond, the visionary Founder of an innovative travel AI startup. Their conversation illuminates the transformative potential of AI in crafting unique self-guided travel experiences.