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There’s a quiet tremor running through Hawaiʻi’s tours and activities sector, and if TripWorks is reading the room correctly, it could signal something far bigger than a regional reshuffle.

From New York this week, the tours and activities platform issued commentary that reads less like a press release and more like a warning shot. Several major operators in Hawaiʻi have begun reassessing the technology stacks they’ve leaned on for more than a decade, and according to TripWorks, that’s no coincidence.

“Over the past few weeks, Hawaii’s tours and activities sector has seen several major operators rethink the systems they’ve relied on for more than a decade,” the company said, noting the decisions “signal a broader shift in how the market evaluates technology, partnerships, and operational control.”

At the centre of the commentary is TripWorks CEO Aaron Fessler, who didn’t mince words when describing what’s unfolding across the islands.

“Hawaiʻi is entering a new era in tours and activities, and it’s not because of ‘new tech.’ It’s because a mature market is demanding mature infrastructure,” he said.

For years, Hawaiʻi has operated as a tightly wound ecosystem where network effects ruled. The dominant platforms weren’t just market leaders; they were gravitational centres. Once operators plugged into the system, everything revolved around it.

“In markets like this, the ‘king’ doesn’t just win on product. He wins on gravity,” Fessler explained. “Once the ecosystem tips, everything orbits the same centre.”

But gravity, it seems, is weakening.

“That wall is coming down,” he added. “And when network effects break in a high-volume market like Hawaiʻi, the conversation changes fast.”

It’s a telling observation for an industry that has spent years chasing scale at the expense of flexibility. Operators today, Fessler argues, are far more sophisticated and far less patient with outdated sales narratives.

“Operators are sophisticated, experienced, and allergic to primitive messaging. If you show up with ‘get online bookings’ or ‘we have AI,’ you’re missing the mark.”

Instead, the priorities have shifted to something more practical and arguably more overdue: control, transparency and intelligence.

“The reign of the king is ending,” he said bluntly. “The market is opening, and it’s going to be a food fight for the next few months.”

It’s a colourful line, but one that rings true in a sector where distribution dynamics are being rewritten in real time. Operators are increasingly demanding real-time accuracy, connected workflows and data that does more than sit in dashboards gathering digital dust.

“They’re demanding real-time accuracy, connected workflows, and intelligence that turns data into action,” Fessler noted.

The broader implication is that Hawaiʻi may not just be a local shift; it may be a preview.

“My take? Hawaii is the bellwether,” he said. “If you want to understand where the industry is heading, watch what happens when the most demanding markets in North America start rewriting the rules.”

For travel professionals watching from afar, particularly in markets like Australia, where tours and experiences are undergoing their own tech evolution, the message is clear. The old playbook of pushing products and locking in ecosystems is giving way to a more nuanced model built on trust, flexibility and operator-first thinking.

“The old playbook was ‘push your product.’ The new playbook is ‘earn the ecosystem,” Fessler said. “That means building tech for operators who know exactly what they want and aren’t willing to compromise.”

If Hawaiʻi is indeed the canary in the coal mine, the tours and activities sector globally may be entering a period of accelerated reinvention. And for travel advisors, wholesalers, and operators alike, that could reshape not just platforms but also partnerships.

Because in a mature market, power rarely disappears. It simply changes hands.

by Prae Lee – (c) 2026.

Read Time: 2 minutes.

About the Writer.
Prae Lee - Bio PicYou can tell a great deal about a person by how they meet a Bangkok morning. Prae Lee doesn’t charge into it; she glides, unhurried, as if time itself has agreed to behave. There is a calm assurance about her, the sort earned by knowing both your roots and your destination.
A graduate of Chulalongkorn University, she earned her business degree with quiet pride, then further polished it in Singapore and Australia. Travel didn’t change her. It refined what was already there: curiosity, discipline, grace.
Back in Bangkok, she slipped modern life into the family business, mastering social media with an instinct for listening and selling with Thai gentleness.
Prae never seeks attention, yet everything she touches grows brighter.
Now with Global Travel Media, she writes with authenticity, drawing on culture, travel and a rare, steady confidence.

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