This article was created in collaboration with Holafly.

In the modern era, the moment a traveler lands in a foreign country, their first instinct is not to find a currency exchange or a taxi stand—it is to reach for their smartphone. This device has evolved into the central nervous system of the modern journey. From boarding passes and hotel confirmation codes to ride-hailing apps, digital payment gateways, and real-time messaging, the entire travel ecosystem assumes a robust, uninterrupted connection.

However, beneath this digital convenience lies a fragile reality. When that connection falters, the travel experience can quickly collapse. A hotel loses its bridge to an arriving guest; a ride-hailing app fails to triangulate a passenger with a driver; an airline’s digital concierge service goes dark at the very moment a flight is canceled.

At the Skift Global Forum 2026, Richard Trinder, Senior Director of Strategic Partnerships at Holafly, a global leader in travel eSIM technology, sat down with Skift intelligence editor Dan Marcec to discuss the growing crisis of connectivity in travel. The core takeaway was clear: While no single entity controls the entire end-to-end journey, the brand equity of every company involved is at risk when a traveler goes offline.

The Evolution of the Traveler’s "Control Center"

The smartphone has transitioned from a tool of convenience to a critical piece of travel infrastructure. As Trinder noted during the forum, it houses digital identity documents, payment tools, and, most importantly, the logistics of the trip itself.

"The smartphone has increasingly become the control center of our lives," Trinder explained. "When the phone cannot connect, much of the trip becomes inaccessible at once. With a boarding pass on the phone, losing connectivity is not just an inconvenience—it is a crisis."

This dependence is backed by decades of consumer conditioning. Travelers have grown accustomed to seamless, on-demand digital experiences in their home countries. They now bring these expectations across international borders, where the infrastructure—often fragmented between roaming agreements and local service providers—fails to keep pace.

Trinder pointed to the "vulnerability zones" of travel: international border crossings, where signal switching often leads to downtime, and airport Wi-Fi networks, which are notoriously insecure, patchy, and prone to cyber threats. These gaps are not merely technical hurdles; they are major pain points that erode customer trust. As Marcec observed, a hotel has no control over an airport’s Wi-Fi outage, yet it is the hotel that faces the brunt of the guest’s frustration when they cannot receive check-in instructions or reach the front desk.

In an industry where "zero tolerance for friction" is the new standard, connectivity failure is a direct threat to brand perception and long-term loyalty.

Connectivity as a Fundamental Utility

To understand the stakes, one must view connectivity not as a premium add-on, but as a basic utility. Dan Marcec aptly compared mobile data to electricity, clean water, and air conditioning in a hotel room: Travelers only notice these things when they are absent.

Trinder agreed, labeling connectivity as a "basic need, just like the air we breathe and the water we drink." For Holafly, this philosophy informs a company-wide mission to provide "peace of mind." This isn’t just about high-speed data; it is about providing a safety net that allows travelers to navigate stressful situations—such as a missed connection or a lost passport—without the added burden of finding a local SIM card or navigating predatory roaming fees.

The practical impact is profound. A business traveler facing a tight deadline or a tourist attempting to contact family during an emergency is already operating under high stress. A connectivity outage at that moment is the catalyst that transforms a minor logistical hurdle into a full-blown emergency. Trinder argues that travel companies have a moral and commercial imperative to pre-empt these moments rather than leaving customers to fend for themselves in an unfamiliar digital landscape.

The Imperative of Collaborative Ecosystems

One of the central themes at the Skift Global Forum 2026 was the quest for "ownership" of the customer experience. Giants like Uber and Airbnb have spent years trying to control every touchpoint. Yet, as Trinder pointed out, the reality of the global travel market is that no single player can own the journey from end to end.

"No one travel provider or travel company in this room owns the journey end-to-end completely," Trinder stated. "We have to partner up."

For Holafly, the path forward involves a paradigm shift in how connectivity is sold. Currently, many travelers treat eSIMs as a separate, often late-stage purchase. Trinder envisions a future where connectivity is "baked in"—integrated directly into the booking process of airlines, cruise lines, and hotel chains. By leveraging application programming interfaces (APIs) and software development kits (SDKs), travel brands can embed connectivity directly into their own apps.

This integration serves a dual purpose:

  1. Value Retention: Brands have invested millions in their proprietary apps. If a user loses connectivity, that app becomes useless. By ensuring the user is always online, the brand maintains its connection to the customer throughout the entire trip.
  2. Operational Efficiency: Integrating data access into the booking flow reduces customer service inquiries related to "how do I get online?" at the destination.

Trinder highlighted the maritime sector as a prime example. Passengers at sea frequently traverse multiple connectivity zones, often losing access entirely. By embedding Holafly’s technology—which covers over 200 destinations—into the cruise line’s digital ecosystem, providers can offer a seamless experience that persists long after the ship has left the port.

Human Intelligence in a Tech-Driven World

While APIs and SDKs are the "plumbing" of this new era, Trinder emphasized that technology alone is insufficient. The success of these partnerships relies on "human intelligence"—the ability of different organizations to sit down, align on joint business plans, and define shared measures of success.

"We need humans to talk to each other in companies," Trinder said. "Partnerships can take multiple forms, and coordinating them requires people to work through the behind-the-scenes complexity so travelers don’t have to."

These partnerships are not just about ancillary revenue; they are about aligning on the "safety net" principle. By establishing shared objectives, companies can ensure that the customer experience is consistent, regardless of whether the traveler is booking a flight or navigating a foreign city street.

Always-On: Building the Future of Resilience

In the face of increasing geopolitical instability and severe weather events, the importance of an "always-on" connection has never been greater. Holafly’s "Always On" service represents a new tier of travel security—a foundational layer of data designed specifically for emergencies.

"Always On will give you that peace of mind that you’re okay," Trinder explained. "You can do the emergency things you need to do."

As the industry shifts toward agentic AI and automated customer service, the need for this foundation becomes even more critical. AI-driven travel assistants are incredibly powerful, but they are entirely dependent on the traveler’s ability to communicate with the service. If the AI is ready to help, but the traveler is offline, the value proposition vanishes.

Trinder believes that by integrating connectivity today, brands are essentially "future-proofing" their AI investments. If the underlying "plumbing" is already in place, the transition to more sophisticated, autonomous travel assistance will be significantly smoother.

Conclusion: The Two-Year Horizon

Looking ahead, Trinder predicts that eSIM connectivity will become as ubiquitous as contactless payments or digital boarding passes within the next 24 months. Just as travelers today tap their phones to board a plane without considering the underlying technical handshake occurring between the airline’s server and the gate reader, they will soon expect their data to be "always on" as soon as they touch down.

Holafly views itself as the "travel companion of the future," evolving beyond simple data provision to become an essential layer of the modern travel stack. For travel brands, the directive is simple: Identify where connectivity gaps exist in your current customer journey, find partners that can bridge those gaps, and stop treating data as an afterthought.

The goal is not merely technical excellence; it is, as Trinder summarized, the creation of a journey defined by ease and peace of mind. In an increasingly complex world, the simplest, most effective service a brand can offer is the assurance that when the traveler reaches for their phone, the world will be waiting for them on the other side of the screen.


To learn more about how to integrate seamless connectivity into your travel brand, visit esim.holafly.com.