Understanding Guests

The Travel Habits That Stuck Since 2020

Post by
Michael Rouveure

February 25, 2022

The Travel Habits That Stuck Since 2020

Most of what got written about travel trends in 2022 did not age well. I read a lot of those articles back then - "wellness tours are the future," "the era of packed boats is over," "digital nomads will be your biggest customer segment forever." Some of it sounded true in the moment. Almost none of it is how 2026 actually looks. So I figured it was worth writing an honest assessment from someone who has been booking Caribbean tours for the past six years and watching which predictions held and which ones quietly dissolved.

The short version: a few things genuinely stuck. A few things that felt permanent turned out to be a phase. And if you are running tours or charters today, it matters a lot which is which.

What actually stuck: small groups and private charters

This one is real. The preference for smaller, more private experiences that people developed after 2020 did not go away. I've watched it play out on the water here in St. Maarten and heard the same from operators in Barbados, Antigua, and the BVI. Private charters and small-group tours have held a premium they did not have before. Guests will pay more for a private catamaran to Pinel Island than they used to. That is just true now.

What that means operationally: if you are not offering a private or semi-private tier, you are leaving money on the dock. The guests who want exclusivity are real, they are not going away, and they will pay for it. Build the product. Price it correctly.

What stuck: last-minute bookings are the new normal

This one surprised me a little at first, but it makes sense in hindsight. People who spent two years having plans cancelled on them got very good at not committing far in advance. Now roughly 60 percent of bookings I see come in within 48 hours of the trip. Sometimes same day. That window has compressed massively compared to pre-2020.

For operators this is a double-edged thing. Your capacity utilization improves because you can fill spots that would have sat empty. But your planning horizon gets crushed, which puts pressure on staffing and provisioning. The answer is not to fight the behavior - it is to build a booking system that makes a same-day reservation as clean and frictionless as a booking made two weeks out. If your system struggles with last-minute confirmations, that is a cost you are paying every single week.

What stuck: flexible cancellation is now a baseline expectation

Before 2020, a "no refund within 48 hours" policy was standard and nobody pushed back much. Now guests treat flexible cancellation as a basic requirement, not a perk. If your policy is rigid, you will lose bookings to operators whose policy is not. I have seen this play out enough times that I stopped being surprised by it.

The move here is to think about your cancellation policy as a revenue tool, not just a risk management one. Flexible cancellation with credit-not-cash (meaning a reschedule credit rather than a refund to card) keeps the revenue while giving the guest the flexibility they want. Most guests will not actually cancel - they will reschedule. You keep the booking, they feel safe committing. That is the deal that works now.

What stuck: contactless payment and digital waivers

This one I feel personally. When I think about what boat operations looked like before we digitized everything, the paper era is what comes to mind. Aquamania, one of the biggest operators on the island, was running a massive paper-based system before they switched to Junglebee. Clipboards, handwritten booking forms, waivers you had to print and re-print. For an operation their size, the amount of staff time going into just managing paper was genuinely staggering. The check-in process alone involved people stationed at the dock sorting through physical booking slips.

COVID killed the paper era permanently. Guests stopped wanting to touch shared pens and clipboards, and operators who digitized their waivers and shifted to contactless payment discovered they did not miss the paper at all. QR-code waivers completed on a guest's own phone before they arrive at the dock. Card payments processed at booking, not on the boat. This is now the default expectation. Any operator still running paper waivers is operating with a liability and a bottleneck that does not need to exist. The technology to fix it is not complicated. It is just a decision.

What did not stick: "wellness" tours and pandemic-specific niches

I'd say this is where a lot of 2022 trend articles completely fell apart. There was a wave of writing about "wellness tourism" as the dominant travel category going forward - yoga retreats on charter boats, mindfulness snorkeling, that whole category. Some of it happened. Most of it was operators trying to capitalize on a cultural moment that passed.

Travelers are back to wanting great experiences. Full stop. A packed catamaran with good music, cold drinks, and a beautiful reef is not a thing people stopped wanting. They never stopped wanting it. What they wanted during 2020-2022 was safe and controlled. Now that they are not scared, they want fun. The operators who pivoted hard into wellness-only positioning and never came back to their core product are the ones who got hurt. The operators who added a private-tour option alongside their regular open runs - those operators are doing well.

What to keep doing because of what actually stuck

Six years in, here is what I'd tell any operator still making decisions based on what they read in 2022: run your open-boat tours if the experience justifies them. A full catamaran with the right vibe is still a great product. But make sure you also have a private option, priced correctly. Make sure your booking system handles same-day reservations cleanly. Make sure your cancellation policy offers flexibility without destroying your revenue. And if you are still using paper waivers, fix that this week - not because guests are worried about germs anymore, but because it makes your dock operation faster and your liability position cleaner.

The habits that stuck since 2020 are not COVID habits. They are better-product habits. Guests got a taste of operators who actually thought about the experience end-to-end, and they liked it. That is what you are competing on now.

If you want to know how Junglebee handles same-day bookings, digital waivers, and flexible cancellation policies in one place, that is what we built it to do.

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