Two Maui expedition leaders on a beach in the Maldives
Expedition leaders

Become an expedition leader

You can only understand our way of traveling by living it. In the water, at the table, and in the quiet moments in between. That is why every future leader joins an expedition first.

Guest first

Every leader joined an expedition as a guest before leading one. No exceptions.

No job posts

We do not hire from a CV. We meet future leaders on the boat and in the water.

Small groups

You lead 8 to 12 travelers, each one hand-picked by application.

Never alone

Every expedition is co-led with the most experienced local guides in the region.

The path

How you become a leader

There is no cold application to fill in. The way in is simple, and it always starts the same way.

Maui tote bag on the beach

Step 1

Join an expedition

Come as a guest and live a full trip with us. It is the only real way to know how we move.

Two travelers laughing in front of a mural

Step 2

Just be yourself

There is no test. We share the experience and see if there is a natural match.

Maui crew waving on a tropical beach

Step 3

Apply after your trip

If it clicks, you apply. We talk it through and match you to a future expedition to co-lead.

What we look for

A few things that matter

We do not post job openings. We meet future leaders on the boat and get to know them in the water, at the table, and everywhere in between.

A creator's eye

You capture the trip: photo, video and story. Great content is the part we value most.

First-aid ready

An EHBO or first-aid certificate, or the willingness to get one. Small groups, remote places.

A natural host

People feel at ease around you. You read the room and bring the group together.

Maui leaders checking a drone shot on the beach

Good to know

The honest details

No fine print and no pressure. Here is exactly how it works.

All questions →

Is there a deadline to apply?

No. There is no application window and no rush. Travel with us first, and apply whenever it feels right.

Do I need a first-aid certificate?

It helps, but it is not a must on day one. The willingness to get one is enough to start the conversation.

Can I talk to someone first?

Of course. Been on an expedition already? Message Kenny on WhatsApp or book a one-on-one call, and ask anything.

What if this role is not for me?

Majortale, our sister company, hires photographers, hosts and more. Have a look at majortale.com.

Kenny, co-founder of Maui

It starts with one expedition.

There is no shortcut, and that is the point. Join an expedition, live it, and find out if leading is for you.

© 2026 Maui Travel · All rights reserved