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Mary Masterson

Senior Travel Designer•37 countries visited

Mary Masterson Portrait

Mary’s career in travel has taken her across more than 50 countries, from the beaches of Thailand to the wilderness of Nepal, and from the remote Galápagos to the souks of Marrakech. Years spent living and raising her children in Argentina gave her unrivalled knowledge of Latin America, while her passion for discovery continues to draw her to destinations with soul and space — from Patagonia and Oman’s desertscapes to Cape Town’s Winelands and the islands of the Indian Ocean.

What sets Mary apart is how she designs. She brings empathy, intuition, and impeccable taste to every journey, ensuring each itinerary strikes the right balance of immersion and ease. Clients value her instinct for the details that matter: a favourite champagne waiting on arrival, a sunset dinner on a clifftop terrace, or a starlit evening under desert skies.

An adventurous soul, Mary has paraglided into Zighy Bay, fly-fished in Argentina, and paddled through Borneo’s jungles. She delights in finding new islands before the crowds — like Holbox off the Yucatán Peninsula — yet equally treasures favourites closer to home, such as the Greek island of Spetses. Whether a once-in-a-lifetime safari, a family escape to the Indian Ocean, or a gastronomic journey through Cape Town, Mary crafts each holiday with quiet consideration and enduring care.

A team of experts

We believe that our personal touch delivers where technology cannot, as every OROKO journey begins with a personal consultation. Searching online for the best places to travel and stay can be overwhelming, one thing we can offer is time. All you have to do is have a great conversation with us and let us plan your perfect trip, down to the smallest detail.

Ciara Donnelly

Travel Designer

For Ciara, the most memorable journeys are rarely about seeing more. They are about feeling connected to a place, its people and its rhythm.

Bob Haugh

Founder

Bob has turned a lifelong passion for exploration into building OROKO. An avid motorcyclist, he values journeys that flow seamlessly, where time feels well spent and every detail matters.

Cailin Circle

Cailín Keaney

Managing Director

Cailín is drawn to travel that feels considered — journeys shaped with intention, rhythm, and an understanding of what people need from their time away.

Travel Designer Rhiannon Glesson

Rhiannon Gleeson

Travel Designer

For Rhiannon, true luxury lies in slowing the pace and discovering a destination’s quieter layers.

Aisling O’Carroll

Senior Travel Designer

Having explored over 40 countries, Aisling curates itineraries that reveal culture in depth, from galleries and performances to history and ritual.

Conor Magee

Senior Travel Designer

With more than three decades in luxury travel, Conor has a rare ability to pair wild landscapes with quiet refinement.

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