Hey, I'm Steph.

Founder, curator, and the person who handles everything so you don't have to.

Jaiye means enjoy life. That is not a brand name. It is a life philosophy.

I am Regina Stephanie Jaiyeola, known professionally as Regina Jaiy, known personally as Steph. I am a Nigerian-British creative, traveller, and the founder of Jaiye Journeys. I built this for people who love to travel but hate the logistics. People like me.

My Story

I have always been a traveller. Growing up in a Nigerian family where movement was part of life, I learned early that travel is not just about the destination, it is about what it does to you. The way it shifts your perspective, expands your world, and reminds you what actually matters.

My career took me through over a decade in media and creative production. As Fashion Editor and Creative Director at GUAP Magazine, I directed national campaigns for Nike and Adidas, produced shoots across multiple countries, and learned that the details are everything. The flow of a day, the atmosphere of a space, the quality of what people experience - these things are not accidents. They are designed.

From GUAP I moved into media planning at Hearst UK, working across some of the most iconic titles in British publishing - Cosmopolitan, Elle, Harper's Bazaar, Elle Decoration, and Women's Health. Managing campaigns at that scale taught me how budgets work, how brands think, and how to connect the right message with the right audience. It also gave me an understanding of the commercial side of storytelling that most creative directors never get.

Then came Remote Year: twelve countries, one year, and the most intensive education in group travel logistics I could have asked for. Managing the human complexity of moving a community of people across the world taught me things no course could. It also confirmed something I had suspected for a while: I am very good at this, and I genuinely love it.

Jaiye Journeys was born out of a simple belief. Travel should be a joy from the very first step of planning, not a source of overwhelm. I handle the work so you can focus on the enjoyment. That is the whole thing.

The Producer Behind the Journey

  • Creative Direction

    Every Jaiye Journey is editorially considered. My background as Fashion Editor and Creative Director at GUAP Magazine means the details are never left to chance.

  • Global Logistics

    Remote Year Community Leader across 12+ countries. Managing the human complexity of group travel is not new to me.

  • Industry Access

    Certified FORA travel advisor. My clients access VIP perks, supplier partnerships, and upgrades simply not available when booking direct.

  • Cultural Fluency

    Nigerian-British, globally travelled, and deeply invested in authentic local experiences over tourist packages.

Powered By

Jaiye Journeys is powered by FORA, the world's fastest-growing travel advisor network. Being a certified FORA advisor means my clients access VIP perks, room upgrades, complimentary amenities, and supplier commissions that are simply not available when booking direct.

Our Partners

Through FORA, Jaiye Journeys clients access some of the world's most exceptional hotel partnerships.

By the numbers

A life lived in motion.

  • 27 Countries Visited and counting
  • 293 Books Read in a Year 147 in 2026 and it's only May
  • 84+ Travellers Hosted across 5 continents
  • 3 Destinations on Repeat Indonesia. Peru. Colombia.

The world through my lens

Every trip leaves a mark.

A little more about me

Things you didn't ask but I'm telling you anyway.

Indonesia for the pace and the beauty -- I keep going back and finding new reasons to stay longer. Peru for the food, the altitude, and the fact that nothing prepares you for Cusco. Colombia for the energy, the colour, and the coffee. I could talk about all three indefinitely.

On foot first, always. Get completely lost, find a cafe, sit down, watch people. Then come back the next day and actually find the things I had been walking towards.

Golden by Jill Scott. Without fail. It sets the tone for every arrival.

An actual book. Several, actually. People always have opinions about the weight until they see me reading by a pool while everyone else is on their phones.

A good breakfast. Not necessarily expensive -- just intentional. The best mornings abroad start slowly, with something local and unhurried.

Two weeks. Start in Bali for five days of genuine stillness. Then Colombia for the energy -- Cartagena and then Medellín. End in Lisbon with absolutely nothing planned. A book, a pastel de nata, and nowhere to be.

Steph gave me the feeling that I could truly enjoy my holiday because everything was taken care of. Even when things go awry, Steph made sure the experience was seamless. And besides all that, she was an absolute joy to be around.

Anca B, Vancouver, Canada

Ready to plan your next journey?

Tell me where you want to go. I will handle everything else.