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
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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.
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Global Logistics
Remote Year Community Leader across 12+ countries. Managing the human complexity of group travel is not new to me.
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Industry Access
Certified FORA travel advisor. My clients access VIP perks, supplier partnerships, and upgrades simply not available when booking direct.
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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
- 234 Books Read in a Year 234 in 2026 and it's only August
- 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.
By bike, always. I love a city bike, and if I can get one or rent one temporarily, like I did in Osaka, I will cycle. It feels like one of the coolest ways to see a city in all its expanse. I do love to get completely lost, find a cafe or a park, sit down, and people-watch too, but cycling is what I come back to every time.
Golden by Jill Scott. Without fail. It sets the tone for every arrival.
Never an actual book -- I pack my Kindle. What I do always pack is a fan and a blanket, which people find funny given the contradiction. But I run too hot or too cold and never anything in between, so both come with me every time.
Lounge access. The holiday starts the moment you hit the airport, and I am always fascinated by how few people actually use their lounge access -- they would rather be in the hustle and bustle of gen pop. Not me. I am in there, settled, before the trip has even begun.
This one's real. I've done it myself, and it works comfortably in two weeks. WE'RE GOING TO PERU, BABY! Start with three days in Lima, because you don't rush the food capital of the world. A food walking tour, fresh fruit from the markets, chocolate cake at Vekia, still the best chocolate cake I've ever had, and I had one again last week just to check. It holds up. Ceviche or causa for lunch, dinner at Panchita, or Central if you fancy telling everyone you ate at a former World's Best. Morning at Museo Larco for the art, afternoon at the Choco Museo for the chocolate, priorities. Peru has picked up World's Leading Culinary Destination at the World Travel Awards every year since 2012, and Maido, right here in Lima, was named the World's Best Restaurant in 2025. You're not just eating well here, you're eating at one of the best tables on earth.
Fly to Cusco and give yourself two days to acclimatise, because altitude does not care how excited you are. This isn't a hiking trip: take the train, PeruRail or the Belmond Hiram Bingham if you're doing it properly, through Ollantaytambo to Aguas Calientes, then the bus up to Machu Picchu. On the way back, stop in Ollantaytambo and spend a night at a hotel looking straight out at the glaciers, the kind of view you'll be sending to the group chat. The next day is the Sacred Valley: salt flats, horse riding or quad biking, a long lunch, and more llama photos than anyone strictly needs but will absolutely take anyway.
Fly back to Lima, then it's a three-and-a-half-hour drive down the coast to Huacachina and Paracas. Close the trip properly: a picnic in a private desert oasis, sandboarding down the dunes if you're brave, sunset drinks if you're not, before flying home from Lima already planning the next one.
Fourteen days, done properly, no rushing.
Want the Amazon in there too? Add two days. Fly to Iquitos after your first three days in Lima instead of straight to Cusco, spend three days in the rainforest (the monkey jungle, the animal sanctuary's rescued and endangered wildlife, and time with the communities who really live there), then connect back through Lima on to Cusco. Sixteen days total, and worth every one of them.
If this is the trip you've been not-so-quietly manifesting, tell me. Get in touch and let's make it real.
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.
Ready to plan your next journey?
Tell me where you want to go. I will handle everything else.