Meet the Founder
Leon Cunningham
"Where Your Adventure Begins"
Born and raised in Jamaica. Passionate about sharing the real island — not the resort version — with every visitor who arrives in Montego Bay.
Born and raised in Jamaica. Passionate about sharing the real island — not the resort version — with every visitor who arrives in Montego Bay.
Leon Cunningham has been welcoming visitors to Jamaica for over a decade. What started as a passion for showing people the real Jamaica — the waterfalls off the beaten path, the roadside jerk stands that locals actually eat at, the quiet beaches that don't appear in any brochure — grew into Leonafola Tours.
The name Leonafola carries personal meaning to Leon. Every tour that goes out under that name carries his personal commitment: that every guest will be treated like family, shown the best of the island, and returned safely and on time.
Based in Montego Bay and operating island-wide, Leon and his team handle everything from quick airport transfers to full-day custom excursions — for solo travellers, families, honeymooners, cruise passengers, and large groups alike.
"I want every person who books with Leonafola Tours to leave Jamaica saying they had the best trip of their life. That's not a slogan — that's the standard I hold myself to every single day."
— Leon Cunningham, Founder
Leon grew up in Jamaica. He knows the island the way only a local can — the roads, the shortcuts, the hidden beaches, and the spots that never make it onto a tour map.
All drivers hold valid Jamaica Tourist Board licences. Every vehicle is roadworthy, insured, and maintained to a standard Leon is comfortable putting his name behind.
When you WhatsApp Leonafola Tours, you're speaking to Leon or someone on his trusted team. Questions answered fast. Problems solved personally.
Every group is different. Leon takes time to understand what each guest wants and builds the day around them — not around a generic schedule for the average tourist.
Private door-to-door from MBJ to any hotel, villa or resort across Jamaica.
Book a transfer →Dunn's River Falls, Blue Hole, Negril day trips, Luminous Lagoon and 20+ more.
Browse excursions →Falmouth port excursions with a guaranteed ship-return. Cheaper than the ship tours.
See shore tours →Weddings, corporate trips, bachelor parties, family reunions. Up to 50 passengers.
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