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Meet the founder

Leon Cunningham

Born and raised in Jamaica. Passionate about sharing the real island — not the resort version — with every visitor who arrives in Montego Bay. “Where your adventure begins.”

Leon Cunningham, founder of Leonafola Tours
Photo: Leon
Our story

A Jamaican at heart.

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 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 it 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

10+years operating
500+happy guests
20+tour options — or build your own
5★average rating
What makes Leon different

Born local. Licensed. Direct. Never cookie-cutter.

Born local

Leon grew up in Jamaica — the roads, the shortcuts, the hidden beaches, the spots that never make a tour map.

Fully licensed & insured

All drivers hold Jamaica Tourist Board licences; every vehicle roadworthy, insured and maintained.

Direct access

WhatsApp Leonafola Tours and you’re speaking to Leon or his trusted team. Fast answers, personal fixes.

No cookie-cutter tours

Every group is different. The day is built around you, not an average tourist’s schedule.

Leon and the Leonafola Tours team
Photo: drivers & vehicles
Credentials

Licensed tour operator. Island-wide coverage.

  • All drivers hold valid Jamaica Tourist Board licences
  • Every vehicle roadworthy, insured and maintained
  • Based in Montego Bay; transfers and excursions island-wide
  • Solo travellers, families, honeymooners, cruise passengers and groups up to 50
  • 5★ average rating from 500+ happy guests

Let’s plan your Jamaica day.

Tell us where you’re staying, when you land and what you’d love to see. You’ll have a confirmed driver, vehicle and price — usually within the hour.