Travel Diaries Cover
Date Published: 26/09/2023
Duration: 34:14
Season: 10

We’re kicking off Season 10 by diving into the world of one of the most iconic figures in the music industry, a Grammy-winning artist whose distinctive voice and reggae beats have seen him top the charts over the past 30 years. That’s right, we’re joined today, Shaggy. “Oh Carolina”, Shaggy’s debut single, was his big breakthrough into the music industry, all the way back in 1993. It became a chart-topping hit around the world and subsequent mega-hits like “Boombastic”, “It Wasn’t Me” and “Angel” all further propelled him to global superstardom.

From Kingston, Jamaica where he spent his childhood and lives now, to the global stage, today we’re going to be getting to know the man behind the hits and the destinations in his life that have played a part along the way, from Japan to Italy, New York to North Carolina.


Destination Recap:


  • New York City, USA
  • Jamaica
  • Kingston, Jamaica
  • Japan
  • North Carolina, USA
  • Iraq
  • Italy
  • Sardinia, Italy
  • Port Antonio, Jamaica
  • Zimbabwe



Shaggy’s In The Mood EP is out now


With thanks to my sponsors today …


Airbnb – Visit and find out more. Prospective Hosts can learn more about how much they can earn sharing their space through the What’s My Place Worth Tool.


Citalia – Discover the real Italy with Citalia, the UK’s leading Italian holiday specialists. Let the Italy Experts craft the perfect holiday for you and experience Italy like a Citalian.


Thanks so much for listening today. If you’d like to hear more from the podcast don’t forget to hit subscribe, or if you use Apple Podcasts to press follow so that a new episode lands in your podcast app each week. If you want to be the first find out who is joining me on next week’s episode come and follow me on Instagram I’m @hollyrubenstein, and you’ll also find me on Threads and TikTok, I’m also @hollyrubenstein – I’d love to hear from you. And if you can’t want until then remember there’s the first nine seasons to catch up on, that’s over 100 episodes to keep you busy there. Don’t forget that all the destinations mentioned by my guests are included in the episode show notes here on your podcast app, and listed on my website,


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