DeidreinWanderland: Meet the Jamaican Teaching Women How to Solo Travel the World


Diedre McLeod has been traveling by herself for 11 years. It first started when she resigned from her corporate job in Jamaica and moved to France to teach English. “I began to feel suffocated and uninspired by the corporate 9-5 life. I could no longer see the impact of my work, so I left.”, Diedre explains. 

The move to France was not without challenges. Diedre almost became homeless, had to quickly adapt to a new culture, learn a foreign language, and try to connect with people from different backgrounds. Despite this, Diedre stands by her decision to move across the world. The positive impact of teaching English to French students, watching them improve their language skills, and being able to share her Jamaican culture made it all worth it.

While living in France, Diedre would plan trips on the weekends with friends but often ended up postponing because people would back out at the last minute. Frustrated and yearning to explore her new home, Diedre decided to go on the trips by herself anyway. 

This newfound freedom to forge her own path, make her own decisions, and travel at her own pace sparked an interest in traveling solo and discovering even more. Since then, Diedre has traveled to more than a dozen countries by herself, and she has lived and worked on 4 continents.

There’s no denying the benefits of solo travel. Traveling alone brings something truly valuable to the table…you’re more likely to meet new people, chat with locals, and immerse in the culture. Solo travel allows you to truly practice self-care, be selfish, and spend every day on your vacation the way you want. It’s a confidence boost and it helps you to step out of your comfort zone to try new things.

“Travelling alone, as a woman, is an empowering gift.”, says Diedre. “I discovered a new side to myself. I found out that I was bolder and more adventurous than I thought. It sounds cliché but traveling alone made me grow into myself.”

A study by Hostelworld (the world’s largest hostel booking travel site) shows that solo female travel has increased by 88% over the last four years. 

There is usually a mix of shock and intrigue when people find out that most of Diedre’s travels are done solo. Diedre would blog and share her experiences traveling alone around the world. Eventually, more people, especially other Jamaicans and Caribbean women, started to ask questions about how they could travel on their own.

Diedre has since launched her “Solo Travel Starter Course” for women who want to learn how to travel alone. The course teaches you how to solo travel the world fearlessly, using the same 6 steps that Diedre uses to plan her own solo trips. 

And if you’re wondering…yes, this includes advice on how to travel alone during the coronavirus pandemic and being covid compliant. Diedre has stuck abroad during the heights of the CoVid19 outbreak in March 2020. She lived through 4 months of strict lockdown in New York City and also had to fly internationally.

All of Diedre’s lessons, trials, and experiences over 11 years of traveling alone are poured into the Solo Travel Starter Course. She also gives 6 weekly travel coaching sessions as part of the course, along with other bonuses. 

“I wish I had someone to guide me back when I started solo travelling 11 years ago. So I want to give women the tools to be empowered and feel safe to take trips by themselves. You don’t need to wait on anyone to travel and create your epic life moments.”

For more info on the Solo Travel Starter Course, visit: bit.ly/SoloTravelStarter

Diedre McLeod is a Jamaican travel writer, business strategist, and travel coach. She blogs about her travels at “Diedre in Wanderland” and often hangs out on Instagram @diedreinwanderland to give travel tips.

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