Dixie Chicks’ The Long Way Around is my personal anthem. Much to the chagrin of my parents, I always seem to take the long way. Like walking away from a cushy well paying job to pursue full-time travel and earn a living online in an effort to enjoy more freedom, embrace my intrinsic talents, and re-align with my purpose.

My resume reads like a smorgasbord of random experiences –  BPO Operations Management, Employee Engagement, Customer Experience, Makeup artistry, Retail Management, Marketing, Public Relations, Copywriting and Digital Storytelling.

And while there have been times when this all seemed like a hodgepodge of randomness that would lead to nowhere fast, I have since discovered this to be my greatest asset.

My passion for words and storytelling is really the glue that binds them all together, providing me with a unique perspective that colors all my interactions.

While I’ve come a long way since scribbling poetry and creating characters on the back of exam papers in high school, words are still at the core of everything I do.

When I’m not wielding words for clients, I spend my time writing about the things that keep me awake and dominate my thoughts – feminism, travel, heartbreak, mindset, entrepreneurship and then some – both fiction and literary non-fiction. This blog is my digital notepad and diary.

How I became a full-time traveler

It started with my first solo travel trip to Chicago in 2015. I had traveled before on several occasions to North America and a few times around the Caribbean, but never alone. Then came my birthday trip to Chicago. I knew no one, feared nothing, and it was magical! I had a grand time and made a friend for life.

Then I decided to push myself further in 2017. This time for my birthday I’d go to Asia. Again, all alone. Bali was magical, then I met up with my friend in Dubai and a fire was lit. I returned home to my job itching to cement my exit strategy. I tasted freedom and now I wanted it full time.

A week shy of a year later, I resigned from my job to travel full time. First stop: Cape Town, South Africa then Asia for the rest of 2018.

In 2019, I took on a new continent – South America. And for 2020, I’ll be going back.

Frequently Asked Questions

Here are a few of the questions I get asked most often.
Not seeing the answer to a question you have? Feel free to send me an email or reach out to me on social.

How do you afford to travel?

I’m definitely a budget traveler, and that helps a lot. When you stay in $5 hostels and $10 – $20 hotels money goes a long way. I currently work as a remote copywriter for a Canadian company and I also provide marketing services for private clients.

How did you start freelancing?

I started freelance writing back in January 2015 on the Fiverr platform while working in publishing full time. It took me 2 weeks to get my first client and I didn’t get my second client until March. By June I had a steady stream of clients that paid me a livable income just from freelancing.

At the end of 2015 I took a job as an Operations Manager and eventually I had to give up freelance writing as the job was too demanding to maintain both. I didn’t resume freelancing until February 2018 when I had made up my mind to resign and travel full time. By then I had already garnered some experience in the field.

How did you get the money to start traveling?

When I returned from my first solo trip to Asia in 2017 I knew I wanted to travel full time eventually, and preferably sooner than later. So I started saving with that goal in mind. I had a job that paid well and limited overheads so I was able to save quite a bit. That’s what paid for the first 6 months of the 2018 trip.

Aren't you afraid to travel alone?

Solo travel is not easy, but it is absolutely worth it!

Every country has safe areas and riskier spots. That’s universal, despite what the media would have us believe. I ensure that I am careful wherever I go and always inform someone at home (siblings or my parents) of my next destination.

People have been extremely kind and welcoming in every country I’ve visited, especially when they learn I’m traveling alone. And the best part? I have made friends I’m sure I wouldn’t have met if I was traveling with friends or a partner.

Instagram

This is probably the best place to catch me as I try to post regularly and I’m super responsive to comments and DMs. Also, I like to think I drop gems in my captions. You be the judge.
@annasarayna

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