Catching Up With Tasha From Part 1

This month I spent almost an hour chatting with Tasha from, and we talked about her lifestyle, her upbringing and the recent changes in her life.

Tasha, if you’re not familiar with her website, is a full-time traveler, business woman, sailor, and an all-round bad ass!

She started her blog,, in September 2012, just before she set sail with her partner on a 1986 Catalina 34 called Hideaway and see where it took her. Five years, and 33 countries by land and sea later…

Me: Could you tell me a bit about your lifestyle and what you’re all about?

Tasha: My lifestyle has always been about what inspires me and staves off boredom.

When I graduated from university, I had no idea what I was meant to do with my life, and many of my friends were going off to work in cities, in cubicle desk jobs, and that was the opposite of what I wanted to do.

I didn’t know what career I wanted, but I knew I didn’t want to work in a cubicle and I just wanted to travel the world. So I joined the Peace Corps and became an English teacher in Russia, then I got certified as an ESL teacher and lived in England, the Middle East and Spain, working as a teacher.

As I became more inspired by teaching itself, I went to NYC to Columbia University to do my MA in English Education… Which led to opening my own schools, and buying a sailboat with my then husband (we split up 5 months ago).

All the adventures that followed came from that same spirit — wanting to do something that inspired me, excited me. Sailing is challenging and it really inspires adventure because a boat can go almost anywhere.

Me: What makes your heart sing regarding how you live? When you’re completely in your element, where are you and what are doing?

Tasha: My heart sings when I have a good balance of love/friendship in my life, plus a creative project to tackle, and physical challenges that push my body to its limits.

I love being out on the water, heading out to sea with a new destination in mind, and writing about it or making videos about the journey and the challenges. I also just love any team and endurance sport — running, yacht racing, biking, skiing, rowing, roller derby… you name it, I’ve probably tried it!

Tasha rowing with friends around the Isle of Wight

Me: What sort of challenges have you encountered along the path you’ve taken?

Tasha: The biggest challenge is probably to believe in yourself and that the path you’ve taken is right when everyone else thinks you’re crazy.

For the first 7 years I taught English, I was convinced that eventually I would have to give up teaching and traveling and “come home” to live a more conventional life.

People kept telling me that I couldn’t do what I was doing forever, and that got in my head.

I’ve also encountered some major physical challenges — sailing across the Southern Ocean with the Clipper Race, was some of the hardest, craziest sailing I’ve ever done.

Being out on my own boat when our engines failed and we had to figure out how to fix it — that was a mental challenge, to believe I could figure out how to fix an engine.

And rowing across the Mediterranean when we got hit with 75 mph winds and were capsizing…it was one of the only times in my life I really thought I might die. But I relied on my sea survival training and I was able to mentally keep it together.

See Part 2 for the second part of this interview.

Life Aboard Wicked Salty and La Vagabonde: No Shower, No Problems





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