Let me tell you a secret: I was doing workations before they even had a name.
Long before hashtags, coworking visas, or “laptop lifestyle” YouTube channels, there I was in the early nineties, studying Information Systems Engineering because I dreamed of a life where I could work from anywhere.
At the time, “anywhere” mostly meant not stuck in an office and definitely not commuting through city traffic.
I never liked the idea of spending hours in a big city just to sit in a cubicle under fluorescent lights. I wanted freedom, flexibility, and maybe a little beach time.
When Wi-Fi Was a Fantasy
Back then, “remote work” meant carrying floppy disks and praying your dial-up didn’t disconnect mid-email. But I was determined. I chose IT because I could see it: a future where work wasn’t a place, but something you did.
I didn’t have a label for it yet, but I was already living the Workation Diva philosophy: do your job well, explore the world when you can, and carry just enough grace and grit to make it work.
Early Workations (Before They Were Cool)
While everyone else was playing by the annual leave rules, I was quietly hacking the system.
By the early 2000s, I was already mixing business with bliss:
- Working half-days from my parents’ house in Buenos Aires so my vacation time lasted longer.
- Extending a work trip to Cincinnati with an impromptu weekend in New York — because, really, who wouldn’t?
- Doing a project in Barcelona and spending the weekend at the gorgeous Vichy Catalan instead of flying home and back again (for ‘recovery,’ of course).
Looking back, I realize I’ve probably lost count of my unofficial “workations.”
At the time, I just thought I was being practical. Apparently, that makes me a trendsetter now.
The Workation Diva Defined
So, what is a Workation Diva, exactly?
She’s the woman who refuses to choose between her career goals and her personal joy.
She’s ambitious but adaptable, professional but playful. She values her deadlines and her downtime.
Yes, she may get frustrated when the hotel Wi-Fi doesn’t cooperate, or when a Zoom call overlaps with pool time — but she handles it with charm, a backup plan, and maybe a little eye roll.
She’s not lazy, entitled, or lost. She’s strategic, intentional, and stylishly self-aware.
She’s me. And maybe, she’s you too.
Why It Fits Me (and My Life Now)
I’ll admit it — I’m not a full-time digital nomad. I have a family, a home base, and a life that doesn’t fit into a carry-on. But that doesn’t make me any less of a Workation Diva.
I do it part-time — balancing motherhood and ambition, projects and passports.
Because being a Workation Diva isn’t about constant travel; it’s about designing a life that gives you choices.
I still dream of that “laptop lifestyle” — but mine has school calendars, client calls, and rooftop cocktails woven in. And honestly? That mix makes it even better.
The Moral of the Story
The world may have caught up with the idea of workations — but I’ve been living it for decades.
Maybe not always from tropical beaches, but from anywhere I could find a decent internet connection and passionfruit mojito.
So when I talk about the “Workation Diva,” I’m not describing an influencer fantasy.
I’m talking about a mindset — one that values freedom, creativity, and a little glamour, even when life gets busy.
Because being a Workation Diva isn’t about escaping work; it’s about making work fit your real life — with style, fun, and a side of tapas and walking tours.
Final Thought
So yes, I’ve realized I am a Workation Diva.
Not because I’m difficult (well… not always 😏), but because I’ve been quietly rewriting the rules of work-life balance since floppy disks were a thing.
And if you’ve ever taken your laptop somewhere beautiful just because you could — congratulations, darling, you might be one too.
💻 About the Workation Diva
I’m Caro, an early pioneer of remote work, studying IT in the ’90s when “the Internet” still made dial-up noises. I’ve been blending work and travel since before it was fashionable, from spa weekends during business trips to half-vacations at my family’s place in Buenos Aires. These days, I live the part-time laptop lifestyle — balancing motherhood, projects, and plane tickets, proving that freedom can come in Wi-Fi and family-size portions.
Workation Diva 