Hi! I’m Ali – a digital nomad and creator inspiring you to live a life of freedom

With a lifelong love of travel and exploration, plus a passion for writing and creativity, I started this blog to showcase the beauty and realness of my nomadic life. Whether you’re dreaming of becoming a nomad yourself, you’re planning your next trip abroad, or you’re looking for a place to belong as a fellow weirdo-wanderer, you’re in the right place!

Read below for more!

My Story


I wasn’t always a nomad, but I always knew I was meant for more…

For as long as I can remember, I’ve dreamt about seeing the world. From feeling enraptured learning about other cultures in school when I was younger to taking trips with my family each year to the mountains or the beach, travel has been in my veins since the beginning.

At 13, I took my first trip without my parents to Germany and spent the summer connecting with European kids at a German circus camp.

At 16, I traveled to Australia and Fiji for a month without anyone I knew and immersed in the culture and the nature.

At 20, I took my first solo trip to Thailand while studying abroad in Australia.

At 22, I moved to Asia to teach English and turned what was supposed to be a 4-month trip into a year-long wild adventure.

I could go on 😄

No matter what I did, I was always drawn back to travel.

For years, I got stuck in a pattern of – working a job at home in Chicago until I simply couldn’t take it anymore, quitting so that I could travel, feeling more like myself than ever, falling in love with people and places around the world, returning home to find another job I would come to hate.

It took me YEARS of this before I finally started to work towards my dreams of becoming a nomad and working remotely so that I could travel the world as much as my heart desired.

And now, I travel the world full time with my partner. I’ve been to 50+ countries. I work remotely doing work I actually enjoy (for the most part). I’m still building up my dream business (including this blog!) but if my past self could see me now, she would be oh so proud.

So if you’re still trying to create a life that you love, if you dream of traveling the world and working remotely, know that it’s not that far away. And I’m here to help you bring that dream to reality!

Our Wanderer Values

The core values that drive Ali Winter Wanders, and all of my travels!

Authenticity

We believe in embracing your true self and celebrating individuality, creating a space where everyone feels accepted and empowered to be who they are. Travel has a unique power to help us be who we are.

Freedom

We strive for creating a life of freedom in everything we do. For me, freedom looks like getting to travel whenever and wherever I want, creating my own schedule, and feeling free from conventional restrictions.

Community

We foster a supportive and inclusive community of digital nomads, travelers, and dreamers, united by a shared passion for wanderlust and authentic living. Connection is one of the best parts of travel!

Get to know Ali!

  • I have a cat named Petunia and she’s my everything – you will find cat content all over my pages!
  • I have 15 tattoos (so far) and have gotten them in 7 different countries!
  • I’m super multi-passionate and am likely working on 12 projects at the same time
  • Next on my travel list: Philippines, Montenegro, European Christmas Markets

  • Fave destinations: Myanmar, Guatemala, Prague, Sri Lanka
  • Fave food: Pasta – I could eat pasta every day and never get bored
  • Cafe order: Oat milk matcha or chai
  • Fave travel activities: Walking around a new city with no plan and my camera
  • Talk to me about: Astrology, self growth, bodily functions, tattoos, true crime podcasts, cats

50+

Countries

2

Years as a nomad

63,416

Photos taken

6

Continents

Favorite Moments from…

Mexico, Sri Lanka, Peru, Prague, Guatemala, Maldives, Iceland

Join the Freedom Collective

Start your nomadic journey and find your travel community in our free newsletter – the Freedom Collective. Join us below!