Who's this?
We met Anna in Puerto Rico and she really is legendary. She took us on some crazy adventures looking for secret beaches and million dollar mansions in the rainforest. Come see how Anna is Living The Dream.
Anna
What is the first country you visited? Who with and why did you choose it?
I went to Prince Edward Island in Canada with my family for a ten day camping vacation. The campground was on this enormous, beautiful, red sand beach. I have great childhood memories there.
When did you start a travel lifestyle? What inspired that change?
I began traveling about three years ago. My mother had traveled extensively in her twenties, she had been a nanny in Norway in the winter and backpacked Europe in the summer. Both of my parents had always encouraged me to travel. When I got out of a long term relationship, I decided it was the perfect time to chase after my dreams, literally. So I quit my job, sold my car and backpacked Europe for four months. It was the first time in my life I was free of being on a lease, or in a relationship and there were no job obligations. It was the ultimate feeling of freedom that most people never get the chance to experience. I was hooked. I had enjoyed those few, short months so much that I haven’t stopped traveling since.
Do you have a base you travel from? Or is it continuous travel? And why do you choose that style?
I currently do not have one home base, but several. I feel at home in Los Angeles, New York City, Florida and a couple of other places I frequent. I choose this style over the option of having a set place to come back to because I have incredible friends in each place and I could never choose to just be in one place. It also helps that those places have some of my favorite parks, beaches and things to do. Being in those areas always keeps me recharged and inspired.
How do you fund your travel lifestyle? Is it something you do when travelling or are you a saver?
Saving money is not my strong point. After my first big solo trip backpacking Europe I felt I had found my place in the world in traveling so I had to make some changes in how I handled money. I bent my life around it to make traveling a long term sustainable option. I was willing to do what it took to keep it going so I started by taking whatever temp work I could find. Now, I do social media consulting remotely, photography and I’m a travel nanny one month out of the year. I do not have any debt and I have learned to live very cheaply. Thankfully, because the benefits of getting to travel for me outweigh spending my money on rent, car payments and other bills I would otherwise have.
If you could tell yourself one tip before you started your travel lifestyle, what would it be?
I would tell myself to make sure to take time for myself and have a few down days to relax. Every day doesn't have to be an adventure. I’d want to remind myself to enjoy the experiences in the simplicity of some places.
What does 'Living The Dream' mean to you?
I used to think living the dream meant having a nice house, car and all of that. Several years ago I redefined society's definition of success for myself. Now ‘living the dream’ simply means to me that I am happy. And as far as I’m concerned I’ve achieved that because traveling brings me more joy than anything else I’ve done in life.

You can find Anna here -
Website: The Legendary Adventures of Anna
Facebook: The Legendary Adventures of Anna
Twitter: @crazyintherain
Exploring the world for some ridiculously crazy adventures.