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Hi! I’m Jessica Festa, but you can call me Jessie. Welcome to Jessie on a Journey, a solo female and offbeat travel blog.

My goal: to inspire you to live your best life through travel, as well as take your trips #BeyondTheGuidebook for immersive cultural encounters, unexpected adventures and transformative travel experiences.

And here’s a little secret: you do not have to wait until you have a ton of money saved up or a travel partner — even if you’re a female — to do it. The best time to travel is now.

Jessie on a Journey was created in 2011, in an effort to inspire others to travel the world. Whether you’re working a full-time job, in a relationship, paying off loans, or just fear the unknown, I want to show you that you can still explore the globe and enrich your life with unique local encounters.

With a focus on solo, active and offbeat travel, Jessie on a Journey provides tips and guides even the most savvy backpackers can appreciate. And for those wanting to learn how to become digital nomads themselves, you’ll find loads of free content, e-courses and information on professional blogging, as well.

How Can I Help You Live (And Travel!) Your Best Life?

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I offer online beginner and advanced classes, as well as email courses, coaching programs and self-paced lessons. Blogging is great way to travel long term and make money! Also get access to my free library of blogging worksheets here

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Want to travel but not sure where to start? I’ve helped tons of travelers just like you plan epic trips based on my own experience roaming the globe. You tell me your destination and style, I do the rest!

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Whether you’re looking for travel style accessories, safety essentials or trip gear to make life easier, I carefully curate my favorite travel items into one awesome online shop!

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My sister brand NYC Photo Journeys offers private photo tours, including a custom itinerary and professional photos of the day to keep!


And of course, there is the Jessie on a Journey travel blog, filled with FREE travel hacks, solo travel tips, offbeat city guides, adventure stories and more.

Here is a small sampling of the MANY lessons you’ll learn from this travel blog:

And much more!

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My Story

I was born and raised in New York — where I am also a certified sightseeing guide — and grew up traveling, mostly Caribbean cruises and North American road trips. In 2010 I received my BA/MA in Communication & Rhetoric from the State University at Albany in New York, with the goal of getting into non-profit communications. By the time I graduated I had already had some inspiring travel experiences — studying in Australia, backpacking Europe solo, doing a homestay in Ghana, hiking my way through China and teaching English in Thailand — and knew that I wouldn’t be able to give up the complete freedom to travel.

My travel experiences were what made me feel like I was truly living.

Unfortunately, I knew that after college I would no longer be able to keep worried family and friends at bay by telling them it was just a phase, and that as soon as I graduated I would settle down. I knew when I got a 9-to-5 job I would no longer be able to explore the world in the way that I wanted, at least not without getting fired.

And that’s what happened, well, sort of. When I finally got a “real job” they wouldn’t let me have any time off for travel until I had been there for six months. And even when I got the time off, it was only two weeks for the whole year.  I loved slow travel and really spending time in a place to get to know it, and knew in my heart the job situation was not going to work. I couldn’t stop thinking about how alive travel made me feel and how stagnant I felt working in an office. I was on someone else’s schedule following someone else’s rules; I wanted to live my best life and do things my way.

When I quit, my friends and family of course did not approve, but travel was something I felt really strongly about. I decided I didn’t care what they thought. If they loved me they would accept my choice.

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Living life on my own terms

I didn’t want to be one of those people that did the same thing everyday and lived a similar life to everyone else. I wanted to live my life.

So, instead of getting another “real job” I waitressed full time until I could come up with a plan, which allowed me to work overtime while I was home to pay off loans and bills, but also request off freely when the travel bug would hit.

Then one day I stumbled upon a travel writing class (funny enough, I teach a few myself now) and signed up. I loved writing and loved travel. Meeting the other students and alumni and reading blogs, I realized it was possible to combine my passions and make a living doing what I loved.

Today I travel as much as humanly possible. And even though I travel all the time — mainly on my own — I still have a bucket list and things that make me nervous. But once you take one step in the direction of your dreams you’ll be able to take another.

Life is an adventure. I want to experience it to the fullest. And I want you to, too!

I see too many of my friends and family working jobs they’re unhappy in and living their lives in a way that doesn’t completely fulfill them. Even if you’re not in a position to take travel to the full-time level, it is still possible to enrich your life by exploring the world.

Check out the blog, find adventures you might be interested in having yourself and start planning the trip of a lifetime.

Happy trails!

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Oh! And make sure to take advantages of my FREE subscriber resources below. Choose your own journey (or both!):

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