About Us

Hi, I’m Justin.

Welcome to The Endless Weekend.

I have spent most of my years on this planet creating a highly unconventional path through life. At 18, I skipped college, turned down a job with Stanley Morgan and moved to the Caribbean with $300 in my pocket. I lived on a beach for a month until I got a job and a place to live.  I took such a drastic step, because I had just discovered I only had six months to live!

Well almost. Actually a teacher my last year of high school, had me write a paper on what I would do if I had six months to live. It made me start thinking about time, and how little we really have. If you think about it, we all have been given about 41,000,000 minutes of time on earth. That’s assuming you live to be around 80 years old. Each day hour, and minute that ticks away is one less minute we have left.

Where are all those minutes going?

While researching my paper, I discovered that most Americans don’t get very much in return for there time.

The average American.

  • Takes less then 12 days of vacation per year.
  • Spends around 7 hours per day watching TV.
  • Sits for 2 hours per day in traffic.
  • Uses Facebook for 81 minutes per day.

That means the average person spends 70 hours a week between TV, Facebook and Traffic.

While writing my paper, I decided if I was going to die in six months I would move to the Caribbean. I realized I had to go right away, or my dream might get put off and slip through my fingers. That was what motivated me to get on the plane, and make it happen. When I got on the plane I only had $300 in my pocket, and no job or place to live. I camped on a incredible secluded beach for 3 weeks until I got both. I ended up loving the Caribbean so much I spent almost 7 years living on different islands and enjoying the ocean. Living there was every bit as good as I imagined it. Another one of my teachers told me (after I told her that I was running away to the islands) that I would end up financially broke if I didn’t go to college right after high school. Perhaps because of her dire predictions I also ended up making my first million dollars before the age of 30. I tend to be even more motivated when people tell me that I will fail.


One of the skills I learned through this process is how to ask better questions than the average person. Questions like “What is the fastest way to achieve my dreams now?  How can I do things easier, with less money, and enjoy the process? Asking questions like this has led me to some amazing answers and unique people.

Do not go where the path may lead, instead go where there is no path and leave a trail” – Ralph Waldo Emerson

I  started the EW website to organize the best resources I can find, to help people travel and live globally. If this sounds like you, then you probably will enjoy getting our free newsletter. It will be delivered anywhere between 2 to 5 times a month and focus on the following areas.

1) Visual inspiration

As a photographer, I will be posting HDR photos and HD video to take you on the road with me. I have decided to leave the islands to pursue a new goal, of photographing 200 countries in the next 10 years.

2) Mental Inspiration.

My education has mainly been from thousands of hours studying the most successful people I can find. Almost everything we want in life is easier if you are inspired and have a few shortcuts. I will be adding inspiration and mental shortcuts that will supercharge you on the road to world conquest.

3) Travel Hacks.

I will be discovering and giving away secrets that will enable you to travel around the world for far less then you can imagine. I will also be testing every travel website and piece of gear worth using and saving you time.

4 Meetings with Masters.

I will be interviewing some of the people that are living there own Endless Weekends. I will search them out and inspire them to explain exactly how they created a life filled with freedom. If any of this sounds like it is right up your alley, feel to subscribe or follow us through Facebook, Twitter, or RSS feed.

Thanks for stopping by and remember “Not all who wander are lost” Justin


{ 7 comments… read them below or add one }

Bruce June 2, 2011 at 4:28 am

What an amazing story!!

Have you ever traveled to South Africa? Have you thought about doing it?

I can tell its an amazing country (i was born and live here) which often gets bad publicity.

If you have not – let me know and maybe we can arrange a holiday out here!



garmin 1490t rebooting problem July 13, 2011 at 10:52 am

Precisely what I was looking for, thanks for posting . “In England every man you meet is some man’s son in America, he may be some man’s father.” by Ralph Waldo Emerson.


brighton cbg lady July 31, 2011 at 11:12 pm

“Without hard work, nothing grows but weeds.” – Gordon B. Hinckley


Nancy Carroll June 14, 2012 at 8:32 pm

I would enjoy getting your newletter each month with tips and tricks

I am a Wyndham owner and visited with your brother, Jonathan, yesterday for and hour.

I looked through your Virgin Is book and would love to get a copy or 2; friends and us went there about 5 yrs ago and went to most of those places.

The Carribean is the place to hang! Respectively, Nancy


JustinTroupe June 23, 2012 at 9:30 am

Thanks Nancy. I signed you up for the newsletter, check your email and click on the link to confirm it. On the Virgin Islands book, I am not sure i have the layout anymore but I can check and see for you. Thanks Justin


Derek October 8, 2012 at 10:56 pm

Hi Justin
Stumbled upon your page while planning my own Endless Weekend. I am 57 and was forced into early retirement, I have some retirement savings but not enough to last me the rest of my life but I am determined not to go back to the corporate world and to make some sort of living doing something I love.

I see Bruce in the 1st post above asks you about South Africa, I plan on starting on an overlander from Johannesburg to Windhoek, Namibia and then down the west coast to Cape Town. From there….who knows.



JustinTroupe October 12, 2012 at 11:09 pm

Awesome Derek. One way to keep on traveling is to find a mobile Job. Check out http://www.elance.com and see if you may want to work online and live any where you want:)


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