How to Live on Permanent Vacation + other Weekly Discoveries

Advice from the Shark Tank, a woman explains how she lives on permanent vacation, and an unconventional Playboy model…


We’ve all dreamt about quitting our jobs and living a life of permanent vacation, but very, very few of us have ever had the guts to actually do it. Between navigating travel and immigration legal issues and making money while abroad, it seems impossible to most. But there are people who are doing it! So start your research here and make your dream a reality. Just make sure you check out the video below for some great travel tips before you go. And wherever you are, we found a site that will help you find places to hang with your friends.

How to Live on Permanent Vacation + other Weekly Discoveries

Wanna Meetup With a Friend?

Does your friend always ask you to come to her? #Annoying! Would you rather meet up halfway between you and your friend’s home/office? Midway Meetup will find the best (equidistant) places for whatever activity you choose.

How to Live on Permanent Vacation + other Weekly Discoveries

How To Live on Permanent Vacation

She answers some pretty interesting questions about her experiences in this extensive VICE interview… and check out this primer in house sitting, if you want to travel for free.

An adorably quirky vlogger explaining some really useful travel tips (which will totally help you when you go on your ‘permanent vacation’ or housesitting trip:
How to Live on Permanent Vacation + other Weekly Discoveries

What It Was Like Being the First Transgender Model to Pose for “Playboy”

Caroline Cossey broke a lot of ground, and now she’s breaking her longtime silence in this interview and spread for Playboy. You go, girl!

How to Live on Permanent Vacation + other Weekly Discoveries

‘Shark Tank’ Investor Lori Greiner Shares the Best Advice She’s Ever Received

In a nutshell? Make it work. Here’s the rest of her savvy advice — it’s short, but worth a read.

‘Whenever you find yourself on the side of the majority, it is time to pause and reflect.’
– Mark Twain

We are all part of a global community, and in that spirit we take each Friday to spread the love to others who’ve inspired us. In our Friday series, we feature the most interesting articles, a must-watch video and the most inspirational quote we discovered this week. Please #ShareTheLove with your friends, spread the love and enjoy your day! As always, we’d love to hear your thoughts below.

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Reader Discussion: 16 Comments

  1. Avatar of Sarah Ubitel

    Sarah Ubitel

    I REALLY want to live on permanent vacation. You’ve made it that much harder to go to work this morning ; )

  2. Avatar of Caroline Collins

    Caroline Collins

    Among the articles you shared, my attention was caught by the article about Maartje Smit.

    Good for her! She’s obviously doing something that makes her happy and its working out for her! We only have one life to live and one shot to do it. I can’t think of anything more miserable than wasting mine worrying about what anyone thinks about what I’m doing. This woman is having the time of her life. She’s traveling to beautiful places and experiences things first hand. Later on in life if she decides to settle down somewhere I’m sure she’ll be able to look back on her life with no regrets and some pretty amazing memories. Good for her, I’m not sure why some people commenting on here can be so bothered about the way she’s choosing to live out her life! Who are you to her? Or any of us? …Even if what she’s doing isn’t something I could see myself doing I’m I’m no postion to say it’s “wrong” like some of you…and I think Vice reported this exactly how she explained it to them. Just because you don’t understand it doesn’t mean it’s the worst story ever put out? When has your opinion become the standard for anything?

  3. Avatar of Samantha Miller

    Caroline Cossey’s story is inspiring. The road to her dreams was not easy, but her determination and perseverance brought her success. I admire her!

  4. Avatar of Wendy

    My personal opinion is that Maartje’s decision to live on permanent travel is appealing to younger women, but I won’t advice such living. I mean think about retirement, no money saved, no place to be called “real home.” For me, thinking about the future is more important.

  5. Avatar of Mary Louise Campbell

    Love your collection!

    Maartje is an inspiration. Who would not want to have a life and privilege like her? However, we all have our restrictions. Some of us have student loans to pay, some have family obligations and some simply can’t afford.

    • Avatar of Barbara Duerrer

      Agree! She’s privileged because she can do it, she has financial means, physical strength and strong character to live on permanent vacation.

  6. Avatar of Caitlyn Adams

    Live on a Permanent Vacation?! When I was reading the article, I was like, how?! Is that possible?! Well, she managed to do it, so congrats to her! I’m honestly not sure if I will be able to achieve what she accomplished.

  7. Avatar of Sandra Brown

    Success comes when you aim and work for it! Understand that it won’t happen overnight. Great roundup, Urbanette!

  8. Avatar of Melani Kalev

    Melani Kalev

    Yet again, another bunch of really great discoveries! Loved the video and loved those women’s attitudes! That’s the spirit 🙂

  9. Avatar of Hannah Mayers

    Hannah Mayers

    I always believe that success comes from one’s optimism and self-belief.

    Without a doubt, I agree with Lori Greiner, “Your success will have everything to do with how you perceive yourself, because how you perceive yourself is how others will perceive you, too!”

    • Avatar of Courtney Watson

      Courtney Watson

      I agree! Success comes from within 🙂

  10. Avatar of Angela Davis

    Angela Davis

    I am happy for Caroline that it turned out right. Her story is an inspiration. Best of luck and wishes for a happy life. More success!

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