3 Best Ways to Travel the World + Work Remotely

We’ve all seen posts like these on Instagram. We scroll through feeds of our friends & strangers embarking on adventure – all while we sit in a cubicle wondering “why not us?”. We wonder why we only get 2 weeks vacation – which usually is taken up by family holidays & friend’s weddings. We wonder if there’s an alternative….or will we always be wishing & dreaming of far away lands and never appease our wanderlust? Well, lucky for us, the world is changing. More and more companies are being more remote-friendly. Whether it’s working a few days a month, a few months a year or full time remote, companies are changing. We started RemoteWoman to help you find these companies. But, once you do find a remote friendly job, what next?

We’ve put together the best 3 ways to work remotely while traveling the world. Each of these three have blended together living, working space & community in unique and powerful ways.

3) Wifi Tribe





What’s included in WifiTribe programs?

The Tribe slow-travels the world together as a group of 12-20 people while we working online. Every 4 weeks, there’s a different country and they invite the community to join. Each member goes through an application process, and once accepted, can join us wherever they want. Accommodation is included.This is a great option for those who want more control over the destinations. You can follow their calendar here & sign up for locations you’ve longed for. For example, here’s an example of their options for April 26 – May 24.


What are people saying?

“LOVE THESE GUYS!!! I’ve tried out a couple of co-living experiences so far, and they each provided their own unique benefits, but the WifiTribe by far has the best community and has made me feel the most at home when I travel. The fact that everyone is usually under the same roof (as opposed to a more hotel-like setup) makes ALL the difference in forming those bonds with people in such a short span of time. I was able to connect with almost every single person on my trip to Peru, and there were SO many people. I didn’t feel the stresses that I usually feel when traveling, and I felt like I was a lot more relaxed even during the chaotic times. I really feel like I’ve built some long-lasting relationships with people, and that is something that is much harder to do the older you get. They know how to select a SOLID group of people, and that’s what is most important. I’ve been on 3 chapters with these guys, and I can’t wait for the next one!!” – Lauren M.

What are the pros?

  • Flexibility (4 weeks per location)
  • Tight-knit community
  • Exclusive (application only)

What are the cons?

  • No permanent locations
  • Some user-reported safety concerns
  • Your experience depends largely on your group

Overall score: 8.5
Overall, the reviews for Wifi Tribe are largely positive – with a very strong sense of community. They do a lot of activities together & walk away with great friends they sometimes call a family. For it’s amazing locations, sense of community & rates, we recommend trying it out.

Check out the upcoming programs here:

2) RemoteYear



RemoteYear brings together community, housing & flights all in one.

What’s included in RemoteYear programs?

Unlike others on this list, RemoteYer includes flights. So, all in, you’re getting flights, lodging, workspace, activities & community. You will choose between itineraries of 4 months or 12 months in different parts of the world.




What are people saying?

“I’ve been to places I never would’ve seen on my own because I decided to say “Yes” to RY and the experience to which the program/participants have invited me. I wouldn’t trade this for anything. It’s one of the best decisions I’ve ever made. Life in a cubicle won’t cut it for me now!” – Alongdo Brewington (Mobile App Developer @Snap,  Remote Year Battuta)

What are the pros?

  • Flights included
  • Community that stays together across locations
  • 24/7 access to coworking spaces nearby

What are the cons?

  • Space is limited for each iternerary
  • Less flexible (as you choose an itinerary with pre-selected locations)
  • More expensive than the alternatives.

Overall score: 8.9
Overall, we’re very impressed by the programs put together by RemoteYear. Even though it’s a bit less flexible & more expensive, it’s worth it. RemoteYear has been around the longest and really nailed the logistics for making world travel & work easy. No need to worry or plan anything – this is an easy way to make friends, work remotely & travel the world.

Check out the upcoming programs here:

1) Outsite




What’s included in Outsite?

Outsite is an easy way to book accommodations designed for flexible professionals (from 3 days to 3 months). With over 30+ locations around the world, Outsite provides members everything they need for a flat rate cost. Plus, you’ll be surrounded by a community of people living & working remotely.

What are people saying?

“Really pumped about Outsite! I’ve stayed at multiple locations from them, both in Santa Cruz and San Diego and have been blown away. For me traveling has always been exciting, but there’s been a slight friction point around meeting new people when I get to a new destination and feeling connected and part of a community always took a bit too long. I felt that with Outsite, I could immediately get stuck in and be around super smart entrepreneurs and find a rhythm. They offer surfing, coworking, gyms nearby, great community dinners, events, bikes and so much more. I felt at home there from day one. In fact, I’ve been so excited about them that they’ve been one of my first Angel investments, where I felt that they’re really working on the next generation of co-working. Especially pumped to see where the new subscription model will take them…haven’t seen a model like this yet. ” – Leo Widrich @leowid

What are the pros?

  • 30+ locations (globally) from San Diego, California to Bali, Indonesia to Lisbon, Portugal.
  • Great workspaces (incl. Fast Wifi, desks, well equipped kitchens & a community man ager)
  • Comfortable, clean rooms (linens & toiletries included, weekly cleanings & fully furnished)

What are the cons?

  • Needs to expand further abroad (in particular, more spaces in Europe & Asia)
  • Some reported logistical issues (to be expected with a fast scaling business)
  • Needs better ways to rate/review homes

Overall score: 9.3
Overall, we’re very impressed by the programs put together by Outsite. Aside from some scaling issues, the vast majority of users report extremely positive experiences.

Membership (only $249/year) includes:

– Monthly Deals (as low at $30/night)
– $50 in Outsite Credit & Outsite Rewards
– Exclusive Rates (up to 30% off)
– Priority Booking
– Access to Partner Perks & Prive Slack/Facebook communities
– Access to Expert Mentor Network


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