How much does it cost to house sit?

How much does it cost to house sit?

So, you’re curious about house sitting. The idea of staying in other people’s homes for free is pretty enticing…but what’s the catch? Even though no money changes hands, house sitting isn’t entirely free. Here are the actual costs that...
Do you love where you live?

Do you love where you live?

You want to know what it’s really like to live in a city, but hardly anyone has lived in enough places to compare. I’ll be providing information you can’t get anywhere else — what it’s really like to live in Toronto, Brooklyn, Manhattan, Boston, Chicago, Kingston, Raleigh, and other places I’ve gotten to (temporarily) call home.

Traveling after a breakup and other stereotypes

Traveling after a breakup and other stereotypes

I’ve learned a lot this year about stereotypes. The moment I mention that my wife and I are separated, the conversation is effectively over. As soon as I mention an ex, every word out of my mouth is viewed from the lens of some chick flick version of a breakup....
The ultimate one-step guide to saving money on flights

The ultimate one-step guide to saving money on flights

The internet is awash in advice on finding cheapest flights. Is it about when you book? Clearing your cache? Using a VPN? Don’t forget about all the sites you should check for the best deal. And tracking prices. And the flights that transfer in your destination...
The ultimate one-step guide to saving money on hotels

The ultimate one-step guide to saving money on hotels

This tip is simple and it can save you hundreds — or even thousands — of dollars.

Hotels can quickly eat away at your travel budget. A decent hotel in a city can easily be $300 a night. Even AirBnB prices climb pretty high, especially once you add in all the fees. Sure, you can save money by picking a cheap motel (at your own risk) or staying at a hotel outside of town (and dealing with traffic and parking).

There’s a way to save money on hotels without worrying about hacking your credit card points or joining every loyalty program possible or buying through sketchy third party sites. 

No, I’m not lost

No, I’m not lost

I was entirely caught off guard by the way people react to hearing about my travels. When I was backpacking in my early 20s or when I was on extended trips, people were happy to hear about my adventures. This time, meeting people can sometimes feel a bit like an...
How to create a house guide for your pet sitter

How to create a house guide for your pet sitter

It can be difficult to figure out what to include in a house guide for your first pet sitter. You want to make sure everything that might need to be in there is included, but you don’t want to overwhelm anyone! If you’re looking for a pet sitter, I highly...
7 things Americans get wrong about moving to Canada

7 things Americans get wrong about moving to Canada

Everyone’s talking about moving to Canada, but most of the tips on immigration haven’t gotten past moose and poutine. I’m here to clear up some common misconceptions about moving to Canada. Two years ago, my wife and I decided to move to Canada. Neither of us had a...
Stop overpaying for flights

Stop overpaying for flights

The key to traveling for less is being flexible about your dates or destination. The more flexible you are, the better you’re able to take advantage of deals! This may seem like you’re compromising, but that shouldn’t be the case. There are lots of...
Gifts a traveler actually wants

Gifts a traveler actually wants

Gifts travelers actually want I know my friends and family mean well, but I usually don’t know what to do with the gifts they get me. I live out of a backpack, so that space is pretty sacred — only the absolutely essential items make it in there.  ...
How to make friends in a new city

How to make friends in a new city

Moving to a new city can be pretty intimidating. Most people made friends in school, when you practically had to go out of your way to not make some BFFs. Unfortunately, it’s rare for people to actually know how to make friends. It just happens, right? Even if you...
Birmingham, Alabama: A digital nomad guide

Birmingham, Alabama: A digital nomad guide

None of my friends could quite understand why I decided to go to Birmingham, Alabama. The only thing we remembered about Birmingham from school was the civil rights movement — which hardly makes it sound like a great place for a digital nomad to land. Birmingham...
How to travel for months (or years) without going broke

How to travel for months (or years) without going broke

Here it is: the obligatory how I afford to travel post. People think traveling is expensive, but it doesn’t have to be. Most of the time I spend the same amount of money each month when I’m on the road as I do at home — or less. The obvious way to save money...