The Worry-Free Weekender


When we travel for pleasure, we’re trying to get away from the daily grind at work and home. But let’s face it – travelling itself can be stressful! From finding a ride to the airport to line-ups at the check-in counter, just getting to your destination can be overwhelming. Adam and I have taken a number of trips over the past year. Here’s how we’ve made them worry-free.

1. Set your budget and stick to it.

We knew that, for now, the trip we wanted to take to Italy would have to wait. Flights and accommodations were simply too expensive. So we picked cities is the United States we had yet to visit, and planned 36-hour road trips. With the closest city being Pittsburgh and the furthest being Portland, these weekend escapes worked out perfectly. The cost of gas was far more economical than the cost of us flying. And Airbnb was a great alternative to hotels.

2. Get inspired.

Adam leaves the research to me. I get to know the neighbourhoods and local transit. And I note the sights, events, eateries, galleries and shops that seem interesting. Local bloggers, travel websites and magazines are a great resource for ideas.

3.  Plan each day.

Once we have an idea of everything there is to see and do, we commit to a few things that will make us both happy. A concert for Adam and a gallery for me. Restaurants we mutually agree on. I figure out what sights are close to shops and eateries we’d like to visit. If we’re already going to be in the neighbourhood, it’s easier to get to all the places we want to go.

4. Pack light. 

After missing a flight years back because we were waiting to check our luggage, Adam and I set a rule: if we can’t fit it in a carry-on, it’s not coming with us. I opt for lightweight clothes that can be layered, a comfortable pair of shoes for day and a mid-height heel or bootie for night. Trust me when I say, you don’t need half the things you think you should bring!

5. Organize.

My travel wallet is impressive. It has gold stamped document dividers to keep everything organized but from the outside it looks like a leather clutch. During the day, I transfer what I need from it to my camera organizer and put it in my handbag. It makes it easy to access anything I need, and Adam’ s things too, of course since guys won’t carry anything themselves!

6. Stay connected.

I always bring my tech with me. My DSLR camera syncs to my iPad and my iPhone, so part of the fun while travelling is posting my travels on social media. I love tagging where I’ve been; it’s like keeping an online journal. Doing this, I need to rely on a great data plan to avoid costly phone bills back home. Adam and I switched to WIND Mobile last year. We love having the peace of mind of knowing exactly what our phone bills will be with their unlimited Canada and U.S. plans. 

Do you have tips that have made your travels worry-free? Leave a comment. I love to hear from you!

Got your Canadian flag luggage tag? WIND Mobile offers real Unlimited Data, Talk & Text across the USA so that you can cross the border without your phone bill crossing your mind. It’s just one of the ways WIND makes travelling with your phone worry-free, while letting you enjoy true mobile freedom in Canada and across the USA. 


Disclosure: This post was brought to you by WIND Mobile via Glam Media Canada.  The opinions expressed herein are those of the author and are not indicative of the opinions or positions of WIND Mobile.