Trips, Tips, and Tricks

Let’s Rank Airline Programs

jet airplane landing in cloudy sky

What makes a frequent flier program standout? No loyalty program is ideal for everyone, but choosing one that best matches your lifestyle can help you maximize your chances of earning and redeeming meaningful rewards.

U.S News has given their ranking of the different airline programs out there.  As a travel hacker based in Portland, Oregon, my ranking is a good amount different and I’ll explain why. (more…)

Travel is a Privilege

Not everyone is able to travel. No tip, mindset change, or advice can help many who dream of travel achieve it. Those of us who travel are a privileged few.

My last post, I enjoyed that science has confirmed it’s okay to spend all your money on travel.  I’ve been lucky enough to travel much of my adult life and I’m privileged to do so; however, I worked hard to get here. (more…)

Bridge Pedal 2015: 3rd Friendiversary

Chris Devon Michael Rubbo Teri JasonLast Sunday, I enjoyed my fourth time biking over all the bridges that cover the Willamette River in Portland in a bicycle ride called the Bridge Pedal.  I love bringing new people on this ride and sharing it with old ones.  Rubbo and myself met on this ride through our friend Paige in 2012 making this mine and Rubbo’s fourth ride together and our three year friendiversary!

Thanks to Chris, Devon, Michael, Teri, Ilona, and Corey for doing this ride with us!  You are awesome.  36 miles, 11 bridges, and one sore ass later, we did it! (more…)

Destination Wedding: Riviera Maya

I just got back from Mexico a couple days ago.  Akumal, Mexico in fact.  Destination wedding was the primary reason, but for a bonus I enjoyed a fantastic vacation meeting some awesome people and enjoying a chance to relax.  Unlike the majority of my travels, I didn’t feel like I needed a vacation for my vacation (though I’d never turn one down).  Most of the trip involved laying by a pool or the beach, enjoying a beverage, and excellent company. (more…)

New Orleans Jazz Fest 2015

I’ve heard many great things about New Orleans, and have wanted to go for some time, so when my friend Kelly mentioned a couple weeks back at a party that he was going there for Jazz Fest, the want was written on my face.  He soon asked if I’d want to join him and some others for a trip to “Noleans” to which I quickly said yes. The following day I scored a round-trip for $11.80 and some points with Southwest and was soon making it to this wild city which I truly enjoyed. (more…)