A Very Weird Weekend in Portland, OR
After going to Portland, Maine a couple of weeks ago, we followed up by spending a weekend in Portland,…
Beware the Fine Print: My Points/Miles Mistakes
One thing that I learned very quickly as I got into the points/miles world is that there are so…
8 Fun Activities in Los Cabos, Mexico For Couples
As the weather is starting to cool off and winter looms on the horizon, you may be starting to…
Why I Cancelled my Southwest Reward Flight and Rebooked with Cash
A few months ago, I booked a flight from Chicago to Boston on Southwest for our Portland, Maine trip…
How to Spend 2 Days in Portland, Maine
I have a goal to visit all 50 states and got to cross off Maine as number 31 last…
Booking Free Flights with Credit Card Points
As I’ve gotten more and more invested in travel hacking, I’ve gotten good at figuring out how to accrue…
How to Spend a Long Weekend In San Juan, Puerto Rico
Back in March, my friends and I went to San Juan, Puerto Rico for my bachelorette trip. As much…
Triple Dipping on Points: Airbnb
If you’re buying something with a rewards credit card, there’s a good chance you’re earning some sort of points…
Top 10 Essential Travel Products For a successful Trip
…and 5 that aren’t worth it Unless I’m going on a ski trip, I try to avoid checking bags…
How to Spend a Staycation Weekend in Chicago
Last weekend my friend came out to visit me, and since it was her first-time visiting Chicago in the…