Kyle

Kyle is an accomplished Travel Editor for UPGRD.com, PenAndPassport.com and writes TheTripSherpa.com blog. He has visited more than 50 countries on every continent except Antarctica. He has contributed to articles for Time, USA Today, Reuters, CNBC, MSN, Yahoo!, Huffington Post, Mainstreet.com, Mademan and other media outlets. He flies several hundred thousand miles every year and has lived abroad in the UK, Thailand and Perú. He now calls Pittsburgh home with his wife and daughter who join him on his trips around the world.
  • Cheap fares made cheaper

    Spirit Moves to Pittsburgh, Flights From $20 Each Way

    Spirit Airlines is an ultra low-cost carrier (I’ll address that shortly) that mostly flies to and from secondary airports like Latrobe (40 minutes away from Pittsburgh) to Fort Lauderdale (an hour from Miami). But Spirit has changed their model slightly by moving into bigger airports like...
  • Carnival Cruise to Shut Down Cuban-Focused Fathom Division

    Fathom Cruises, a division of Carnival Cruises has announced they will no longer service Cuban ports for  scheduled cruise operations.  The United States Government enacted a long-standing embargo on the communist island just 90 miles south of Florida under the Kennedy Administration.  President Obama relaxed restrictions...
  • Need a Break From Election Coverage? Here’s Some Quick, Cheap Getaways Right Now!

    Everywhere you turn right now election coverage has you surrounded. Whether you’re red or blue, we’ve got some deals to get you on a plane and out of here now! Instead of dividing the country by electoral votes and party lines we have deals listed by...
  • Man Uses Hotel Points to Throw First Pitch In World Series Game 7

    Whether you’re a fan of the Cleveland Indians or the Chicago cubs, Game 7 of the 2016 World Series was guaranteed to be an historic event.  What would a reasonable person pay for an opportunity to throw the first ceremonial pitch in that game? An impossible...
  • Jamaica – meh

    My lack of love for the island nation isn’t reserved solely for those guests and hosts at the Holiday Inn Resort Jamaica – though the apathy is off the charts. There just wasn’t a ton to love in the country as we found. We like to...
  • Tuk Tuk “Tooken” For a Ride

    Before you read this post… Thailand is a wonderful place to visit and live and the type of issue I am about to describe can crop up anywhere in the world.  This is not a Bangkok problem, this is a crook that found his scam.  If...
  • Should I Have an Airline Credit Card

    Pen and Passport does not earn any commission from credit card sales unlike most sources on the internet. Our opinions and recommendations are unadulterated by lucrative bonuses – though if the big banks came calling, we might change our tune. Basically, you can trust our advice...
  • Flight Bundles

    What is a bundle? The bundling of airfare has been done since de-regulation and the onset of frequent flyer program in the 1980s. Prior to the last 10-15 years, an airline ticket generally came with a seat assignment, a meal, a pair of free checked bags,...
  • How to Beat Jet Lag

    What is it? Everyone talks about jet lag but what does it all mean, Basil? When traveling outside of your home time zone, your body will take longer than your mind to adjust. For example, if the time in your current destination is 6pm but your...