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Kyle Stewart

1538 Articles

Pittsburgh, PA
Kyle is a freelance travel writer with contributions to Time, the Washington Post, MSNBC, Yahoo!, Reuters, Huffington Post, Travel Codex, PenAndPassports, Live And Lets Fly and many other media outlets. He is also co-founder of Scottandthomas.com, a travel agency that delivers "Travel Personalized." He focuses on using miles and points to provide a premium experience for his wife, daughter, and son. Email: sherpa@thetripsherpa.comEmail: sherpa@thetripsherpa.com
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Travel

The Case For and Against Immunity Passports

Kyle Stewart Posted onAugust 16, 2020September 13, 2021 14 Comments
Most Powerful Passport 2018

Immunity passports are medical confirmation that allows those with immunity to pass through countries with health restrictions.  If you are considering booking travel or signing up for a new credit card please click here. Both support LiveAndLetsFly.com. If you haven’t followed us on Facebook or Instagram, add...

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Disney

Disney World Further Degrades Annual Pass Value

Kyle Stewart Posted onAugust 16, 2020September 13, 2021 51 Comments
Galaxy's Edge at Disney's Holloywood Studios

Walt Disney World Resort has greatly limited the benefits of its Annual Passholders. Last week, the value of annual passes were degraded further. If you are considering booking travel or signing up for a new credit card please click here. Both support LiveAndLetsFly.com. If...

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Hotels

Princeton Graduates Buy Hotels, Offer Remote Campus Dorms

Kyle Stewart Posted onAugust 9, 2020September 13, 2021 5 Comments
Studying hard

Two Princeton graduates are betting on remote learning to grow but with colleges closed, they think they can offer a dorm experience in desirable locations using hotels. If you are considering booking travel or signing up for a new credit card please click...

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Coronavirus

Contracting COVID-19 on a Plane Unlikely, Study Says

Kyle Stewart Posted onAugust 9, 2020September 13, 2021 17 Comments
a group of people wearing face masks on an airplane

A new study finds that airplanes are not the vaunted cesspool that they were perceived to be.  Also, I admit I was wrong about middle seats.  If you are considering booking travel or signing up for a new credit card please click here. Both...

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miles

Why Aren’t More Airlines Discounting Awards?

Kyle Stewart Posted onAugust 9, 2020November 14, 2023 6 Comments
an airplane on the ground

With flight loads down a minimum of 50% even after schedule reductions, why aren’t airlines discounting frequent flyer awards? If you are considering booking travel or signing up for a new credit card please click here. Both support LiveAndLetsFly.com. If you haven’t followed us...

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Spirit

Spirit Adds 5x “Free Spirit” Miles

Kyle Stewart Posted onAugust 5, 2020September 13, 2021 3 Comments
Photo credit: Tomás del Coro

Spirit Airlines increases earnings in their Free Spirit loyalty program to help travelers fly more for less as the country recovers. If you are considering booking travel or signing up for a new credit card please click here. Both support LiveAndLetsFly.com. If you haven’t...

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AllegiantCoronavirus

Allegiant Provides Glimpse Into Post-COVID Travel, It’s Bright

Kyle Stewart Posted onAugust 2, 2020September 13, 2021 3 Comments
a blue and orange airplane on a runway

Allegiant Travel (Allegiant Air) held its Q2 2020 Earnings call last week and in so doing provided insight into what travel might look like following COVID-19 and the future is bright. If you are considering booking travel or signing up for a...

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aadvantageAmerican Airlines

American Airlines Cancels Trip, Duty to Re-book?

Kyle Stewart Posted onAugust 2, 2020November 14, 2023 14 Comments
American Airlines Dog Lawsuit

Web specials/fares hold different rules than normal American Airlines Advantage award redemptions. But when the carrier cancels them, do they have a duty to re-book them? If you are considering booking travel or signing up for a new credit card please click here. Both...

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Travel

Virtual Citizenship Taking Hold, Remote Workers Optimistic

Kyle Stewart Posted onAugust 2, 2020September 13, 2021 6 Comments
how fast can you get a passport

Many countries have realized during the coronavirus crisis that their approach to citizenship and work visas may be outdated. Recognizing opportunity is different from seizing it, but maybe a sea change is ahead. If you are considering booking travel or signing up...

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American AirlinesOneWorld

American Airlines Adds Yet Another Advantage – US Airline to Beat?

Kyle Stewart Posted onJuly 26, 2020September 13, 2021 17 Comments
American Airlines MSS Termination

American Airlines has made a number of substantial changes to the carrier, but its latest advantage may make American the US airline to beat. If you are considering booking travel or signing up for a new credit card please click here. Both support LiveAndLetsFly.com....

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CoronavirusPittsburgh

Citing Travel Concerns, Blue Jays Not Allowed to Make Pittsburgh Home

Kyle Stewart Posted onJuly 26, 2020September 13, 2021 9 Comments
PNC Park in downtown Pittsburgh, PA

Despite support from city officials, the Pittsburgh Pirates, and the MLB, the Pennsylvania Department of Health and Governor’s office has uninvited the Toronto Blue Jays.  If you are considering booking travel or signing up for a new credit card please click here. Both support...

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Southwest Airlines

Southwest Hasn’t Taken Government Funds, Advantage or Disadvantage

Kyle Stewart Posted onJuly 26, 2020September 13, 2021 5 Comments
Southwest Airlines Lawsuit Response

Southwest Airlines CEO, Gary Kelly, discussed on the company’s earnings call that they still haven’t accepted government funds, is this an advantage or disadvantage?  If you are considering booking travel or signing up for a new credit card please click here. Both support LiveAndLetsFly.com....

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Spirit

Spirit Airlines Bad Reputation Is Undeserved

Kyle Stewart Posted onJuly 19, 2020September 13, 2021 27 Comments
spirit bankruptcy

Spirit Airlines is a lightning rod for bad media reports but their reputation is undeserved. If you are considering booking travel or signing up for a new credit card please click here. Both support LiveAndLetsFly.com. If you haven’t followed us on Facebook or Instagram, add us today....

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Alaska AirlinesAmerican AirlinesJetBlue

American Airlines Pulled Off a Coup

Kyle Stewart Posted onJuly 19, 2020September 13, 2021 31 Comments
JetBlue American Strategy

American Airlines has announced a new partnership with JetBlue, adding to its recent partnership with Alaska Airlines. The carrier has pulled off a coup while no one is thinking of travel. Will it pay off? If you are considering booking...

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CoronavirusCroatiaHKGhong kong

Post-Coronavirus Travel Plans, Expectations

Kyle Stewart Posted onJuly 19, 2020September 13, 2021 45 Comments
a city with lights on the water

Some countries are beginning to re-open even as the US is experiencing the most daily new cases. I’ve been considering my travel plans post-coronavirus and adjusting my expectations. If you are considering booking travel or signing up for a new credit card please...

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PassportSri LankaUSA

Claims of “Worthless” US Passport Overblown

Kyle Stewart Posted onJuly 12, 2020September 13, 2021 54 Comments
a passport on a flag

A snarky post on Medium this week has been making the rounds claiming that US Passports are now “worthless” but those claims are overblown. If you are considering booking travel or signing up for a new credit card please click here. Both support LiveAndLetsFly.com....

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Coronavirus

Observations From Flying to Florida Last Week

Kyle Stewart Posted onJuly 12, 2020November 14, 2023 181 Comments
florida blog bill

I had to travel to Florida to handle some personal business last week and made some observations along the way.  If you are considering booking travel or signing up for a new credit card please click here. Both support LiveAndLetsFly.com. If you haven’t followed...

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CoronavirusDisney

Disney World No Longer Happiest Place on Earth for Annual Passholders

Kyle Stewart Posted onJuly 12, 2020September 13, 2021 9 Comments
Disney Annual Passholder

Walt Disney World has had a rough ride with Conoronavirus, but it’s their Annual Passholders that seem to be paying the price.  If you are considering booking travel or signing up for a new credit card please click here. Both support LiveAndLetsFly.com. If you...

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American Airlines

Chrissy Teigen: Everything Wrong with Your American Airlines Tweet

Kyle Stewart Posted onJuly 5, 2020September 13, 2021 49 Comments
American Airlines MSS Termination

Chrissy Teigen, supermodel, celebrity, author, and wife of John Legend tweeted at American Airlines yesterday but it was all wrong.  If you are considering booking travel or signing up for a new credit card please click here. Both support LiveAndLetsFly.com. If you haven’t followed...

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Cruise

More Viking River Cruises Coming to the Mississippi

Kyle Stewart Posted onJuly 5, 2020September 13, 2021 8 Comments
Rendering of the Viking Mississippi Ship - Living Room

Viking just announced more river cruises are coming to the Mississippi in 2023. While this isn’t usually my method of travel, the sailings look inspired. If you are considering booking travel or signing up for a new credit card please click here. Both support...

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