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Kyle Stewart

1372 Articles

Pittsburgh, PA
Kyle is a freelance travel writer with contributions to Time, the Washington Post, MSNBC, Yahoo!, Reuters, Huffington Post, MapHappy, 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 and daughter. Email: sherpa@thetripsherpa.com
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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Many countries have realized during the coronavirus crisis that their approach to citizenship and work visas may be outdated.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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environment

An Eco Trip Everyone Can Get Behind

Kyle Stewart Posted onJuly 5, 2020September 13, 2021 2 Comments
Ocean pollution

A Hawaiian crew took a trip regardless of the Coronavirus and it’s something everyone can get behind, cleaning up the Great Pacific Garbage Patch.  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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CoronavirusNew York

Hypocritically, Cuomo Adds Restrictions to Visitors from Hot Spots

Kyle Stewart Posted onJune 28, 2020September 13, 2021 43 Comments
Manhattan

New York Governor Cuomo announced this week that visitors from COVID-19 hot spots around the US would have to quarantine. Odd, because he opposed such restrictions by other states against New Yorkers.  If you are considering booking travel or signing up for...

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Coronavirus

Airlines Want a New Bailout, Tough Luck

Kyle Stewart Posted onJune 28, 2020September 13, 2021 11 Comments
American Airlines MSS Termination

Airlines have reportedly asked for an additional $32bn in new bailout money to weather the Coronavirus crisis, but it’s time for the US taxpayer to say “tough luck.” If you are considering booking travel or signing up for a new credit card please...

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LuggageReview

Review: Vocier C38 Carry-on Luggage

Kyle Stewart Posted onJune 28, 2020September 13, 2021 4 Comments
Popout removed

We are always trying out new luggage and found the Vocier C38 Carry-on Luggage. 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. Flying...

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Family Travel

Travelling With My Dad, And Now, With My Daughter

Kyle Stewart Posted onJune 21, 2020September 13, 2021 5 Comments
Entertaining Lucy in Florida

It’s Father’s Day in the US. My first major international trip was with my Dad, and I reflect on taking my own daughter on her first major international trip.  If you are considering booking travel or signing up for a new credit...

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Avianca

No LifeMiles Bonuses? Is The Sky Falling?

Kyle Stewart Posted onJune 21, 2020November 14, 2023 11 Comments
a woman in a red hat and coat

For as long as I could remember, Avianca has offered a bonus to buy LifeMiles. But I haven’t seen one in a while, is the sky falling? If you are considering booking travel or signing up for a new credit card please click...

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CaribbeanCoronavirus

Quarantined In Paradise But Someone Had To Do It

Kyle Stewart Posted onJune 21, 2020September 13, 2021 4 Comments
Golden Rock Inn - Credit: Andrei Mocanu

A caretaker couple of a boutique hotel in the Caribbean were forced to hole up in their paradise property but it wasn’t the dream one might have imagined.  If you are considering booking travel or signing up for a new credit card please...

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