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Kyle Stewart

1435 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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Travel

Big Four: United, Southwest Last Holdouts of Status Extensions

Kyle Stewart Posted onOctober 31, 2021October 31, 2021 24 Comments
Southwest status extension

Half of the major US airlines (Big Four) have extended status for the second consecutive year due to COVID, even if just for a few months – but not United Airlines and Southwest Airlines. Why?  If you are considering booking...

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Hyatt

Reduced Qualification Globalists Lose Milestone Awards

Kyle Stewart Posted onOctober 31, 2021October 30, 2021 32 Comments
hyatt globalist benefits

Top-tier World of Hyatt Globalists won’t have the same benefits from their reduced re-qualification year, but how much does that take away from the status?  If you are considering booking travel or signing up for a new credit card please click here. Both support...

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American Airlines

Uh Oh: American Airlines Delays, Cancels 2,000+ Flights

Kyle Stewart Posted onOctober 31, 2021October 31, 2021 29 Comments
an airplane on the ground

American Airlines canceled or delayed more than 2,000 flights over Halloween weekend. Is this another labor issue or just weather? 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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Travel

Nowhere To Hide: High Costs Leave Travelers Few Options

Kyle Stewart Posted onOctober 24, 2021 14 Comments
a plane flying over snowy mountains

Escalating travel prices and gas costs leave travelers with nowhere to run, and nowhere they can afford to hide this travel season.  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 AirlinesSouthwest Airlines

Airlines And The Labor Cold War

Kyle Stewart Posted onOctober 24, 2021October 24, 2021 14 Comments
a group of women in uniform standing in front of an airplane

Airlines and labor unions are in a cold war of agreeing in public, but working behind the scenes against each other.  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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IHGIntercontinental HotelsKimpton

Intercontinental Hotel Group: Please Sell Kimpton

Kyle Stewart Posted onOctober 24, 2021October 24, 2021 36 Comments
Kimpton Seafire resort grounds

Kimpton Hotels and Resorts are some of the most unique, premium hotels in the world – which is why they have no place with IHG.  If you are considering booking travel or signing up for a new credit card please click here. Both support...

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TravelWashington

Honor Flight: Around Washington DC with Veterans

Kyle Stewart Posted onOctober 17, 2021October 20, 2021 5 Comments
World War II Memorial in Washington DC

I wrote previously about the Honor Flight I took, the mechanics of the program, and how to help. But now, I want to reflect on what I saw and why it’s so important. If you are considering booking travel or signing up...

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Travel

What Is An Honor Flight?

Kyle Stewart Posted onOctober 17, 2021October 19, 2021 1 Comment
Names etched into The Wall at the Vietnam War Memorial

I had the opportunity to join an inaugural Honor Flight from Council Bluffs, Iowa, bringing veterans to Washington DC for exclusive tours of the capitol. If you are considering booking travel or signing up for a new credit card please click...

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HotelsHyatt

Excellent Hotel Service Makes All The Difference

Kyle Stewart Posted onOctober 17, 2021October 17, 2021 6 Comments
Tortolloni bolognese with crudo brodo

On a trip to Washington DC, my family was able to stay at a familiar hotel. The little things make all the difference, especially hotel service.  If you are considering booking travel or signing up for a new credit card please click here. Both...

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Southwest Airlines

Southwest Airlines Flight Delays Meltdown; ATC, Weather, Pilots To Blame?

Kyle Stewart Posted onOctober 10, 2021October 10, 2021 14 Comments
southwest airlines delays

Southwest Airlines has experienced a substantial operational meltdown in the last week. Air Traffic Control, weather, and even pilots have been suggested as the cause but the answer eludes.  If you are considering booking travel or signing up for a new credit...

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Travel

A Few Flying Firsts For Me

Kyle Stewart Posted onOctober 10, 2021October 10, 2021 7 Comments
Chilis Too seating Chicago O'Hare T2 B concourse Chilis Ohare

After millions of miles, I encountered a rare day filled with first-time experiences and lived to tell about it. 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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Hotel ReviewsHyatt

Review: Hyatt Regency Bethesda, Maryland – Terrace

Kyle Stewart Posted onOctober 10, 2021October 10, 2021 6 Comments
Hyatt Regency Bethesda escalators

I visited the Washington DC area twice within a week and was able to try the Hyatt Regency Bethesda, Maryland. Here is my review.  If you are considering booking travel or signing up for a new credit card please click here. Both...

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Law In TravelTravel

Feinstein Proposes Vaccine, Testing Requirement For Domestic Travel Despite Lack of Evidence

Kyle Stewart Posted onOctober 3, 2021October 3, 2021 66 Comments
feinstein vaccination travel

California Democratic Senator, Diane Feinstein introduces a senate bill requiring proof of vaccination or negative test result for domestic travel but fails to support it with data.  If you are considering booking travel or signing up for a new credit card...

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Icelandair

Icelandair Hiring COO, Why I Applied

Kyle Stewart Posted onOctober 3, 2021October 3, 2021 15 Comments
Icelandair Devaluation Alaska Airlines

Icelandair is actively recruiting for its Chief Operating Officer in Reykjavík, Iceland and I applied, here’s why.  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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LifeMilessponsored

Using LifeMiles For Bucket List Travel

Kyle Stewart Posted onOctober 3, 2021November 14, 2023 Leave a Comment
Cartagena's walled city

LifeMiles is selling miles for their lowest price this year and I am using them to accomplish some bucket list travel goals.  ***Sponsored Content*** Buy LifeMiles, Get 140% Bonus LifeMiles is a Star Alliance loyalty program that offers some...

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Travel

Observations From Another Week Traveling

Kyle Stewart Posted onSeptember 26, 2021September 26, 2021 8 Comments
Florida boat sunset

Traveling this week provided some interesting data points for both business travel and leisure.  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...

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Delta Air LinesTravel

Delta’s No-Fly List, Good Intentions, Bad Idea

Kyle Stewart Posted onSeptember 26, 2021September 26, 2021 21 Comments
delta no fly list

Delta announced an effort to unify US carriers to make their own no-fly list for misbehaving passengers. However, execution will make this good intention a very bad idea.  If you are considering booking travel or signing up for a new credit...

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Travel Technology

How I Lost My DJI Spark Drone

Kyle Stewart Posted onSeptember 26, 2021September 26, 2021 26 Comments
Empty bonita beach from a DJI Spark

My DJI Spark drone is no more thanks to a recent trip to the beach and some bad software. Here’s what happened.  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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Elite Status

Hilton, Delta, Create Road Map For Elite Status Extensions

Kyle Stewart Posted onSeptember 19, 2021 8 Comments
Airlines Elite Status 2021

Delta first extended elite status some weeks ago but following that model we can see the road map for status extensions for the other carriers and hotel chains.  If you are considering booking travel or signing up for a new credit...

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Space

Inspiration4, SpaceX Make Giant Leap for Space Tourism

Kyle Stewart Posted onSeptember 19, 2021September 19, 2021 1 Comment
Dragon capsule splash down

The first all-civilian space mission has returned to earth and has vastly improved the possibilities for space tourism.  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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