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Kyle Stewart

1387 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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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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PittsburghRestaurant Reviews

5 Must-Try Pittsburgh Restaurants

Kyle Stewart Posted onSeptember 19, 2021September 19, 2021 10 Comments
Nashville Hot at Coop DeVille Pittsburgh Restaurants

The Steel City has radically changed since its manufacturing days and is reinventing itself and its restaurant scene to its new identity. Here are 5 must-try restaurants in Pittsburgh, Pennsylvania.  If you are considering booking travel or signing up for a...

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FinanceTravel

Travel To Change With Buy Now Pay Later Apps

Kyle Stewart Posted onSeptember 12, 2021September 12, 2021 10 Comments
Affirm buy now pay later travel partners

A slurry of new “buy now, pay later” apps have the potential to change the way we travel. 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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Southwest Airlines

Why We Passed On Southwest’s Short Companion Pass

Kyle Stewart Posted onSeptember 12, 2021September 12, 2021 13 Comments
southwest companion pass

I have called the Southwest Companion Pass the best deal in domestic travel, but when given the opportunity for a short winter-only Companion Pass, my family chose not to pursue it, here’s why.  If you are considering booking travel or signing...

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Travel Technology

New iPhone Satellite Global Connectivity Rumored

Kyle Stewart Posted onSeptember 12, 2021September 12, 2021 3 Comments
satellite phone iPhone

The iPhone 13 is likely to be announced this week and one of the rumored features is satellite connectivity. Here’s what that could mean for travelers. If you are considering booking travel or signing up for a new credit card please...

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Travel

The Reasons Why Business Travel Will Come Back

Kyle Stewart Posted onSeptember 5, 2021September 5, 2021 27 Comments
Corporate travel

A Bloomberg article this week spelled doom and gloom for business travel but it’s wrong and 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...

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Hyatt

Hyatt’s Apple Vacations Purchase Creates Odd Bedfellows

Kyle Stewart Posted onSeptember 5, 2021September 5, 2021 4 Comments
hyatt apple vacations

Hyatt recently announced the purchase of Apple Leisure Group but has not said much about its plans for Apple Vacations and that creates some odd bedfellows.  If you are considering booking travel or signing up for a new credit card please...

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Disney

Video: Fight Breaks Out On Disney World Ferry

Kyle Stewart Posted onSeptember 5, 2021September 5, 2021 20 Comments
disney world fight

Aboard one of Disney World Resort’s ferries in Orlando, a fight broke out between guests. This follows a separate event at the Magic Kingdom today.  If you are considering booking travel or signing up for a new credit card please click...

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Amenity KitsAmerican AirlinesHyatt

My Hyatt Concierge Sends Me American Airlines Gift

Kyle Stewart Posted onAugust 29, 2021August 29, 2021 13 Comments
My Hyatt Concierge American Airlines Amenity Kit

I had a surprising delivery from My Hyatt Concierge this week benefiting from its partnership with American Airlines.  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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covid-19

No, Supreme Court Ruling Doesn’t Make Airline Mask Mandates Illegal

Kyle Stewart Posted onAugust 29, 2021August 29, 2021 14 Comments
biden mask mandate Supreme Court

The Supreme Court ruled against the CDC’s moratorium on evictions but one respected blogger has stated this, in turn, makes the airline mask mandate illegal. I respectfully disagree.  If you are considering booking travel or signing up for a new credit...

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