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Kyle Stewart

1481 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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covid-19

Everything You Need to Know About Flights to Puerto Rico During COVID-19

Kyle Stewart Posted onJanuary 10, 2021September 12, 2021 15 Comments
United Airlines Puerto Rico Relief Flight

Like many places around the world, Puerto Rico has implemented new COVID-19 restrictions. Here’s everything you need to know about flights to Puerto Rico during COVID-19.  If you are considering booking travel or signing up for a new credit card please...

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Mexico

Americans Flooding Mexico, Some Staying Awhile

Kyle Stewart Posted onJanuary 3, 2021September 12, 2021 26 Comments
a plane flying over a beach

Americans enjoy unrestricted travel to few destinations during the pandemic, but not all Americans are traveling for leisure, and some plan to stay a while.  If you are considering booking travel or signing up for a new credit card please click...

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Sandals

Sandals Resort Disputes Government’s COVID-19 Claims

Kyle Stewart Posted onJanuary 3, 2021September 12, 2021 6 Comments
sandals barbados

A Sandals resort in Barbados has recently re-opened but the government isn’t happy about its approach. Here’s why Sandals is disputing the Government of Barbados claims. If you are considering booking travel or signing up for a new credit card please...

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Travel

How Much Cash Can You Fly With?

Kyle Stewart Posted onJanuary 3, 2021September 12, 2021 18 Comments
How much cash can you fly with

An often asked question is just how much cash you can fly with, and the answer is really threefold. 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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covid-19

Pent Up Travel Demand Awaits End To COVID-19

Kyle Stewart Posted onDecember 27, 2020November 14, 2023 7 Comments
a plane taking off from a runway

Market indications have shown that pent-up travel demand awaits an end to COVID-19 travel restrictions. Will airlines, hotels, car rental, and cruise companies be able to handle the demand? If you are considering booking travel or signing up for a new...

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aadvantageAmerican Airlines

American Airlines Uses Web Specials To Dupe Passengers Into Restrictive Awards

Kyle Stewart Posted onDecember 27, 2020September 12, 2021 34 Comments
a group of airplanes parked on a runway

American Airlines has been using web specials to dupe passengers into more restrictive awards after eliminating redeposit fees.  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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Space

When Will Space Tourism Become A Reality?

Kyle Stewart Posted onDecember 27, 2020September 12, 2021 4 Comments
SpaceX Crew Dragon

Space flight has taken leaps and bounds in the last few years but when will space tourism become a reality?  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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covid-19Travel

Observations from Flying/Traveling this Week

Kyle Stewart Posted onDecember 20, 2020September 12, 2021 16 Comments
CLT AMEX Centurion Lounge

I had a business trip that took me flying this week from Florida to Colorado. I had some surprises as well as expected experiences. If you are considering booking travel or signing up for a new credit card please click here. Both...

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covid-19Travel

Practical Problems of Flying During COVID-19

Kyle Stewart Posted onDecember 20, 2020November 14, 2023 11 Comments
an airplane on the runway

In addition to health and safety requirements, there are some further practical problems when flying during COVID-19.  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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American Airlines

American Airlines “D0” Rule Utterly Moronic During Pandemic

Kyle Stewart Posted onDecember 20, 2020November 14, 2023 13 Comments
a woman in a red dress at a check-in counter

American Airlines management has a policy to make flights depart on-time, but it doesn’t make much sense during the COVID-19 pandemic. 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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Coronaviruscovid-19CruiseDEQMSingapore

Singapore Cruise Shorted Due to False Positive COVID-19 Result

Kyle Stewart Posted onDecember 13, 2020September 12, 2021 2 Comments
Cruise passengers

A Singapore cruise was shortened due to a false positive COVID-19 result; is this a sign of progress or regression? 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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Coronaviruscovid-19Disney

Disney World Digitally Added Masks to Disobedient

Kyle Stewart Posted onDecember 13, 2020September 12, 2021 9 Comments
Digitally-added mask at Disney World credit WDW News Today, emphasis mine

Disney World requires guests to wear masks to enter its resorts in Florida. But when guests violate that policy, Disney is adding one for them.  If you are considering booking travel or signing up for a new credit card please click...

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Travel Products

The Travel Gadget I Want But Will Never Buy

Kyle Stewart Posted onDecember 13, 2020September 12, 2021 2 Comments
Freewrite Traveler

Some travel gadgets come along and are a no-brainer for me, but the Astrohaus Freewrite Traveler is one that I want but will never buy. If you are considering booking travel or signing up for a new credit card please click...

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Emotional Support Animal (ESA)

Did The Emotional Support Animal Ruling Change Anything?

Kyle Stewart Posted onDecember 6, 2020November 14, 2023 4 Comments
Qantas Dog Death

The Department of Transportation issued a final ruling and new guidance eliminating a restriction on airlines charging for emotional support animals, but did it really change anything?  If you are considering booking travel or signing up for a new credit card...

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JetBlue

JetBlue’s TrueBlue Redemption Sweet Spot

Kyle Stewart Posted onDecember 6, 2020September 12, 2021 5 Comments
the inside of an airplane

JetBlue’s loyalty program, TrueBlue has a redemption sweet spot and I am looking forward to utilizing it but it may not be everyone’s top choice. If you are considering booking travel or signing up for a new credit card please click...

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TravelTravel Agency

Chatter: Travel Agents See Higher Ticket Prices in 2021

Kyle Stewart Posted onDecember 6, 2020September 12, 2021 5 Comments
a group of airplanes on a runway

Travel agent groups have been chatting online about concerns over 2021 ticket prices on the already beleaguered, here’s what they’ve been saying.  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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Alaska AirlinesAmerican Airlines

American Airlines Offering International Upgrades to Alaska Airlines Mileage Plan Elites

Kyle Stewart Posted onNovember 29, 2020September 12, 2021 4 Comments
airplanes parked on a runway

As American Airlines and Alaska Airlines partnership begins, international upgrades will be available to MVP elites too.  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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AustraliaQantas

Qantas Signs Own Death Warrant With COVID-19 Vaccine Requirement

Kyle Stewart Posted onNovember 29, 2020November 14, 2023 96 Comments
a white airplane flying over water

Qantas, the Australian flag carrier, announced this week that they would require all travelers on its flights to have a COVID-19 vaccine. A move that would surely be Qantas’ undoing.  If you are considering booking travel or signing up for a...

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Coronaviruscovid-19United KingdomUSA

Travelers With Negative COVID-19 Test Potentially Freer in UK than British

Kyle Stewart Posted onNovember 29, 2020September 12, 2021 11 Comments
British Airways Defends 747 Retirement

The United Kingdom announced a waiver that would allow travelers to abbreviate quarantine requirements that could potentially make foreigners freer in Britain than its own people.  If you are considering booking travel or signing up for a new credit card please...

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CoronavirusDisney

Disney World Adds Park Hopper Back, Disneyland Remains Shut Amidst COVID-19 Restrictions

Kyle Stewart Posted onNovember 22, 2020September 12, 2021 3 Comments
Galaxy's Edge at Disney's Holloywood Studios

In a tale of two states, Disney World in Orlando expands more of their original service offerings with Park Hopper while Disneyland in California remains shut due to COVID-19 protocols. If you are considering booking travel or signing up for a...

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