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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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Finance

Most Airline Stocks Have Doubled, More Runway Ahead?

Kyle Stewart Posted onJanuary 17, 2021September 12, 2021 9 Comments
Spirit Airlines stock SAVE 52-week

The covid-19 pandemic shattered the travel industry which is still recovering today. But many airline stocks have doubled since their 52-week lows, do they have more runway ahead or will they crash and burn? If you are considering booking...

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Family TravelFlorida

3 Unique Things to Do In Fort Myers, Florida

Kyle Stewart Posted onJanuary 17, 2021September 12, 2021 10 Comments
Shells on Captiva Island Fort Myers Florida

It’s not just golf courses and beach umbrellas in Fort Myers. Here are three unique things to do in Fort Myers, Florida. 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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Disney

Disneyland California Discontinues Annual Passes

Kyle Stewart Posted onJanuary 15, 2021September 12, 2021 4 Comments
Disney Annual Passholder

Disneyland ended year-long speculation regarding whether the theme park will continue offering annual passes. They have answered that question with a solid “no.” If you are considering booking travel or signing up for a new credit card please click here. Both support...

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Customer ServiceSpirit

Spirit Airlines Reviews Customer’s Issue, Compensates

Kyle Stewart Posted onJanuary 10, 2021September 12, 2021 20 Comments
a yellow airplane on a runway

Spirit Airlines encountered an issue with a reader’s ticket but all is well that ends well. 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. If you haven’t...

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JetBlue

JetBlue Flights, Status Offers More In 2021

Kyle Stewart Posted onJanuary 10, 2021September 12, 2021 1 Comment
a group of airplanes parked on a runway

JetBlue’s True Blue loyalty program has an interesting new incentive for elite Mosaic members in 2021. It might be the right time for earning status with the airline.  If you are considering booking travel or signing up for a new credit...

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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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