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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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American ExpressFamily Travel

Collateral Damage from American Express Centurion Lounge Change

Kyle Stewart Posted onApril 18, 2021September 12, 2021 50 Comments
centurion lounge charge

The blogging world was atwitter with condemnation over a change in 2023 for AMEX cardholders, but few have mentioned the collateral damage from the new American Express Centurion lounge charge. If you are considering booking travel or signing up for a...

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Cuba

Will Biden/Harris Re-Open Cuban Relations?

Kyle Stewart Posted onApril 18, 2021September 12, 2021 14 Comments
re-open cuban us relations

With the Biden/Harris administration in the White House, will there be an effort to re-open Cuban-US relations as we saw under President Obama/Biden? If you are considering booking travel or signing up for a new credit card please click here. Both support...

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Travel

Serious Travelers Need Crypto, Not Banks

Kyle Stewart Posted onApril 18, 2021September 12, 2021 23 Comments
travelers need crypto

Financial institutions still struggle with both simple and complex transactions abroad, serious travelers need cryptocurrencies.  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...

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Travel

Reports From Abroad… Armenia is Wonderful Right Now

Kyle Stewart Posted onApril 11, 2021September 12, 2021 14 Comments
Yerevan street travel armenia

Friends and family recently traveled to Armenia and reported back about their experience. 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,...

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miles

Spend All Your Frequent Flyer Miles In 2021

Kyle Stewart Posted onApril 11, 2021September 12, 2021 11 Comments
credit rarehistoricalphotos.com frequent flyer miles in 2021

Travel was virtually impossible last year, and that’s why this year you should spend all of your frequent flyer miles. All of them.  If you are considering booking travel or signing up for a new credit card please click here. Both support...

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Hyatt

Hyatt Milestones Disappointment, Prediction Becomes Reality

Kyle Stewart Posted onApril 11, 2021September 12, 2021 28 Comments
hyatt globalist benefits

In 2021, Hyatt elites maintain their status from 2019/2020 but Hyatt’s milestones disappoint and sadly, my prediction from four years ago becomes reality.  If you are considering booking travel or signing up for a new credit card please click here. Both support...

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Elite Status

Elite Status Extensions Likely, But Not Now

Kyle Stewart Posted onApril 4, 2021September 12, 2021 9 Comments
status extensions likely

Airlines extended status when no one was flying. They’ve been mum as routes have re-opened but status is likely to be extended just not now. If you are considering booking travel or signing up for a new credit card please click...

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Intercontinental Hotels

Intercontinental Hotel Groups Increases Award Prices During Pandemic

Kyle Stewart Posted onApril 4, 2021September 12, 2021 20 Comments
ihg increases award prices

Intercontinental Hotels Group (IHG) increases award prices during the pandemic because, well, that’s who they are.  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...

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Reviews

Review: Goldbelly Brings Destination Eats to You

Kyle Stewart Posted onApril 4, 2021November 14, 2023 15 Comments
goldbelly review dinner with friends

I ordered from Goldbelly for the first time this week to try out the service (and an American Express Platinum benefit) and this was my experience. If you are considering booking travel or signing up for a new credit card please...

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Delta Air Lines

Delta’s Good Intentions Lead To Boycott Over Voting Law

Kyle Stewart Posted onMarch 28, 2021September 12, 2021 66 Comments
Delta voting

Delta found itself in hot water again this week after involving the carrier in a Georgia voting law. Delta’s good intentions have #BoycottDelta trending, but what else could they do?  If you are considering booking travel or signing up for a...

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FloridaRestaurant Reviews

The 5 Best Desserts in Fort Myers Florida

Kyle Stewart Posted onMarch 28, 2021September 12, 2021 2 Comments
best desserts in Fort Myers

One of the most popular spring break destinations in the world is home to some of the most delicious confections, here are the 5 best desserts in Fort Myers, Florida.  If you are considering booking travel or signing up for a...

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Florida

The 5 Best Islands Near Fort Myers Florida

Kyle Stewart Posted onMarch 21, 2021September 12, 2021 7 Comments
Lovers Key State Park Fort Myers Islands

In Florida, it’s the Keys that are thought of as the islands of the state, but other areas have plenty to offer. Here are the 5 best islands near Fort Myers, Florida. If you are considering booking travel or signing up...

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Italy

Stanley Tucci’s Searching For Italy Is What We Needed

Kyle Stewart Posted onMarch 21, 2021September 12, 2021 16 Comments
Stanley Tucci italy

Stanley Tucci, the famed actor, hosts a new show on CNN – Searching For Italy. It’s what we all needed but probably don’t deserve. If you are considering booking travel or signing up for a new credit card please click here. Both...

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Florida

The 5 Restaurants To Visit At Fort Myers Beach Florida

Kyle Stewart Posted onMarch 21, 2021September 12, 2021 Leave a Comment
Fort Myers Beach

It’s spring break, Easter break, and once again time to revisit things to eat, see and do in Florida. Here are 5 restaurants to visit at Fort Myers Beach.  If you are considering booking travel or signing up for a new...

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covid-19

COVID Spring Break: Flights, Airports Are Full

Kyle Stewart Posted onMarch 14, 2021September 12, 2021 9 Comments
florida blog bill

Despite the ongoing pandemic, COVID isn’t stopping spring break with flights and airports full.  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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Spirit

What It’s Like to Fly With Spirit Airlines Gold Status

Kyle Stewart Posted onMarch 14, 2021September 12, 2021 4 Comments
spirit airlines gold status

Spirit Airlines transformed its Free Spirit loyalty program. Here’s what it’s like to fly with Spirit Airlines Gold status.  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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United Airlines

Update: Nearly Kicked Off Flight For Asking About A Snack Box

Kyle Stewart Posted onMarch 7, 2021September 12, 2021 48 Comments
a plane on the runway

Last week I discussed how I was nearly kicked off a flight for asking about a snack box. United reached out and I want to share their communication with me.  If you are considering booking travel or signing up for a...

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Disney

California Approves Reopening Disneyland, Other Theme Parks

Kyle Stewart Posted onMarch 7, 2021September 12, 2021 3 Comments
disney lightning lane

California has resisted reopening much of its economy, however, this week that all changed as California approves reopening Disneyland and other theme parks.  If you are considering booking travel or signing up for a new credit card please click here. Both support...

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Travel

Compromised Data: American, United, Delta – Oh My

Kyle Stewart Posted onMarch 7, 2021September 12, 2021 6 Comments
a woman wearing a mask handing money to a customer

It has been a rough week for frequent flyers and most of them were on the ground. Compromised data at American, United, and Delta Air Lines leaves flyers wondering what’s next? If you are considering booking travel or signing up for...

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covid-19TravelUnited Airlines

Mask Vigilantism Is Out of Control on Flights

Kyle Stewart Posted onFebruary 28, 2021September 12, 2021 76 Comments
a woman sitting on a luggage in an airport

There’s a big difference between an intentional mask rebellion and punishing innocent, well-intentioned travelers. Mask vigilantism is out of control on flights and in my experience, it was the flight attendants that were to blame.  If you are considering...

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