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Kyle Stewart

1507 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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Premium EconomyTravel

Explaining Delta’s Basic Premium Economy To A Child & Father

Kyle Stewart Posted onDecember 21, 2025December 21, 2025 9 Comments
Delta-Air-Lines-Airbus-A350-900-taxiing-in-Rome

This week, I had the unique challenge of explaining Delta’s latest market segmentation to both my 11-year old daughter, and my father and this is how it went.  What’s New In Travel This Holiday Season? A reporter for a...

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Spirit

Spirit’s Demise Is Bad News for All Air Travelers

Kyle Stewart Posted onDecember 14, 2025December 14, 2025 8 Comments
Spirit Airlines Airbus A320

Is Spirit Airlines going out of business as soon as this weekend? It’s possible, but if it does it spells bad news for all flyers in the US, not just Spirit’s. Other Carriers Pouncing On Spirits Misfortune The media...

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News

Breaking: Terror Attack on Sydney’s Bondi Beach

Kyle Stewart Posted onDecember 14, 2025December 14, 2025 32 Comments
a person holding a bag and walking on a sidewalk

Gunmen open fire on Bondi Beach in Sydney, Australia at a Jewish event. Today Sydney’s iconic Bondi Beach became the setting for an unspeakable tragedy. On the evening of December 14, 2025, a terror attack unfolded during a Hanukkah...

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Cruise

Virgin Voyages’ “Status Match” Feels More Like A Tease

Kyle Stewart Posted onDecember 14, 2025December 22, 2025 2 Comments
virgin voyages cruise ship scarlet lady

Virgin Voyages advertises a status match program, but what travelers receive is a one-time perk bundle than anything resembling real elite status. Background: A Match That Really Isn’t One Virgin Voyages has launched what it calls an “Enhanced Status...

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Travel

What Visa’s Data Says About Luxury Travel’s Future

Kyle Stewart Posted onDecember 7, 2025December 7, 2025 8 Comments
Luxury Travel Trends from Visa at ILTM Cannes - Dr Simon Baptist

Visa’s credit card data from ILTM Cannes hints at who will be traveling in style, where they are going, and which destinations are quietly losing their shine. A Payments Company Walks Into ILTM… A senior economist from Visa, Dr....

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Reviews

Book Review: Unreasonable Hospitality – Perfect For Travelers

Kyle Stewart Posted onDecember 7, 2025December 7, 2025 10 Comments
Unreasonable-Hospitality-credit-Vanyer-Media

Will Guidara’s rise through the restaurant elite offers excellent insights into the service industry and has applications throughout travel. A Rare Book Review It’s not often that Live And Let’s Fly features a book review nestled amongst our hard-hitting...

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A350Airbus

Will An Airbus A350-2000 Take On The Boeing 777X?

Kyle Stewart Posted onDecember 7, 2025December 6, 2025 7 Comments
Air France Airbus A350 in Paris

Airbus is openly studying a stretched A350-2000 to match Boeing’s 777X. Here is why Emirates and other giants suddenly care about a few extra rows. Background: From Superjumbos To Stretched Twins Once upon a time, airlines that wanted serious...

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Cruise

New Questions In The Carnival Cruise Death Of Anna Kepner

Kyle Stewart Posted onNovember 30, 2025November 29, 2025 15 Comments
Anna Kepner Instagram photo

New details about how Anna Kepner was found on a Carnival cruise are raising hard questions for investigators, the cruise line, and her grieving family. Live And Let’s Fly reached out to Carnival weeks ago for comment as news...

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A320Airbus

Is The Airbus A320 Having Its Boeing 737-MAX Moment?

Kyle Stewart Posted onNovember 30, 2025November 29, 2025 9 Comments
Air Asia Airbus A320 in Kuala Lumpur

After a sudden dive, a global software recall and thousands of grounded jets, is the Airbus A320 staring down its own 737 MAX-style reckoning or just a painful reset? Background: From One Bumpy Flight To A Global Headache This...

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Airplanes

Has The MD-11 Already Flown Its Last US Flight?

Kyle Stewart Posted onNovember 30, 2025November 29, 2025 8 Comments
Western Global McDonnell-Douglas MD-11 parked at RSW Fort Myers Florida

With every grounded MD-11, the trijet era slips further away. After the UPS crash and a sweeping FAA order, have we already seen its last US takeoff? A Crash, An FAA Order, And A Trijet In Trouble On November...

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Disney

Disney Drops Major Travel Agency After Allegations Emerge

Kyle Stewart Posted onNovember 23, 2025November 23, 2025 7 Comments
Disney Lifetime Ban Disability

Disney cut ties with Smart Moms Travel. Here is what the owner says happened and what it means for anyone who books through a travel agency. Why A Disney Travel Agency Is In The Headlines Disney fans are used...

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CruiseRitz-Carlton

Photo Essay: The Ritz-Carlton Yacht Collection, “Ilma”

Kyle Stewart Posted onNovember 23, 2025March 1, 2026 11 Comments
the ritz carlton yacht collection bedroom view

As part of a travel agency preview, I toured the Ritz-Carlton Yacht Collection’s Ilma. It’s not a perfect product, but luxury travelers should take note.  Tour Invitation As a luxury travel agency owner, I was invited to tour the...

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Southwest AirlinesUnited Airlines

United And Southwest Bring Back Airline Debit Cards

Kyle Stewart Posted onNovember 23, 2025November 23, 2025 3 Comments
airline debit card

United and Southwest quietly revived airline debit cards. Here is who they help, what they offer, and when you should skip them. A Throwback Idea Makes A Comeback For years, the story in airline loyalty has been simple. If...

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Travel

Will Thanksgiving Flights Calm Down After The 2025 Shutdown?

Kyle Stewart Posted onNovember 16, 2025November 15, 2025 2 Comments
thanksgiving travel 2025 shutdown

With the government finally reopening, will Thanksgiving flyers face chaos or find surprisingly calm skies at the airport this year? The Longest Shutdown Finally Blinks After forty-three days of political chicken, the federal government is open again, paychecks are...

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Ryanair

Ryanair Profit Jumps As Europe Stays Close, Skips US For Now

Kyle Stewart Posted onNovember 16, 2025November 15, 2025 5 Comments
Ryan Air Boeing 737-800

Ryanair posts a significant increase in net profit as Europeans swap short hops over trips to the US, reshaping demand on both sides of the Atlantic. Profit Pop Fueled By Staying Closer To Home Ryanair just reported a superb...

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Travel

EU Pushes Airlines To Clean Up Their Green Marketing

Kyle Stewart Posted onNovember 16, 2025November 18, 2025 6 Comments
KLM Boeing 777 at gate in Amsterdam

Airlines love to talk about being green, but the EU is cracking down on vague claims and forcing carriers to be clear, honest, and transparent. Scrutiny Over EU Airlines’ Green Claims Airlines have never been shy about promoting their...

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HiltonHilton HHonors

Hilton’s Diamond Reserve Rumor Raises Real Program Questions

Kyle Stewart Posted onNovember 9, 2025November 9, 2025 5 Comments
Hilton Virginia Beach Oceanfront standard guest room

Hilton may add a Diamond Reserve tier with big spend rules. Here is how it stacks up to Marriott Ambassador and what it means for Aspire cardholders. Hilton’s Next Move At The Top Hilton Honors is reportedly cooking up...

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Hyatt

Hyatt Hotels: Relying On Chase Deal as Growth Levels Off

Kyle Stewart Posted onNovember 9, 2025 4 Comments
Park Hyatt London River Thames Park Suite River View Deluxe living room angle

Hyatt posts a small RevPAR gain, plans big asset sales, and leans on a richer Chase partnership while demand signals look flatter across the industry. Setting The Table Hyatt’s third quarter (2025) reads like a mix of steady progress...

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Travel

California Candidate Says Ground Billionaire Jets

Kyle Stewart Posted onNovember 9, 2025 74 Comments
FAA Reductions Rep Katie Porter

Katie Porter says cut private jets, not commercial. With a 10% flight reduction looming from the shutdown, is she right about where to trim? FAA Reduction: Why Airlines Are Being Told To Fly Less Because of the ongoing government...

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Southwest Airlines

Southwest Business Class, Lounges, Europe Flights Inevitable

Kyle Stewart Posted onNovember 2, 2025November 2, 2025 6 Comments
a plane on the runway

Southwest Airlines has openly explored the possibility of adding business class, airport lounges, flights to Europe, and new aircraft – but it’s not if, it’s a matter of when.  Southwest Will Move Into Premium Expansion, Here’s Why Management at...

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