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Kyle Stewart

1535 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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JetBlue

JetBlue And JAL Split After A Partnership That Never Worked

Kyle Stewart Posted onJanuary 4, 2026January 4, 2026 4 Comments
JetBlue Airways Airbus A320s Boston

JetBlue’s Japan Airlines redemption partnership ends 3/31/26. It was underbuilt, under-marketed, and often showed phantom space. The Partnership That Arrived Quietly And Left Quietly JetBlue and Japan Airlines (JAL) are pulling the plug on their reciprocal points partnership on...

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Travel

With The US “Running” Venezuela, Travel Is Poised To Return

Kyle Stewart Posted onJanuary 4, 2026January 5, 2026 17 Comments
Venezuela Aviation Safety

President Donald Trump’s statement that the United States will “run the country” of Venezuela, travel will flood back, here is how and why.  US Captures Maduro and His Wife, What Now? In a night time raid that saw 150...

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Italy

Unpopular Opinion: Trevi Fountain’s New €2 Charge Is Right

Kyle Stewart Posted onJanuary 4, 2026 18 Comments
trevi fountain

Trevi Fountain in Rome implemented a €2/person charge and I think it’s the right approach but I am sure I will be burned at the stake for this unpopular opinion. Trevi Fountain Implements €2 Fee From February 1st, 2026...

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Lounge Reviews

American Airlines Flagship Lounge Philadelphia Lags Others

Kyle Stewart Posted onDecember 28, 2025May 16, 2026 10 Comments
American Airlines Lounge Philadelphia flagship elevated seating

The new American Airlines Flagship Lounge in Philadelphia opened in Terminal A but falls short. Here is what to expect at the PHL Flagship Lounge.

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Travel

A Two-Star Hotel Stay at the World’s Biggest Luxury Conference

Kyle Stewart Posted onDecember 28, 2025December 27, 2025 18 Comments
Two Star Hotel Cannes France - bedroom wide

In the most conflicted possible experience, I found myself in a two-star hotel during the world’s largest luxury travel conference, ILTM Cannes. But why?  Why I Intentionally Booked A “Two-Star” Hotel Location, location, location. For this particular event, ironically...

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Spirit

Spirit’s Engine Deal Buys Time

Kyle Stewart Posted onDecember 28, 2025December 28, 2025 3 Comments
Spirit Airlines Airbus A320 shut down

Spirit’s new Pratt deal and $140M cash boost buy breathing room, but survival still hinges on running a tighter airline, not just signing smarter contracts. A Lifeline Arrives, Quietly Spirit Airlines has spent the better part of the last...

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Family Travel

48 Hours In New York City For Family Christmas Magic

Kyle Stewart Posted onDecember 21, 2025 20 Comments
Family Christmas trip to New York Bryant Park

My daughter had been romanticizing Christmas in New York City and with nearly no notice, my wife and I decided to make it happen. Behold the power of points.  Let’s Go To New York City At 3:30 in the...

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American AirlinesUnited Airlines

United, Delta, American Make Flying a Premium Privilege

Kyle Stewart Posted onDecember 21, 2025December 21, 2025 19 Comments
American Airlines Boeing 787-9 Premium Business Class seat

As Spirit and Frontier struggle, United, Delta, and American lean harder into premium travel, quietly reshaping air travel into something fewer people can afford. United, American’s New Premium 787-9s Matthew has covered the rollout for American’s 787-9P (Premium) with...

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Premium EconomyTravel

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

Kyle Stewart Posted onDecember 21, 2025December 21, 2025 10 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 shut down

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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