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Kyle Stewart

1556 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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Travel

Chicago’s O’Hare Bet Could Get More Expensive

Kyle Stewart Posted onJuly 12, 2026July 12, 2026 28 Comments
a colorful hallway with people walking in it

Chicago says its $8.8 billion O'Hare bet is on track. The bill for who actually pays it is just arriving.

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QatarQatar Airways

Qatar’s New Caracas Route Is A Sanctions Signal

Kyle Stewart Posted onJuly 12, 2026July 12, 2026 13 Comments
Qatar Airspace Closed

A Gulf carrier just opened a door to Caracas that Washington spent years trying to keep shut.

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TravelWizz Air

Boeing and Wizz Air Are Betting On Sewage Fuel

Kyle Stewart Posted onJuly 12, 2026July 12, 2026 8 Comments
wizz air boeing sewage fuel

Boeing and Wizz Air are betting your next flight runs on treated sewage, and they're further along than you'd guess.

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Elite Status

Mid-Year Status Update 2026: Where I Am Winning, Losing

Kyle Stewart Posted onJuly 5, 2026July 5, 2026 9 Comments
a seat in an airplane

Elite status at airlines, hotels, cruise lines, car rental agencies, and now credit cards all play a factor in how we travel. Here’s how I am faring for 2026 at the midway point.  Elite Status Purpose, Needs, And Wants...

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MarriottMarriott Bonvoy

Owners Want a Cut of the Marriott Bonvoy Machine

Kyle Stewart Posted onJuly 5, 2026July 5, 2026 14 Comments
JW Marriott Marco Island side balcony view

Marriott's owners say Bonvoy's billion dollar machine shortchanges them on award nights. However the fight ends, your points are likely to pay for it.

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Travel

Delta New International Routes: Smart or Random?

Kyle Stewart Posted onJuly 5, 2026July 5, 2026 38 Comments
Delta Air Lines Boeing 757-200 at Fort Myers Florida RSW

Delta keeps adding nonstop Europe flights from cities that are not hubs. Is the dartboard strategy genius, and which city is next?

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Ryanair

Ryanair Proves Airlines Need To Be Cheap Or Banks

Kyle Stewart Posted onJune 28, 2026June 29, 2026 9 Comments
Ryan Air Boeing 737-800

Ryanair made billions flying people cheaply, while US legacy airlines lean heavily on banks. That contrast says a lot about what airlines really are now. Ryanair Made Real Airline Profit There is a version of the airline business that...

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Premium Economy

Premium Economy Is Where Airlines Make Money Now

Kyle Stewart Posted onJune 28, 2026June 28, 2026 17 Comments
premium economy

Delta now earns more up front than in coach, and United and American keep pouring seats into premium economy. The back of the plane is shrinking.

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TurkeyTurkish Airlines

Turkey Is The Mediterranean Value Play Of 2026

Kyle Stewart Posted onJune 28, 2026June 28, 2026 13 Comments
turkey vs greece

Greece and Italy keep getting pricier while a weak lira makes Turkey the Mediterranean's quiet value play. Here is how to use it before it fades.

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Delta Air LinesHotels

Delta Stays Review: Is Delta’s Hotel Portal Worth It?

Kyle Stewart Posted onJune 21, 2026July 9, 2026 12 Comments
resort fees

Delta Stays is Delta’s hotel portal dangling 5x miles. Read the fine print: the everyday earn rate is a thin 2 miles per dollar, and it is not worth it.

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Travel

Gaggan Hotel And The Luxury Of Fewer Choices

Kyle Stewart Posted onJune 21, 2026June 20, 2026 3 Comments
gaggan anand hotel kyoto japan 2029 credit Daimon brewery

Gaggan Hotel points to a luxury travel trend where the best brands curate the experience instead of offering endless choices. Gaggan Moves From Restaurant To Full Hospitality When I think about Gaggan, I don’t first think about any particular...

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Copa

Copa’s 15-Day Panama Stopover Is a Free Win

Kyle Stewart Posted onJune 21, 2026June 21, 2026 4 Comments
copa airlines stopver

Copa just doubled its free Panama stopover to 15 days. Skip it and you leave a whole vacation, and a pile of miles, on the table.

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Spirit

Inside ‘Mooney International’s’ Bid To Rebuild Spirit

Kyle Stewart Posted onJune 14, 2026June 15, 2026 17 Comments
Spirit airlines under mooney international

Mooney International says it has bid for Spirit, will buy an aircraft maker, and build a three-airline empire. I called the CEO. Here is what he told me.

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Hilton

Hilton Raised Award Prices And Said Nothing

Kyle Stewart Posted onJune 14, 2026June 14, 2026 18 Comments
hilton barbados resort

Hilton raised award rates at mid-tier hotels overnight with no announcement, the latest in a run of quiet devaluations. Your points now buy less.

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Travel

Saudi Arabia Blinked On Its Giga-Tourism Projects

Kyle Stewart Posted onJune 14, 2026June 14, 2026 5 Comments
The Line by NEOM

Saudi Arabia is pulling back government money from NEOM and its Red Sea resorts, redirecting Vision 2030 toward AI. The tourism moonshot is being scaled down.

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Hotels

Inside L.E/Miami: The Invite-Only Show For Posh Hotels

Kyle Stewart Posted onJune 7, 2026 10 Comments
boutique hotel LE Maimi conference Hilton Curio Collection concierge activation

I was inside L.E/Miami, the invite-only show where the world's poshest hotels court travel's inner circle. Here is what the luxury set is planning.

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Travel

Your Cancelled Flight May Not Count As Cancelled

Kyle Stewart Posted onJune 7, 2026June 7, 2026 19 Comments
flight cancellation refund dot

DOT paused refund enforcement for renumbered flights while it rewrites what counts as a cancellation. The pause ends June 30. The definition fight matters.

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Allegiant

Allegiant Bought An Airline To Sell A Credit Card

Kyle Stewart Posted onJune 7, 2026June 7, 2026 7 Comments
a blue and orange airplane on a runway

Allegiant says the credit card is the real prize in its Sun Country deal. With United, Breeze, and American trimming service, the bet could hit turbulence.

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miles

Your Miles Are Losing Value Faster Than Cash

Kyle Stewart Posted onMay 31, 2026May 31, 2026 7 Comments
Cathay Pacific A350 miles 2026

Aeroplan, LifeMiles, Emirates, and Cathay all raised award prices within weeks. Call it what it is. The miles in your account are inflating away. The Month Everyone Reached Into Your Account There are times where one program tightens the...

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Air CanadaTravel

Air Canada Joins The Long-Haul Narrowbody Club

Kyle Stewart Posted onMay 31, 2026May 31, 2026 12 Comments
Air Canada A321XLR

Air Canada’s first A321XLR brings 14 lie-flat suites to thin transatlantic routes like Montreal to Toulouse. The narrowbody long-haul era is officially here. Another Single Aisle Crosses The Atlantic Air Canada took delivery of its first Airbus A321XLR in...

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