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Kyle Stewart

1513 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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Aer Lingus

Aer Lingus Adds Starlink, Delta Stands Alone

Kyle Stewart Posted onApril 5, 2026April 5, 2026 16 Comments
First A321XLR to Aer Lingus courtesy of Airbus

Starlink lands on Aer Lingus, expanding its airline takeover while Delta bets elsewhere. Will that gamble pay off as competition finally emerges? Starlink’s Grip On Airline WiFi Tightens Aer Lingus just joined the growing list of airlines rolling out...

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Cruise

Royal Caribbean’s New Credit Card Points To Alliances

Kyle Stewart Posted onApril 5, 2026April 5, 2026 4 Comments
royal caribbean credit card hero of the seas

Royal Caribbean’s new credit card could be a model for airline alliances. It’s a parent company finally leveraging its own brands the way alliances have not, yet. What Royal Caribbean Actually Launched Royal Caribbean Group just rolled out a...

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Travel

Brightline’s Vegas Train Will Reshape US Short Haul Flights

Kyle Stewart Posted onApril 5, 2026April 5, 2026 56 Comments
Brightline train

Ahead of the 2028 Olympics, Brightline West is spending $21 billion to build high-speed rail between Los Angeles and Las Vegas. What happens to flights when it launches? Everyone’s Covering the Infrastructure Story The aviation and travel press has...

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Hyatt

Hyatt Just Added 22 All-Inclusives: Book Before May

Kyle Stewart Posted onMarch 29, 2026 5 Comments
bahia-principe-luxury-akumal-hyatt

Bahia Principe joined World of Hyatt this week with fixed award pricing. Here are the best redemption sweet spots to use before Hyatt's May overhaul hits.

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Alaska AirlinesJetBlue

JetBlue-Alaska Makes Most Sense, But Does Alaska Want It?

Kyle Stewart Posted onMarch 29, 2026April 8, 2026 29 Comments
Alaska Airlines Boeing 737-8 MAX

There has been a lot of chatter this week about the possible targets from JetBlue for a merger, and among them Alaska makes the most sense, but are they interested? JetBlue Explores Merger Targets As Matthew recently reported in...

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Travel

Forbes: Your Advisor Is Now Your Extraction Plan

Kyle Stewart Posted onMarch 29, 2026March 29, 2026 8 Comments
a blue screen with white text

Forbes just coined a term every traveler should know: contingency concierge. Here's why your travel advisor might be your most important safety net.

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American Airlines

American’s Hub Problem Is A Credit Card Problem

Kyle Stewart Posted onMarch 22, 2026 23 Comments
Manhattan

Airlines make more from your credit card than your seat. That should change how we think about hubs, routes, and where carriers choose to grow. The Credit Card Is the Product Now We have made this point clear many...

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Credit Cards

Bilt Buys Sion for $30M and It’s About the Data

Kyle Stewart Posted onMarch 22, 2026March 22, 2026 5 Comments
Bilt-Sion acquisition

Bilt acquired travel commission platform Sion for $30M. The price tag hints this is about transaction data, not travel concierge services.

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aadvantageAmerican Airlines

American Airlines Upgrade Offer Clever, Effective, Valuable

Kyle Stewart Posted onMarch 22, 2026March 22, 2026 6 Comments
an airplane with a television set

American Airlines offered Platinum Pro and Executive Platinum clients a rare opportunity to confirm upgrade space this week. It was clever, effective, and valuable.  American Airlines Offers A Limited Upgrade Option For New Bookings I was delighted to receive...

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Hotels

Churchill’s War Office Is Now a $1,000/Night Hotel

Kyle Stewart Posted onMarch 15, 2026March 15, 2026 10 Comments
raffles-london-churchill-lounge-bar

Churchill’s Old War Office is now Raffles London at The OWO, possibly the most historically significant luxury hotel in the world. Inside London’s Most Storied New Hotel There’s an incredible opportunit to stay in a building that shaped the...

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Travel

Virtuoso Survey: Partners Are Bullish On 2026

Kyle Stewart Posted onMarch 15, 2026March 15, 2026 4 Comments
virtuoso trends 2025 2026

Virtuoso's latest pulse survey shows travel suppliers and advisors heading into 2026 with rising confidence, strong pipelines, and only 3% pessimism on the partner side.

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Travel

Net Migration Is Negative, But Read The Fine Print

Kyle Stewart Posted onMarch 15, 2026March 15, 2026 13 Comments
Big Ben in London 2008

Headlines say Americans are fleeing in droves. The actual numbers tell a far more nuanced story about who is really leaving and why.

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Spirit

Spirit Has a Bankruptcy Plan But Fuel Prices Threaten It All

Kyle Stewart Posted onMarch 8, 2026March 8, 2026 12 Comments
Spirit Airlines Airbus A320 Boston

Spirit’s bankruptcy exit plan cuts debt by billions and shrinks to 94 planes. But surging fuel prices from the Iran conflict could derail the whole thing. Spirit Airlines has been through a lot. Two bankruptcy filings in under a...

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Travel

The 737 MAX Wants To Cross The Atlantic, And It May Just Win

Kyle Stewart Posted onMarch 8, 2026March 8, 2026 21 Comments
737 transatlantic

Airbus pioneered thin transatlantic routes with the A321 family, but 737s are muscling in with WestJet, Alaska, Southwest, and United. Is this real competition? The idea of flying a single-aisle jet across the Atlantic used to sound like a...

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Venezuela

US And Venezuela Just Normalized Relations. Now What?

Kyle Stewart Posted onMarch 8, 2026March 8, 2026 7 Comments
caracas-venezuela-credit-bona-lee

The US and Venezuela have restored full diplomatic ties for the first time since 2019. Flights are back. But the State Department still says don't go.

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Family TravelHotel ReviewsHotelsHyattNew York

Review: Hotel Seville Nomad (Queen Deluxe Room)

Kyle Stewart Posted onMarch 1, 2026March 1, 2026 2 Comments
hotel-seville-nomad-lobby-bar-2

The Hotel Seville Nomad, The Unbound Collection by Hyatt, sits in the heart of New York City’s NoMad neighborhood, one of the most walkable and vibrant districts in Manhattan.  Location The hotel is tucked along a quiet stretch of...

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Hyatt

Unpopular Opinion: I’m Not Outraged By Hyatt Award Increases

Kyle Stewart Posted onMarch 1, 2026March 1, 2026 11 Comments
Hyatt Hotel Martinez Cannes France sea view sunset

Hyatt Hotels increased the cost of award redemptions and while most of the miles and points community is outraged, I’m really not bothered but for practical reasons. Award Changes The headlines in the miles and points community this week...

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Travel

A Runner Did a 5K in an Airplane Bathroom. Why?

Kyle Stewart Posted onMarch 1, 2026March 1, 2026 12 Comments
airplane 5k

A marathoner locked himself in a plane lavatory for an hour to log a 5K on Strava. Passengers and the internet had thoughts.

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ChaseUnited Airlines

MileagePlus Changed the Game. Here’s What’s Really at Stake

Kyle Stewart Posted onFebruary 22, 2026February 22, 2026 17 Comments
United Airlines Boeing 787 at gate

United just restructured MileagePlus to punish non-cardholders. The bigger question is whether it will grow Chase card signups or push miles lovers elsewhere. United Airlines announced this week that MileagePlus is getting its biggest overhaul in more than a...

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rental cars

AI Rental Car Scans Produce Questionable Reports, Real Bills

Kyle Stewart Posted onFebruary 22, 2026February 21, 2026 11 Comments
hertz ai rental car damage scan​ via Proovstation

Hertz and Sixt are using AI scanners that automatically flag rental car damage. Customers are getting hit with surprise bills for marks no human eye can catch. If you have been on X this week, you may have already...

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