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Kyle Stewart

1544 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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Cruise

Icon Of The Seas Is Moving To Galveston, Not Florida.

Kyle Stewart Posted onMay 3, 2026May 3, 2026 21 Comments
Icon of the seas size for reference

Florida’s cruise dominance was supposed to be permanent. Then Royal Caribbean’s flagship (world’s largest), Icon of the Seas, sails from Galveston in 2027. Icon Of The Seas Is Moving To Galveston, Not Florida. Florida has owned cruise homeporting for...

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United Airlines

Kirby Is Crazy… Like A Fox

Kyle Stewart Posted onApril 30, 2026April 30, 2026 20 Comments
Scott Kirby crazy like a fox

United CEO, Scott Kirby, has made some outlandish statements about merging with American Airlines, and maybe he is crazy… crazy like a fox. United Floats Merger Privately, Then Publicly Reports documented an alleged conversation in which United CEO, Scott...

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Cruise

VidantaWorld’s New Yacht, Elegant, Has A Pricing Problem

Kyle Stewart Posted onApril 26, 2026April 26, 2026 5 Comments
VidantaWorld Elegant

VidantaWorld’s Elegant looks like a luxury disruptor at first glance, but the pricing and inclusions tell a very different story. A Mexican Resort Brand Quietly Goes To Sea VidantaWorld has officially entered the cruise market with Elegant, a 216-guest...

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Spirit

Why The Government (Morally) Has To Save Spirit Airlines

Kyle Stewart Posted onApril 26, 2026April 26, 2026 47 Comments
Spirit Airlines Financial Results

There’s a real possibility of Spirit Airlines shutting down after the government blocked its lifeline. That changes the moral math. Spirit Was Told It Had To Survive Alone Spirit Airlines had two serious suitors. Frontier wanted it. JetBlue wanted...

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United Airlines

Statistically, United CEO Kirby Is Right, Airfares Are Low

Kyle Stewart Posted onApril 26, 2026April 25, 2026 31 Comments
Scott Kirby United CEO

United CEO, Scott Kirby wants higher fares and claims they should be 15-20% higher. The uncomfortable part is that the long-term data says he has a point. Kirby Said The Quiet Part Out Loud United CEO Scott Kirby recently...

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Alaska AirlinesBritish Airways

Alaska Launches Rome, British Airways Restores St. Louis

Kyle Stewart Posted onApril 19, 2026April 19, 2026 15 Comments
British Airways Boeing 777-300ER at gate in New York JFK close up

Alaska Airlines crosses the Atlantic for the first time April 28. Meanwhile, nine days earlier, British Airways restores a UK nonstop to St. Louis, the first since 2003. The Route Nobody’s Covering The travel blogosphere is busy writing about...

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Travel

The Case That Supports A United-American Airlines Merger

Kyle Stewart Posted onApril 19, 2026April 19, 2026 18 Comments
American United Process Reality

Statements from United Airlines CEO, Scott Kirby this week about a merger with American Airlines caused significant uproar but there is a case that supports the tie-up.  Kirby’s Outlandish Proposal United isn’t just posturing anymore. The idea of a...

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HotelsLoyalty Programs

2026: $11B+ in Hotel Points Outstanding, Why Devaluations Are Inevitable

Kyle Stewart Posted onApril 19, 2026April 18, 2026 14 Comments
andaz miami beach review two bedroom suite second bedroom king bed city view

Major hotel chains disclose more than $11bn in outstanding points liability. The chains want those points to devalue. You want them to hold value. Guess who’s winning. The Number Hiding In The 10-Ks Marriott’s most recent annual report lists...

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American Airlines

American Bets Billions On Miami And DFW

Kyle Stewart Posted onApril 12, 2026April 12, 2026 15 Comments
an aerial view of an airport

While competitors cut capacity, American is dropping $5 billion into simultaneous expansions at both hubs. Here's why it matters.

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Delta Air Lines

Delta’s 2012 Refinery Bet Is Paying Off Big, Could Be Bigger

Kyle Stewart Posted onApril 12, 2026April 12, 2026 7 Comments
delta refinery oil gas pump jack

Fourteen years ago, Delta bought an oil refinery for $150 million. Now it's worth billions. Here's the math.

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American Airlines

American Airlines, Google Reduce Contrails By 62%

Kyle Stewart Posted onApril 12, 2026April 12, 2026 8 Comments
American Airlines Google Reduce Contrails By 62

American and Google reduced contrail formation by nearly two-thirds on transatlantic flights. The tech is proven, cheap, and almost nobody is talking about it.

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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 Las Vegas Will Reshape US Short Haul Flights

Kyle Stewart Posted onApril 5, 2026May 16, 2026 57 Comments
Brightline train

The Brightline Las Vegas high-speed train could gut short haul air routes across the US. Here is what it means for Southwest, Spirit, and your fares.

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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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