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Kyle Stewart

1501 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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Delta Air Lines

Delta’s Play In Orlando—New Focus City Strategy Emerging?

Kyle Stewart Posted onJune 1, 2025June 1, 2025 15 Comments

Delta Air Lines just did something that, on the surface, looks small: seven new Saturday-only flights from Orlando. But the implications run much deeper. Come December 20, Delta will begin service from Orlando (MCO) to Birmingham (BHM), Cincinnati (CVG),...

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Hotels

Private Clubs Are The Latest Trend In Luxury Hotels

Kyle Stewart Posted onMay 25, 2025May 25, 2025 12 Comments

After meeting with more than 60 hoteliers over a three-day period at an invite-only event, the next big trend for luxury hotels doesn’t involve guests at all.  Private members’ clubs have long been the domain of the elite, offering...

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Travel

ANA Passenger Tried To “Murder All Onboard”, Diverts To Seattle

Kyle Stewart Posted onMay 25, 2025 4 Comments

On May 24, 2025, All Nippon Airways Flight NH114, en route from Tokyo Haneda to Houston, experienced a midair emergency when a passenger attempted to open an emergency exit door. Approximately nine hours into the flight, the individual, reportedly...

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HotelsHyatt

Sneak Peek At The Thompson Miami Beach (Opens Fall 2025)

Kyle Stewart Posted onMay 25, 2025June 11, 2025 5 Comments

I was invited to a behind the scenes sneak peek at the glorious new Thompson Miami Beach, and it looks amazing – even under construction. Address: 1685 Washington Avenue, Miami Beach, FL 33139 Google Maps Link Under Construction In...

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Analysis

Spirit, Southwest, JetBlue: Time to Rethink Perceptions

Kyle Stewart Posted onMay 18, 2025May 19, 2025 8 Comments

In just the last nine months, three carriers with distinct identities, Spirit, Southwest, and JetBlue have significantly shifted but public  perceptions might be harder to change.  We cling to airline stereotypes like old luggage—worn out, busted at the zippers,...

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Alaska Airlines

What Hawaiian Airlines AMEX Exit Means For Alaska MileagePlan

Kyle Stewart Posted onMay 18, 2025September 29, 2025 11 Comments

As Alaska Airlines and Hawaiian merge their loyalty programs, a final date has been provided for American Express Membership Rewards to Hawaiian Airlines (and thus, Alaska Airlines.) The writing has been on the hangar wall for a while now:...

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Travel

Global Airlines Defies Some Critics, Justifies Others

Kyle Stewart Posted onMay 18, 2025May 18, 2025 5 Comments

Most critics thought Global Airlines would never get off the ground, but this week it proved most of the critics wrong – but not all.  In August 2023, I wrote about Global Airlines’ ambitious plan to break into the...

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Chase

Crazy Chase Sapphire Reserve Changes Floated

Kyle Stewart Posted onMay 11, 2025May 12, 2025 19 Comments

Some radical changes were floated online for the Chase Sapphire Reserve credit card. They are drastic and flatly: crazy. Higher Fee, More Coupons In a report from Doctor of Credit, Chase is following the lead of American Express and...

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Travel

A Deeper Dive Into Duffy’s Air Traffic Control Overhaul Plan

Kyle Stewart Posted onMay 11, 2025May 11, 2025 25 Comments

Transportation Secretary Sean Duffy has announced an ambitious plan to modernize the United States’ air traffic control (ATC) system, let’s take a closer look. Duffy aiming to address decades of underinvestment and technological stagnation. The initiative, prompted by recent...

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Family Travel

Appreciation Of A Traveling Mother: My Wife

Kyle Stewart Posted onMay 11, 2025May 11, 2025 4 Comments

Throughout the year, the evidence of my wife’s dedication to our children is evident, especially when we travel.  Always Sharing Her Seat When it comes to traveling as a family, especially with infants, it’s my wife that shares her...

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aadvantageAmerican Airlines

Missing: Premium American Airlines Aadvantage Awards To Asia

Kyle Stewart Posted onMay 4, 2025May 5, 2025 15 Comments

Despite more partners to Asia, falling demand, and fewer business travelers, premium award space using American Airlines Aadvantage miles is mostly missing.  So Many Partners, So Few Seats Within oneworld, American Airlines has partnerships with a number of Asian...

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Travel

Mixed Financial Results Paint Murky Travel Picture In 2025

Kyle Stewart Posted onMay 4, 2025May 4, 2025 9 Comments

As airlines, hotel chains, and travel providers report earnings and adjust financial forecasts, 2025 is full of mixed results and conflicting signals.  Financial Winners, Bright Points Focusing on the bright spots, the first quarter of 2025 produced some winners...

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Hotels

Boutique Hotels Are Eating Business Travel’s Lunch

Kyle Stewart Posted onMay 4, 2025May 4, 2025 13 Comments

Something’s happening on the hotel scene, and if you’ve blinked, you might have missed it. Boutique hotels, once niche and novelty, are now quietly becoming the go-to for business travelers—and that should have traditional business hotel brands very worried....

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Travel

PSA: American Airlines Flyers, Check Your Elite Tracking

Kyle Stewart Posted onApril 27, 2025April 27, 2025 Leave a Comment

If you fly and qualify for American Airlines Advantage status, you should check the elite qualification tracking closely, you may be missing out.  If you are considering booking travel LiveAndLetsFly.com appreciates your support. If you haven’t followed us on Facebook or Instagram, add us...

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Explora Journeys

MSC Develops First Ever All-Luxury Island, Little Ocean Cay

Kyle Stewart Posted onApril 27, 2025April 27, 2025 6 Comments

MSC Cruises is doing something no other line is, it’s building its own luxury Caribbean island to accompany its incredible Ocean Cay Marine Reserve.  If you are considering booking travel LiveAndLetsFly.com appreciates your support. If you haven’t followed us on Facebook or Instagram, add...

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Disney

Disney World Starting To See Demand Drop, Economic Pressure

Kyle Stewart Posted onApril 27, 2025April 27, 2025 9 Comments

Disney World Resort in Orlando, Florida has started see a demand drop. Some of this could be economic pressure, but Universal may also contribute.  If you are considering booking travel LiveAndLetsFly.com appreciates your support. If you haven’t followed us on Facebook or Instagram, add...

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Space

Space Tourism Setback: Space Perspective Bubble Bursts

Kyle Stewart Posted onApril 20, 2025April 20, 2025 4 Comments

Space Tourism has faced a setback in the last few months, Space Perspective has closed its doors leaving investors, depositors, and creditors in the lurch.  If you are considering booking travel LiveAndLetsFly.com appreciates your support. If you haven’t followed us on Facebook or Instagram,...

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Travel

‘Coolcations’ The Next Travel Trend Or Marketing Nonsense?

Kyle Stewart Posted onApril 20, 2025April 20, 2025 5 Comments

A reports suggests travelers avoiding hotter destinations in favor of cooler ones this summer, but is it all just hot air?  If you are considering booking travel LiveAndLetsFly.com appreciates your support. If you haven’t followed us on Facebook or Instagram, add us today. The...

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Hyatt

Standard Hotel Sunsets “Secret Agent” – Privé Move Imminent?

Kyle Stewart Posted onApril 20, 2025April 20, 2025 Leave a Comment

The Standard International was purchased by Hyatt and recently announced the discontinuation of its Secret Agent program, is a move to Privé imminent? If you are considering booking travel LiveAndLetsFly.com appreciates your support. If you haven’t followed us on Facebook or Instagram, add us...

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Cruise

Attending The Naming Ceremony For MSC World America

Kyle Stewart Posted onApril 13, 2025April 13, 2025 19 Comments

I was graciously invited to attend the naming ceremony for the launch of MSC World America, the company’s largest ship. If you are considering booking travel LiveAndLetsFly.com appreciates your support. If you haven’t followed us on Facebook or Instagram, add us today. MSC World...

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