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Kyle Stewart

1387 Articles

Pittsburgh, PA
Kyle is a freelance travel writer with contributions to Time, the Washington Post, MSNBC, Yahoo!, Reuters, Huffington Post, MapHappy, 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 and daughter. Email: sherpa@thetripsherpa.com
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American Airlines

American Airlines Reinforces My Decision to Leave

Kyle Stewart Posted onDecember 1, 2019September 13, 2021 75 Comments
American Airlines Boeing 767-300ER

I have been rather vocal about my switch from American Airlines to United. But as I still have hundreds of thousands of miles, I need to spend them and American continues to squander opportunities to win me back.  If...

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NewsSafety

Does Terror Alter Your Travel Choices?

Kyle Stewart Posted onDecember 1, 2019September 13, 2021 15 Comments
Go to the Manchester Christmas Markets like Lucy

Another terror attack in London and the Hague sparked concerns for my family and raised the question of whether or not acts of terror alter our travel choices. If you are considering booking travel or signing up for a new credit...

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American AirlinesNews

Has American Airlines Turned The Corner?

Kyle Stewart Posted onNovember 24, 2019September 13, 2021 15 Comments
American A321 at gate

American Airlines has had a rough couple of years, but after a decent performance in the third quarter and some management “changes” has the carrier finally turned the corner? If you are considering booking travel or signing up for a new...

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Elite StatusHotelsHyattNews

Hyatt’s “Surprise and Delight” Does Just That

Kyle Stewart Posted onNovember 24, 2019September 13, 2021 14 Comments
Disney's Galaxy's Edge

Hyatt began running a “surprise and delight” campaign for Globalist members of the hotel chain’s World of Hyatt program. The promotion is accomplishing its stated goal. If you are considering booking travel or signing up for a new credit card please...

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Elite StatusUnited Airlines

Keeping United 1K Status via Honolulu

Kyle Stewart Posted onNovember 24, 2019November 14, 2023 15 Comments
a plane flying in the sky

Maintaining my United 1K Status is very important to me and my family. For the last year, distance flown matters more than just money spent (and segments) which means I have one more true mileage run, this year via...

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ItalyMarriottMarriott BonvoyNewsStarwood Preferred Guest

Bonvoyed: Deceptive Redemption Prices Frustrate, Annoy

Kyle Stewart Posted onNovember 17, 2019November 14, 2023 22 Comments
Marriott Bonvoy

Marriott’s new Bonvoy program has not been the success CEO Arne Sorenson has suggested it is. Bonvoy’s award redemption nights don’t just deceive members, they also frustrate and annoy them.  If you are considering booking travel or signing up for a...

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Editorial

Evaluating Inspirato, a Luxury Travel Subscription

Kyle Stewart Posted onNovember 17, 2019November 14, 2023 4 Comments
inspirato review

A few readers have asked what I thought of Inspirato, a luxury travel subscription service. I did some investigating and found that for a very narrow audience it may present value but most won’t. If you are considering booking travel or signing...

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Hertz

Hertz is Worse Than Spirit, RyanAir

Kyle Stewart Posted onNovember 17, 2019September 13, 2021 30 Comments
a silver car driving on a road

I am fairly loyal to National Car Rental for a few reasons but until I had to rent from Hertz, I had no idea just how good I had it. By comparison, Hertz is worse than Spirit and RyanAir....

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Travel

Bonvoyed: SPG Members Leaving Marriott, Data Suggests

Kyle Stewart Posted onNovember 10, 2019September 13, 2021 94 Comments
Arne Sorenson credit: Adam Galica, CNBC

Marriott Hotels purchased Starwood and replacing the beloved Starwood Preferred Guest (SPG) with a new combined program, Bonvoy. Three data points suggest that SPG members haven’t stayed with the new Bonvoy program. If you are considering booking travel or signing up...

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737BoeingNewsSouthwest Airlines

Employee Groups Wage Proxy Boeing Fight for Southwest

Kyle Stewart Posted onNovember 10, 2019November 14, 2023 Leave a Comment
Southwest Airlines Joke Lawsuit

The Boeing 737 MAX is a very delicate issue. Airlines are owed for down time but getting passengers back on the planes may be tough. Southwest employee groups are effectively fighting Boeing for Southwest by proxy. If you are...

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Elite Status

Lifetime Status: My Pursuits and Results

Kyle Stewart Posted onNovember 10, 2019September 13, 2021 14 Comments
United Airlines 797

After traveling for an extended period of time, annual qualifications become a forgone conclusion, but lifetime status overtakes the annual goal. Here are my hotel and airline lifetime progressions and why I seek them. If you are considering booking...

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737American AirlinesBoeingNewsSouthwest Airlines

American Airlines Flight Attendants Refuse to Fly the 737 MAX, Southwest Pilots Sue Because They Can’t

Kyle Stewart Posted onNovember 3, 2019November 14, 2023 21 Comments
737 MAX

Boeing’s 737 MAX has been a divisive issue amongst airlines employees and the traveling public. American Airlines flight attendants refuse to fly it while Southwest pilots sue Boeing because they can’t. What?!? If you are considering booking travel or signing up...

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Travel

CIBO OTG Taking Over Airport Hubs

Kyle Stewart Posted onNovember 3, 2019September 13, 2021 9 Comments
Ember OTG

If you’ve traversed many of the nation’s largest airports, you’ve encountered been inundated by CIBO or OTG food vendors and restaurants. Increasingly, it seems every restaurant in the airport is one or the other – how did this happen? If...

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Hotel ReviewsHotelsHyatt

Review: Chicago Athletic Association (Hyatt Unbound)

Kyle Stewart Posted onNovember 3, 2019September 14, 2021 16 Comments
Chicago Athletic Association 12 S Michigan Ave

The Chicago Athletic Association is a new hotel to the Hyatt family but not a new property in downtown Chicago. Since joining Hyatt, this was our first chance to try the property and we loved it – with one...

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New York

Recreating Breakfast at Tiffany’s for our Daughter

Kyle Stewart Posted onOctober 27, 2019November 14, 2023 35 Comments
a girl wearing sunglasses and a necklace and holding a cup

Our little Lucy is a huge Audrey Hepburn fan. This year we have set out to recreate some of Hepburn’s iconic moments and the first on the list was Breakfast at Tiffany’s.  If you are considering booking travel or signing up for...

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737BoeingNews

Could the 737 MAX Grounding Bury Boeing?

Kyle Stewart Posted onOctober 27, 2019September 14, 2021 35 Comments
Ryanair 737 Review

Boeing’s 737-MAX has been grounded for the better part of a year with no end in sight. But with clearance out of their control, is the aircraft manufacturer helpless against mounting losses? If you are considering booking travel or signing up for...

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Credit Cards

US Bank Lets Me Down Again, and Again, and Again

Kyle Stewart Posted onOctober 27, 2019September 14, 2021 13 Comments
barclays credit card

I have had a mixed relationship with US Bank over the last few years but they have proven time and again, they are simply not a good partner in our banking relationship. If you are considering booking travel or signing up for...

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NewsTravelUnited Airlines

Counterpoint: United Changes Better For Flyers

Kyle Stewart Posted onOctober 20, 2019November 14, 2023 30 Comments
the tail of an airplane

United Airlines announced some unpopular changes to their frequent flyer program, Mileage Plus. While most met the changes with criticism and contempt, it may actually be better for flyers. If you are considering booking travel or signing up for a new credit...

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American AirlinesDelta Air LinesUnited Airlines

United, Delta Short-Haul Aircraft Better Than American Mainline

Kyle Stewart Posted onOctober 20, 2019November 14, 2023 23 Comments
a close-up of a jet

As Delta further invests in the customer experience of smaller jets and United rolls out CRJ550s they have surpassed the American mainline fleet. When will management learn? If you are considering booking travel or signing up for a new credit card please click...

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Airports

What An Airport Auction Is Like

Kyle Stewart Posted onOctober 20, 2019September 14, 2021 8 Comments
Airport equipment

Pittsburgh International Airport announced their annual auction and I have always wanted to attend. This is what an airport auction is really like.  If you are considering booking travel or signing up for a new credit card please click here. Both support LiveAndLetsFly.com. If...

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