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Kyle Stewart

1118 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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Elite Status

Shady Airline Status Seller, BasisTravel, Hurts Elite Challenges

Kyle Stewart Posted onJune 25, 2023June 25, 2023 6 Comments
Delta 97 Diversion

A company is outright selling airline status matches and challenges through shady practices and it’s not good for elite loyalty members.  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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Mileage PlusUnited Airlines

United Poised To Follow American’s Revenue Loyalty Program

Kyle Stewart Posted onJune 25, 2023June 25, 2023 27 Comments
United Airlines MileagePlus CEO

United Airlines appears poised to follow American Airlines model for an entirely revenue-based loyalty program. Here are three leading reasons why. 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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Family Travel

Father’s Day Is Different This Year

Kyle Stewart Posted onJune 18, 2023June 18, 2023 8 Comments
Fathers day 2023 - stewart

For the last 4-5 years I have been posting every Sunday here on Live And Let’s Fly, but this Father’s Day is different. A little more perspective, a little more wisdom, and a lot more love.  If you are...

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Travel

Celiac Passenger Vomits Throughout 15-Hour Emirates Flight

Kyle Stewart Posted onJune 18, 2023June 17, 2023 23 Comments
celiac flight

A celiac passenger (gluten allergy) chronicled her ordeal on a 15-hour Emirates flight after she was served a standard croissant. What’s the airline’s responsibility? If you are considering booking travel or signing up for a new credit card please click here. Both...

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SpaceVirgin Galactic

Virgin Galactic Preps Imminent Space Tourism Flights

Kyle Stewart Posted onJune 18, 2023June 18, 2023 1 Comment
Virgin Galactic Unity

Virgin Galactic is finally ready to begin its space tourism flights in the next few months taking tourists to space, albeit for a brief but relatively affordable flight. If you are considering booking travel or signing up for a new credit...

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Travel

Reflections On The Passing Of A Reader, Commenter

Kyle Stewart Posted onJune 11, 2023June 11, 2023 53 Comments
A beautiful sunset

As Matthew outlined yesterday, we regrettably say goodbye to a former commenter and reader of Live And Let’s Fly. My reflections differ from Matthew’s. Suicide Prevention Hotline If you or someone you know is suffering from suicidal thoughts, there...

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HiltonSan Francisco SFO

Why The Largest US Hotel (Outside Of Vegas) Was Abandoned in San Francisco

Kyle Stewart Posted onJune 11, 2023June 11, 2023 35 Comments
hilton union square

The largest US hotel outside of Las Vegas, the Hilton Union Square in San Francisco, California has been abandoned by its owner at a cost of $750 million, here’s why. If you are considering booking travel or signing up for a...

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Travel

Four Children Found Alive 40 Days After Amazon Plane Crash

Kyle Stewart Posted onJune 11, 2023June 11, 2023 3 Comments
amazon plane crash

Four children have been found alive in the jungle 40 days after surviving a plane crash that took the lives of their mother, the pilot, and an indigenous leader.  If you are considering booking travel or signing up for a new...

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Mileage PlusUnited Airlines

Award Inflation and Economic Inflation: How They Relate

Kyle Stewart Posted onJune 4, 2023June 4, 2023 24 Comments
united airlines award chart increases

United has inflated its award redemption prices for customers, charging more nearly uniformly for frequent flyer award flights. How does its increase relate to broader economic inflation?  If you are considering booking travel or signing up for a new credit card...

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Hilton

The Odd Reason To Buy A Hilton Grand Vacations Timeshare

Kyle Stewart Posted onJune 4, 2023July 12, 2023 29 Comments
hilton grand vacations seaworld orlando gathering room

On a recent visit to Orlando, we participated in the infamous Hilton Grand Vacations Club tour and while it doesn’t work for our family, the timeshare pitch has come a long way and almost made financial sense. Almost.  If...

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United Airlines

United Airlines Pilots Union Authorizes Strike Vote: What This Could Mean For The Airline And Passengers

Kyle Stewart Posted onJune 4, 2023June 4, 2023 7 Comments
united airline pilots strike

The United Airlines Holdings Inc. pilots union has unanimously authorized a strike vote, according to a recent report by Reuters. This move by the union comes in the wake of months of negotiations over pilots’ contracts, with the pilots...

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TSA

The Points Guy Calls TSA Relatively Unskilled, Is He Wrong?

Kyle Stewart Posted onMay 28, 2023May 28, 2023 57 Comments
TSA Abolish ID Checks

In an interview this week with CNBC, Brian Kelly “The Points Guy” called TSA workers “relatively unskilled.” He was dragged by pundits but was he wrong?  If you are considering booking travel or signing up for a new credit card please...

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Hotel Reviews

Review: Hyatt Regency Orlando – Excellent Elite Recognition

Kyle Stewart Posted onMay 28, 2023May 28, 2023 6 Comments
Hyatt Regency Orlando pool from above zoomed in

One of the largest properties in Orlando and in the entire Hyatt system is the Hyatt Regency Orlando. This sprawling property is well-located, has excellent entertainment options, and treats World of Hyatt elites very well.  If you are considering...

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Florida

Why You Should Visit 30A (Florida’s Best Beaches)

Kyle Stewart Posted onMay 28, 2023May 28, 2023 17 Comments
30a beaches

The northwest Florida coast offers some of the best beaches in Florida (and the country.) Here’s why you should visit “30A” and its white sand coast.  If you are considering booking travel or signing up for a new credit card please...

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Disney

Disney’s Star Wars Hotel To Shutter, Needlessly

Kyle Stewart Posted onMay 21, 2023May 21, 2023 25 Comments
disney genie

Disney World Resort announced the closure of one of the most innovative hotels in the world, but did it need to? 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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JetBlue

Dismantled JetBlue-American Airlines Northeast Alliance Complicates Spirit Purchase

Kyle Stewart Posted onMay 21, 2023May 21, 2023 7 Comments
JetBlue spirit airlines

A judge struck down the JetBlue-American Airlines Northeast Alliance (NEA) complicates JetBlue’s Spirit acquisition plans.  If you are considering booking travel or signing up for a new credit card please click here. Both support LiveAndLetsFly.com. If you haven’t followed us on Facebook...

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Hotel ReviewsTravel

Review: Hilton Grand Vacations Club SeaWorld Orlando

Kyle Stewart Posted onMay 21, 2023May 21, 2023 9 Comments
hilton grand vacations seaworld orlando pool area

Staying at a timeshare property like Hilton Grand Vacations Club SeaWorld Orlando has some advantages for traveling families, but it wasn’t a great fit for my family.  If you are considering booking travel or signing up for a new credit card...

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Travel

Celebrating Traveling Moms on Mother’s Day 2023

Kyle Stewart Posted onMay 14, 2023May 14, 2023 7 Comments
Lucy enjoyed her flight

On Mother’s Day it’s only natural to reflect on the women in our lives that make traveling better for families like mine.  If you are considering booking travel or signing up for a new credit card please click here. Both support LiveAndLetsFly.com....

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Hyatt

Another Data Point Suggests Hyatt Ziva, Zilara Going Away

Kyle Stewart Posted onMay 14, 2023May 14, 2023 14 Comments
hyatt ziva hyatt zilara brands

Hyatt Ziva and Hyatt Zilara may be going away according to a new data point.  If you are considering booking travel or signing up for a new credit card please click here. Both support LiveAndLetsFly.com. If you haven’t followed us on Facebook...

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Travel Technology

Despite Flaws, 32% Will Use ChatGPT To Plan Travel Anyway

Kyle Stewart Posted onMay 14, 2023May 14, 2023 6 Comments
chatgpt travel planning

According to a new report, 32% will use the AI model, ChatGPT, to plan travel despite inaccuracies and vaguery. If you are considering booking travel or signing up for a new credit card please click here. Both support LiveAndLetsFly.com. If you haven’t...

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