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Kyle Stewart

1532 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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Reviews

Review: Ghostburger In Washington DC

Kyle Stewart Posted onApril 30, 2023April 30, 2023 7 Comments
Ghost Burger bar

On a recent trip to Washington DC for the Freddie Awards, my family tried the Instagram-favorite Ghostburger and we were not disappointed. 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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Travel

Earnings Reports Suggest Airline Pilot Salary Unsustainable

Kyle Stewart Posted onApril 23, 2023April 24, 2023 129 Comments
two airplanes flying over water

Delta and United have reported losses on the back of airline pilot salary increases and looking forward, they appear to be unsustainable.  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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Credit Cards

Good Credit Surcharge For Travel Reward Credit Cards?

Kyle Stewart Posted onApril 23, 2023April 23, 2023 20 Comments
Credit Card Signatures

Starting May 1st, 2023 those with good credit will pay a 1% fee on new mortgages while those with poor credit will receive a 1.75% discount – will this spread to credit cards too?  If you are considering booking...

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Southwest Airlines

Southwest Airlines Technology Trouble Re-Emerges

Kyle Stewart Posted onApril 23, 2023April 23, 2023 13 Comments
southwest airlines cancellations

Southwest Airlines had an historic meltdown at one of the busiest times of the year, the Christmas/New Year’s holiday. This week, all flights were grounded again due to a technology issue.  If you are considering booking travel or signing up for...

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Space

Space Tourism Gets Closer With SpaceX Starship Launch Monday

Kyle Stewart Posted onApril 16, 2023April 16, 2023 6 Comments
SpaceX Starship image courtesy of SpaceX

SpaceX has received clearance to launch its Starship as soon as Monday. This brings space tourism ever closer.  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...

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Travel Technology

AI (ChatGPT) Travel Planning Tools Deficient, Erroneous

Kyle Stewart Posted onApril 16, 2023April 17, 2023 34 Comments
chatgpt ai travel planning app

If you’re on social media, you’ve likely seen many of the uses for ChatGPT as a travel planning tool. To the naked eye, it looks great but it’s a façade that sets users up for failure.  If you are...

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JetBlue

Guessing JetBlue’s Next European Destination

Kyle Stewart Posted onApril 16, 2023April 16, 2023 14 Comments
a jet plane flying in the sky

JetBlue Airways announced a third European city served by the “low cost” carrier this week. What cities are the next top contenders for JetBlue’s expansion into Europe? If you are considering booking travel or signing up for a new credit card...

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Hyatt

Hyatt Should Consider Acquisition of Rosewood Hotels

Kyle Stewart Posted onApril 9, 2023April 9, 2023 20 Comments
Rosewood Hotels and Resorts (via Rosewood)

Hyatt has been expanding over the last few years, but Rosewood Hotels & Resorts might be a nice boost to the top end of the chain.  If you are considering booking travel or signing up for a new credit card please...

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American Airlines

American Airlines Turns Loyalty Upside Down

Kyle Stewart Posted onApril 9, 2023April 8, 2023 11 Comments
an airplane at an airport

American Airlines has eliminated its award chart and gone dynamic (sort of) removing any remaining veil surrounding its loyalty program and the airline’s ambitions.  If you are considering booking travel or signing up for a new credit card please click here. Both...

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Elite Status

Overheard: Marriott Bonvoy Lost A Lot Of Elites Last Year

Kyle Stewart Posted onApril 9, 2023April 9, 2023 33 Comments
a sign on a building

Clients this week shared some information from a Marriott employee that suggested the brand had a significant drop off in Bonvoy elite status holders.  If you are considering booking travel or signing up for a new credit card please click here. Both...

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Disney

Disney World’s Reedy Creek Outmaneuvers Desantis, Florida

Kyle Stewart Posted onApril 2, 2023April 2, 2023 70 Comments
Flag of Florida

Just before Florida took control of Disney World’s Reedy Creek Development, the Happiest [Company] on Earth, the house of mouse had one more trick up its sleeve. If you are considering booking travel or signing up for a new credit card...

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Cruise

Unlimited Margaritaville Cruise Offer Great For Some

Kyle Stewart Posted onApril 2, 2023April 2, 2023 2 Comments
margaritaville cruise

Margaritaville Cruises, the Jimmy Buffett-inspired brand, offered 500 unlimited cruise packages for $899 and it’s a great value for some but not for all.  If you are considering booking travel or signing up for a new credit card please click here. Both...

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Elite StatusHilton HHonorsHyatt

Dropping The Ball On Hilton’s Diamond Status Challenge

Kyle Stewart Posted onApril 2, 2023April 2, 2023 6 Comments
canopy by Hilton Paris Trocadero suite bed

Hilton offered a Diamond Status challenge to me and I completely dropped the ball, here’s why and what I intend to do about it.  If you are considering booking travel or signing up for a new credit card please click here. Both...

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thailand

Thailand Entry Requirements: Updated Website

Kyle Stewart Posted onMarch 26, 2023April 2, 2023 5 Comments
a large glass tunnel with a sign and people walking

Thailand’s entry requirements have shifted due to COVID measures. Entry requirements are now back to normal in Thailand.  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...

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New York

Review: Tin Building by Jean-Georges (New York City)

Kyle Stewart Posted onMarch 26, 2023March 26, 2023 4 Comments
Tin Building close up

During a recent visit to New York City, I visited the Tin Building on the lower east side and am so glad I did.  If you are considering booking travel or signing up for a new credit card please click here. Both...

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Hotel Reviews

Review: Hilton Shreveport

Kyle Stewart Posted onMarch 26, 2023March 26, 2023 3 Comments
Hilton Shreveport bed

I was in Shreveport, Louisiana for a business trip and stayed a very quick night at the Hilton Shreveport. Here’s my review of this new property.  If you are considering booking travel or signing up for a new credit card please...

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Hyatt

Hyatt Acquisition Provides Hints About All-Inclusive Future

Kyle Stewart Posted onMarch 19, 2023March 19, 2023 12 Comments
hyatt all-inclusive hyatt zilara rose hall

Hyatt added another couple of hotels to its (All) Inclusive group this week and it may provide some hints about the future of the business segment for the chain.  If you are considering booking travel or signing up for a new...

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Private Jet

Private Jet Data May Point To Regional Bank Survival Plan

Kyle Stewart Posted onMarch 19, 2023March 19, 2023 5 Comments
a white airplane with a door open

A Twitter user reported an unusually high number of private jets converging on one place, Omaha, Nebraska. Here’s why that might point to a regional bank survival plan.  If you are considering booking travel or signing up for a new credit...

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Hotel Reviews

Review: Gild Hotel, A Thompson Hotel (New York City)

Kyle Stewart Posted onMarch 19, 2023November 13, 2023 7 Comments
gild hall thompson suite bedroom

Gild Hall, a Thompson Hotel (Hyatt) near Wall Street in New York City is a great Hyatt Privé option in lower Manhattan.  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

Observations From Attending An Invite-Only Hyatt Privé Event

Kyle Stewart Posted onMarch 12, 2023March 12, 2023 12 Comments
hyatt prive event resorts room

I was invited to a private Hyatt Privé event this week in New York City and here are my observations about the program, and the properties that participate.  If you are considering booking travel or signing up for a new credit...

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