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Kyle Stewart

1375 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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Travel

It’s Cheaper/Faster To Fly To Buenos Aires Than Ship A Box

Kyle Stewart Posted onJanuary 29, 2023January 29, 2023 19 Comments
pirate shipping

I sent a box to Buenos Aires for a client and found it’s nearly cheaper (and definitely faster) to fly myself to Buenos Aires than to ship a 13-pound box.  If you are considering booking travel or signing up for a...

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Travel

Conflicting Information Creates Cloudy Summer Travel Picture

Kyle Stewart Posted onJanuary 29, 2023January 29, 2023 7 Comments
a man in a suit smiling

Industry leaders have touted how busy this summer will be for travel, but other data points counter that. Will 2023 be a busier travel season than 2022, or fall flat?  If you are considering booking travel or signing up for a...

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HiltonHilton HHonors

Extending Hilton Diamond Status For Three Stays (Or Less)

Kyle Stewart Posted onJanuary 29, 2023January 29, 2023 5 Comments
Waldorf's take on eggs Benedict with truffle sauce and caviar

I was tipped off to a very small status challenge to extend my Hilton Honors Diamond status for just three stays and found that some may extend by as few as one stay.  If you are considering booking travel or signing...

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TravelTravel Agency

How Much Does It Cost To Charter A 767 Private Jet?

Kyle Stewart Posted onJanuary 22, 2023January 23, 2023 16 Comments
a plane parked at an airport

Conducting research for a client this week I found out just how much it costs to secure a charter flight on a 767 private jet.  If you are considering booking travel or signing up for a new credit card please click...

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Law In Travel

Pilot Health Restrictions Eased, Real Reforms Necessary

Kyle Stewart Posted onJanuary 22, 2023January 22, 2023 43 Comments
pilot shortage

The FAA updated some pilot health limitations just before the new year, but real reforms remain necessary and out of reach. 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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ParisReviews

Visiting Cedric Grolet’s Iconic Parisian Pâtisserie (Opera)

Kyle Stewart Posted onJanuary 22, 2023January 21, 2023 4 Comments
cedric grolet burrata truffle sandwich

On our trip to Paris, we had the chance to visit the famous Cédric Grolet’s Pâtisserie near Opera and it lived up to all of the hype.  If you are considering booking travel or signing up for a new credit card...

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HiltonHilton HHonors

What You Need To Know About Hilton Honors Diamond Status

Kyle Stewart Posted onJanuary 16, 2023January 16, 2023 18 Comments
hilton diamond status

Navigating Hilton Honors loyalty program can be difficult but here’s what you need to know about Hilton Diamond status.  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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Travel

Universal Studios, Disney Bring Big Announcements This Week

Kyle Stewart Posted onJanuary 15, 2023January 14, 2023 7 Comments

Universal Studios and Disney have launched big announcements all week. From new locations, to ride launches, and even the possibility of a new theme park.  If you are considering booking travel or signing up for a new credit card please click...

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Capital OneCredit Cards

Don’t Lose Your Capital One Card, They’re Irreplaceable

Kyle Stewart Posted onJanuary 15, 2023November 13, 2023 36 Comments
a woman lying on a bed looking at a laptop

I temporarily misplaced my Capital One card and called for a replacement. Hilarity/tragedy ensued. 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 or...

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Reviews

Review: Best British Sunday Roast at Ducie Street Warehouse

Kyle Stewart Posted onJanuary 15, 2023January 15, 2023 2 Comments
sunday roast ducie street warehouse four orders

In addition to our time spent living in Manchester, England we have had innumerable Sunday Roasts. Ducie Street Warehouse has been voted England’s best, and here is our review from a recent visit.  If you are considering booking travel or signing...

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MarriottMarriott Bonvoy

Do Marriott Points Expire? (Bonvoy)

Kyle Stewart Posted onJanuary 15, 2023January 16, 2023 3 Comments
a pool with lounge chairs and a deck with a building and a large window

Marriott is one of the largest hotel chains in the world and its loyalty program is one of the largest as well. But do Marriott points expire and what can you do about it?  If you are considering booking...

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Travel Technology

International Roaming: T-Mobile Vs Verizon

Kyle Stewart Posted onJanuary 8, 2023November 13, 2023 30 Comments
a pink light trails over a mountain

During the pandemic, my family switched from T-Mobile to Verizon but no more, we came crawling back. 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...

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Southwest Airlines

Is Southwest Airlines’ Cancellation Compensation Enough?

Kyle Stewart Posted onJanuary 8, 2023January 8, 2023 11 Comments
a man in an orange vest pointing at an airplane

Southwest Airlines experienced a meltdown last week resulting in the cancellation of 70% of its flights. They’ve offered compensation but was it enough? If you are considering booking travel or signing up for a new credit card please click here. Both support...

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HotelsHyattMarriott

Marriott Elites Soft Landing, Hyatt Globalists Back To 2019 Levels

Kyle Stewart Posted onJanuary 8, 2023November 13, 2023 13 Comments
a pool with a tree and a city in the background

Hotel chains suffered during the pandemic to secure and maintain elites. With travel roaring back, Hyatt is back to pre-pandemic levels while Marriott appears to struggle. If you are considering booking travel or signing up for a new credit card please...

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United Airlines

Reaction: My Family Tries United Polaris (Business Class)

Kyle Stewart Posted onJanuary 1, 2023December 31, 2022 32 Comments
United Polaris lounge

I’ve taken many trips in United Polaris but my family hasn’t had the chance until now. Here’s what they thought of United’s business class experience. If you are considering booking travel or signing up for a new credit card please click...

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Travel

My 1,000th Post on LiveAndLetsFly

Kyle Stewart Posted onJanuary 1, 2023January 1, 2023 7 Comments
kyle stewart family

This exact post is my 1,000th as a travel blogger on this site and there’s a lot to look back and think about. This post is as much about you as it is about me. If you are considering...

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Travel

2023: Destinations, Trips, Experiences I Am Excited About

Kyle Stewart Posted onJanuary 1, 2023November 13, 2023 8 Comments
zanzibar

I am overjoyed to flush 2022 down the drain and get this new year started. Here are the destinations, trips, and travel experiences I am excited about in 2023.  If you are considering booking travel or signing up for a new...

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Lounge Reviews

Review: Lufthansa Senator Lounge Paris Terminal 1 (CDG)

Kyle Stewart Posted onDecember 25, 2022December 25, 2022 15 Comments
CDG star alliance lounge buffet

Re-opening Terminal 1 at Paris Charles De Gaulle Airport (CDG) meant the return of Lufthansa’s Senator lounge (defacto Star Alliance). Here’s a quick look. If you are considering booking travel or signing up for a new credit card please click here. Both...

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Travel

Bah Humbug: Airlines Cancel 10,000+ Flights Amid Worst Storm

Kyle Stewart Posted onDecember 25, 2022December 25, 2022 3 Comments
flight cancellations temperatures courtesy of hailpoint.com

Amidst the worst Christmas weekend storm in US history, flight cancellations have topped more than 1o,000 and it’s not over yet.  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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Travel

Merry Christmas From LiveAndLetsFly, Kyle, And Matthew

Kyle Stewart Posted onDecember 25, 2022November 13, 2023 14 Comments
Armenian countryside hills

Matthew and I want to wish all of you a Merry Christmas and reflect a little on the blog, our readership, and our gratefulness. If you are considering booking travel or signing up for a new credit card please click here. Both...

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