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Kyle Stewart

1393 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 AirlinesIberia

Why We Are Spending Our Iberia Avios on Coach American Awards

Kyle Stewart Posted onJuly 1, 2018November 14, 2023 16 Comments
a plane flying in the sky

A recent, limited time promotion from Iberia effectively sold Iberia Avios for fractions of a penny each up to 90,000 in total. While many are using their points to fly in business class to Europe, we have opted for...

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Airbnb

All The Hotel Points In The World Can’t Beat This Airbnb

Kyle Stewart Posted onJuly 1, 2018September 15, 2021 5 Comments
airbnb damage

We fell in love with Mérida, Mexico before we even landed. With several million hotel points we could have had our pick from just about anywhere, so why did we spend money on an Airbnb when we could have...

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Airbnb

Proposals For An Airbnb Loyalty Program

Kyle Stewart Posted onJune 24, 2018September 15, 2021 5 Comments
Airbnb, Mexico

After reviewing some Airbnb properties and staying in one recently, it became evident that an Airbnb loyalty program is needed, not just for guests, but for their hosts as well. If you are considering booking travel or signing up for a...

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Hotel ReviewsHyatt

Review: Enormous Presidential Suite at the Hyatt Regency Coral Gables (Miami)

Kyle Stewart Posted onJune 24, 2018November 14, 2023 8 Comments
Miami Beach

When the absurd, ridiculous, opulent Presidential Suite at the Hyatt Regency Coral Gables (Miami) popped up for a bargain price, my family had to try it out. Two-floors, two bathrooms, huge views, all for less than we usually pay...

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Iberia

Iberia’s Website Is Down – No Surprise

Kyle Stewart Posted onJune 23, 2018September 15, 2021 19 Comments
Iberia A319

  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 Instagram, add us today. UPDATE: It Appears the website is working again for...

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HiltonHilton HHonorsHotel Reviews

A Tale of Two Waldorf-Astoria Hotels

Kyle Stewart Posted onJune 17, 2018September 15, 2021 20 Comments
The Reach

We tried a pair of Waldorf-Astoria Key West properties and the two couldn’t have been more different. One had great grounds but terrible rooms, the other excellent rooms but none of the history. It was the most bizarre tale...

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Hotel ReviewsHotels

I Challenge You To Identify This Hotel Brand

Kyle Stewart Posted onJune 17, 2018September 15, 2021 34 Comments

We stayed at a hotel that was so far off brand that we checked out before our luggage arrived from the bell staff. Without cheating, can you identify this bad hotel room’s brand?  If you are considering booking travel or signing...

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North Korea

Would You Visit North Korea?

Kyle Stewart Posted onJune 10, 2018September 15, 2021 36 Comments
DPRK

As North Korea and the US sit down for talks in Singapore this week, I found myself wondering if it would be possible to visit under normal circumstances in the future, and if so, would I go? If you...

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Hot DealsTravel

Exchanging Free Business Class For Paid

Kyle Stewart Posted onJune 10, 2018November 14, 2023 8 Comments
a plane flying in the sky

Though we already had our Christmas tickets purchased, a change in the plans thanks to Hotwire.com had us swap in our “free” (paid with miles) tickets for reasonably-priced business class tickets.  If you are considering booking travel or signing up for...

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Editorial

Oil & Airfare or How To Cook a Frog

Kyle Stewart Posted onJune 3, 2018September 15, 2021 1 Comment
sized frog

Oil prices are climbing up from a deep price recession that began in November 2014. Even with more fuel-efficient aircraft, something has to give. Will the cheap fares go first, or the carriers offering them? If you are considering...

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Frontier

With Whom Is Frontier Airlines Competing?

Kyle Stewart Posted onJune 3, 2018September 15, 2021 22 Comments
Frontier

Frontier and other airlines offer impossibly inexpensive prices. Frontier is so much cheaper than other carriers it’s unclear with whom they are competing.  If you are considering booking travel or signing up for a new credit card please click here. Both support...

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Safety

The Impending Doom of the Jet Engine Crisis

Kyle Stewart Posted onMay 27, 2018November 14, 2023 10 Comments
a close up of a jet engine

The Southwest 1380 engine incident brought to the surface a festering problem that has plagued aircraft in service and deliveries. On the current pace, however, it only seems clear that the industry is heading for a crisis.  If you...

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Credit Cards

Price Protection: Chase Misstep, Citi Steps Up

Kyle Stewart Posted onMay 27, 2018September 15, 2021 10 Comments
Founders American Express

Chase recently rescinded their Price Protection benefit for their most popular cards, Citi made changes to their Price Rewind program as well. But where Chase removed the benefit entirely, Citi adjusted it but kept it in place. Chase’s misstep...

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Hotel ReviewsHotelsMarriottMarriott Rewards

Review: Renaissance Toledo Downtown Hotel (Marriott)

Kyle Stewart Posted onMay 27, 2018September 15, 2021 8 Comments
Toledo Renaissance Downtown Hotel

On a business trip, I had a chance to stay in the very contemporary and dare I say, ‘sassy’ Renaissance Toledo Downtown Hotel. This hotel had everything, except for an upgrade for a (then) gold member.  If you are...

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Luggage

Airlines Aren’t Killing Smart Luggage Manufacturers

Kyle Stewart Posted onMay 20, 2018September 15, 2021 6 Comments
Away carry-on

Two smart luggage companies have closed their doors in the last four weeks, BlueSmart and Raden. But are the technology restrictions airlines have introduced to blame, or is there something else afoot? If you are considering booking travel or signing up...

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Hotel ReviewsHotelsHyatt

Review: Grand Hyatt Denver Suite and Valet Trouble

Kyle Stewart Posted onMay 20, 2018September 15, 2021 7 Comments
Parlor suite

During a stay at the Grand Hyatt Denver we got a chance to try the parlor suite and enjoy the pool. But this great property is let down by the overpriced valet that under delivers.  If you are considering...

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Travel

Breaking News: Aircraft From Havana Crashes After Takeoff

Kyle Stewart Posted onMay 18, 2018September 15, 2021 14 Comments
Cuba

  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 Instagram, add us today. The Daily Mirror has breaking news out of Havana,...

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Family Travel

Celebrating Mother’s Day With Travel Reflection

Kyle Stewart Posted onMay 13, 2018September 15, 2021 5 Comments
Mother and daughter walk in Colombia

On Mother’s Day this year I wanted to reflect and recognize the special relationship that my wife and daughter have developed as they travel the world.  If you are considering booking travel or signing up for a new credit card please...

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Priority Pass

Priority Pass Lounge: The Club Pittsburgh

Kyle Stewart Posted onMay 13, 2018September 15, 2021 3 Comments
The Club Pittsburgh

The Club Pittsburgh opened some time ago and recently moved to their permanent location near the center of the concourses. The lounge, open to Priority Pass members is middle of the road, but if included with your credit card...

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Loyalty Programs

The Beguiling and Sometimes Accurate Freddie Awards

Kyle Stewart Posted onMay 6, 2018September 15, 2021 16 Comments
Aeroflot cleaned up

My wife and I recently attended the 2018 Freddies Awards for loyalty programs. The winners and losers were both predictable and confounding depending on the award. Some made perfect sense while others left the room gasping. Which ones made...

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