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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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Hotels

Free Top Tier Status is back!

Kyle Stewart Posted onAugust 16, 2012September 16, 2021 Leave a Comment

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. Get this while it’s still available!  I covered this a couple of weeks ago...

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United Airlines

Dear Mr. Smisek… An Open Letter

Kyle Stewart Posted onAugust 14, 2012September 16, 2021 Leave a Comment

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. Sherpa Note:  I wrote this post almost a week ago but wanted to give...

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Hotels

Would you spend $69 to save yourself $338? – Mattress Running

Kyle Stewart Posted onAugust 11, 2012September 16, 2021 Leave a Comment

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. I mentioned before in this post that my stay at Radisson Sukhumvit was to...

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Mistake Fares

Sometimes It’s NOT Too Good To Be True

Kyle Stewart Posted onAugust 9, 2012September 16, 2021 Leave a Comment
United Tel Aviv Schedule Change

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. Mistake Fares There have been quite a few mistake fares the past few months. ...

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sponsored

See the Sherpa Here: How Driving to Your Assignments May Earn You a Free Trip to Tokyo

Kyle Stewart Posted onAugust 7, 2012September 16, 2021 Leave a Comment

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 Sherpa was kindly asked to guest blog for Medical Solutions last week and...

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Status Match

Top Tier Hotel Status Offer – Intro to Status Matching

Kyle Stewart Posted onAugust 1, 2012September 16, 2021 Leave a Comment

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. UPDATED:  The offer is gone, and it was gone fast.  Congrats to those who...

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Deals

I just booked Denver flights, with three nights hotel for $43!

Kyle Stewart Posted onJuly 29, 2012September 16, 2021 Leave a Comment

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. UPDATED: Uh oh.  At the time of posting I was not aware (though I...

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Scam

Dear Sherpa – [Yet Another] Deal Site has $128 RT tickets, Scam or Legit? – UPDATED Now even Scammier than before

Kyle Stewart Posted onJuly 25, 2012September 16, 2021 Leave a Comment

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. UPDATED Tried to contact Groupalicious – Just to be clear, that “Los Angeles Office”...

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HKGhong kong

Forget 4 Miles to Hong Kong – I’m Taking You There Free!

Kyle Stewart Posted onJuly 24, 2012September 16, 2021 Leave a Comment
United 747 Final Flight Booking

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. Boy did we have an exciting week last week trying to secure those HK...

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Hotels

Radisson Suites Sukhumvit Bangkok – Should you complain about an upgrade?

Kyle Stewart Posted onJuly 22, 2012September 16, 2021 Leave a Comment

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. I read blogs all the time, whining about small details that mar otherwise great...

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Checking Account

Mileage Checking Accounts – Bonus Miles vs. Cost and Hassle

Kyle Stewart Posted onJuly 13, 2012September 16, 2021 Leave a Comment

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. It’s common knowledge that airline/hotel credit cards have huge bonuses and that’s where you...

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Deals

Great Deals to Ireland! $454 ORD-DUB all-in

Kyle Stewart Posted onJuly 13, 2012September 16, 2021 Leave a Comment

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. Hat tip to The Points Guy, check out the great prices to Ireland right...

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Uncategorized

Hong Kong – Many Firsts

Kyle Stewart Posted onJuly 10, 2012September 16, 2021 Leave a Comment

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. I have wanted to go to Hong Kong for a very long time.  There...

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Starwood Preferred Guest

Le Meirdien’s Custom Scent – LM01

Kyle Stewart Posted onJuly 10, 2012September 16, 2021 4 Comments

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 Trip Sherpa and the Sherpstress had to be the two least loyal hotel...

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Alliances

Crediting to Another Airline – Intro to Alliances

Kyle Stewart Posted onJuly 7, 2012October 19, 2021 Leave a Comment

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. Choosing an airline frequent flyer program in which to focus is as much about...

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Hotels

PRE-Radisson Suites Bangkok Sukhumvit – Introduction to a “Mattress Run”

Kyle Stewart Posted onJuly 4, 2012September 16, 2021 Leave a Comment

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. Mattress Run – Staying in a hotel for the specific purpose of gaining hotel...

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Deals

Best Hotel Promo of 2012

Kyle Stewart Posted onJuly 1, 2012September 16, 2021 Leave a Comment

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. You probably are familiar with Club Carlson hotels, you just had no idea that...

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Mistake Fares

8 Countries and Three Continents for Less than $1,000

Kyle Stewart Posted onJune 14, 2012September 16, 2021 Leave a Comment

As part of my personal evolution as a travel blogger, this is an early post from my solo blog, TheTripSherpa.com. I later transitioned to Upgrd.com where I joined Matthew and other talented writers (including my wife) which would then merge...

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