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Kyle Stewart

1425 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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Hyatt

Hyatt Should Consider Acquisition of Rosewood Hotels

Kyle Stewart Posted onApril 9, 2023April 9, 2023 19 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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JetBlueLaw In TravelSpirit

Irrefutable Proof The JetBlue-Spirit Merger Hurts Consumers

Kyle Stewart Posted onMarch 12, 2023March 12, 2023 11 Comments
a jet plane flying in the sky

Last week, I remarked that the Department of Justice hadn’t filed a lawsuit to block JetBlue’s acquisition of Spirit Airlines. They’ve since filed and here’s the data they need to shut the merger down. If you are considering booking...

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LuggageReviews

Review: Sterling Pacific (Best?) Aluminum Carry-On Luggage

Kyle Stewart Posted onMarch 12, 2023March 12, 2023 23 Comments
best carry on luggage sterling pacific overhead bin

I tried out Sterling Pacific’s carry on luggage and loved it. Here’s why I think it might be the best carry on luggage on the market.  If you are considering booking travel or signing up for a new credit card please...

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CitiVirgin Atlantic

Virgin Atlantic Transfer Bonus Makes 77k Points Worth $3800

Kyle Stewart Posted onMarch 5, 2023March 5, 2023 9 Comments
vrigin voyages virgin red great deal

One of the best values for Virgin Atlantic’s 30% Transfer Bonus can make 77,000 points worth more than $3,800 but it’s not what you might think.  If you are considering booking travel or signing up for a new credit card please...

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Travel

JetBlue-Spirit Airlines Merger: DOJ Drags Feet On Suit

Kyle Stewart Posted onMarch 5, 2023March 4, 2023 12 Comments
a group of colorful airplanes

The Department of Justice let a deadline slip to sue and block the JetBlue-Spirit Airlines merger. Will the DOJ block the combination of the two airlines? If you are considering booking travel or signing up for a new credit card please...

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Travel

Best Beaches In The World In 2023

Kyle Stewart Posted onMarch 5, 2023March 5, 2023 17 Comments
best beaches in the world Reynisfjara Beach Iceland

TripAdvisor released its reader’s choice Best Beaches in the World list for 2023 and there are a few in the United States. Here’s where to go.  If you are considering booking travel or signing up for a new credit card please...

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FloridaLaw In Travel

Don’t Say Blog: Florida Bill Presented Requiring Bloggers To Register

Kyle Stewart Posted onMarch 2, 2023March 3, 2023 60 Comments
florida blog bill

The state of Florida has introduced a bill to its legislature that would require bloggers to register with the state if they write about a state executive official. If you are considering booking travel or signing up for a new credit...

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Cruise

Another Cruise Ship Leasing “Condos”, More Absurd Than Last

Kyle Stewart Posted onFebruary 26, 2023February 26, 2023 21 Comments
Victoria cruises majestic

In a growing trend, retired cruise ships are being turned into non-stop homes at sea for well-heeled travelers. The latest is even more absurd than the last.  If you are considering booking travel or signing up for a new credit card...

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