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Booking Hawaii: Part 2 – Using Citi ThankYou Points for Award Flights on Delta and United

palm trees on a beach

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When last we parted, all was happy and good. Flights for 4 people were booked to Honolulu. Then life, as it does, got in the way.

Jay went back to New York for a too-good-to-pass-up film job. That’s right – I am now in Dallas alone. *cue torrential tears*

That was a whole other wrenching experience, but it also had consequences for this planned trip.

“So no Hawaii trip?” “I can’t.” Crap.

No Honolulu for you?

No Honolulu for you?

I called Connexions Loyalty (the travel agency Citi uses to book flights with ThankYou points) to ask if I could transfer the ticket to my little brother. I knew it would be a long shot, but worth trying.

The best they could do was cancel the ticket and give Jay the credit – no transferring, no name-changing. Oh, and there would be a $200 fee to redeem the credit. That stung, but at least part of the ticket will be put toward eventual travel.

By the time this all shook out, I accumulated more Citi ThankYou points. And continue to earn 30,000 to 40,000 ThankYou points per month.

Then I thought, why not take my little brother anyway?

How to add another person to the trip?

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Booking Hawaii: Part 1 – Flights for 4 to Honolulu

a beach with palm trees and water

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Next month, I’m headed to Honolulu with my Mom, stepdad, and little brother. I’d been throwing around the idea of a family vacation for a while.

I haven’t been back to Hawaii since 2013.

I enjoyed my time at the Hilton Hawaiian Village so much, I swore I’d go back someday. And now that I’m all Hilton-y and have Diamond elite status, I thought my Mom would absolutely love staying here with me. So I wanted to treat her to a trip.

Nothing quite like a Hawaiian sunset

Nothing quite like a Hawaiian sunset

But first, to get there.

Sussing out flights to Honolulu

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