When booking a five star hotel, it is extremely easy to see if that hotel is surpassing expectations, but how do you know if you are getting what you want out of the two-star hotel you are booking? A five star hotel, putting things simply, is supposed to have “everything”.  …

I am very happy to announce that heelsfirsttravel.com has moved to a new server and platform.  We have been happy with WordPress so far on our test site, and it allows us to offer you a more flexible website. IMPORTANT!:  The feeds you previously used to access Heels First Travel …

Starwood status from last year is still in effect according to a source on Milepoint. As you know, I was mourning the loss of my Starwood Gold status in a previous post because of some upcoming Westin trips.  I noticed that my status hadn’t “switched off yet†and waited to …

David Post at The Volokh Conspiracy expresses concern over the first-class passenger line at the SFO security check-point.  “Excuse me, but what the f*** is up with that?  I have no problem with the idea that people with greater resources can purchases conveniences in the marketplace (like a First or …

Since everyone knows about how Keri cold-heartedly took the First Class Upgrade on my birthday, I figured I’d mention the nice things that happened during the weekend.  😉 Keri and I landed pretty late into Oakland.  Yes, Keri was in First for our last leg, but first or no first–it …

Travel essentials usually include the ideal laptop bag or the best luggage, but my travel essentials include items that keep me comfortable and on the ball. Keri and I are taking a weekend trip to Napa tomorrow “for my birthday”.  Since today is my actual birthday and I will be out …

My mileage run to Jamaica was a pretty relaxing 3-hour vacation.  But next time I do a 3-hour vacation to Jamaica, I won’t do it after a Bahamas trip the day before. I arrived home from my Bahamas trip around 8pm and went straight to bed.  I had to be …

The first day of my 48-hour quest for Platinum was my DCA-PHL-NAS-CLT-DCA trip with a 2 and a half hour layover in Nassau.  Let me just say straight out that I do not recommend doing a mileage run to Nassau until construction there is completed.  Especially when you have another …

To catch you up to where I am now, I hit US Airways Silver, then Gold Status using their Trial Preferred. A few days after arriving back from Orlando, I sent a cheeky email to Keri.   “Considering going for Platinum.” I was at 16,276 miles and I would hit …

I knew this day was coming.  It’s my fault.  I didn’t prepare, and I didn’t plan out my Gold Status for this year. Still, this is not the e-mail I want to read on Valentine’s Day:  But where did I go wrong? First, most of my travel is for work.  …