Don't miss out! Join the thousands of people who subscribe to our once-daily email with all the best travel news. Some links on this page may pay me a commission - as always, thanks for your support if you use them

I like surprises.  For me, there’s just something fun about planning something fun for someone else.  When my wife Carolyn and I went on our first real getaway trip in 15 years to Miami, the trip itself wasn’t a surprise, though I did have a few tricks up my sleeve.  After 2 nights at a Country Inn and Suites (thanks to the Club Carlson “Last Night free” on award redemptions), I pretended that I had screwed up the hotel reservation and we had to go find another hotel.  But in reality, I had booked us a beachfront suite at the Hilton Fort Lauderdale :-D.  Read the full Miami trip report for the entire story.

(SEE ALSO: Club Carlson Q1 2015 promo – Extend your Stay: Up to 40,000 points per person)

And apparently I am not alone.  Recently, I’ve seen posts about planning surprise trips from Mommy Points, a two part series from Pearls of Travel Wisdom, and of course there was the several part round-the-world trip that Ben from One Mile at a Time planned for his dad.

I have the advantage in that my wife is a stay-at-home mom, so I don’t have to worry about coordinating time off from her job – I just need to plan a babysitter.  We actually have a friend of mine coming over as part of a plan where we are bartering some of my excess airline miles for her babysitting – it’s a win-win for both of us!

For Christmas, I surprised Carolyn with 2 plane tickets for later this month, but the destinations only said “Somewhere Warm”.  You may remember a recent post I had about wanting to just get somewhere warm.

(SEE ALSO: Comprehensive guide to Caribbean airport taxes and fees)

So far, I have managed to avoid spoiling the secret, though I have given a few clues.  With our surprise trip coming up soon, I thought I’d check in with Carolyn to see what her thoughts were on the upcoming trip.

Sorry for the low audio on her part – apparently I did not miss a career as an aspiring filmmaker.  I will try to do better with the next one.

I do realize that I have mentioned our destination to some folks on Twitter and other social media.  So if you know, please indulge me in not spoiling it for her!!!


Sign up for our once-daily email with the latest tips and tricks on how to travel for free / cheap. 

You have Successfully Subscribed!