I first visited Iceland ten years ago as a solo traveler, taking advantage of Iceland Air’s generous stopover policy that allows up to seven days in the country en route to another destination. That visit was brief—just two days—but long enough to explore parts of the Golden Circle and soak in the Blue Lagoon. I found Iceland stunning and always hoped to return.
This time, it was a completely different experience. My wife hadn’t joined me on the first trip due to grad school, and we weren’t yet parents, so now—with our kids in tow—it felt like seeing the country through fresh eyes. Much of our itinerary included places I hadn’t visited before, and we waited until our youngest was steady on his feet before planning a trip filled with hikes and outdoor adventures, without relying on a stroller.
As with many of our travels, we were drawn to Iceland for its natural beauty, mountainous terrain, and abundance of kid-friendly outdoor activities. It’s a magical destination that offers all of that and more. As our children grow and progress in early elementary school, we’re shaping our travels to be both fun and educational. Our hope is that when they open a textbook to learn about volcanoes or glaciers, they’ll recall the places they’ve seen and the experiences they’ve had—turning abstract lessons into something personal and lasting.
Traveling using frequent flier miles and points certainly has many advantages, such as making business class travel attainable for the casual traveler, and regardless of the ticket class you purchased, you’re saving money compared to booking with cash. However, there are instances where you might book using points from one airline in getting to your destination and use points for a different airline during your return. As far as I can remember, I haven’t ever used miles for the same airline going and coming back. For example, I’ve flown on United miles going to Europe while flying on American miles coming back multiple times. I minimized the miles expenditure by planning my itinerary this way. The only issue? Booking international tickets one way will increase the likelihood of getting the dreaded SSSS on your boarding pass. SSSS stands for secondary selective screening selection. For me, thebiggest giveaway that I’ll end up with SSSS on my boarding pass on the return trip is when I’m unable to check in for my flight 24 hours before takeoff. The mobile app will have some variation of the same message, “check-in unavailable,” or I’ll get an error message. For a traveler who is designated SSSS, the only way to check in is at the ticketing counter at the airport. When you receive your boarding pass at the airport, the capitalized SSSS will be highlighted by the ticketing agent. Once you are in line and the customs officer scans your boarding pass, a red light will flash, or there will be a beeping sound, alerting the agent of your SSSS designation. It’s also important to note that other factors may also be in play. Your name (someone with the same name or similar may be on the watch list), the region you are traveling to and from, and your citizenship status could all play a role.
My SSSS designation from Dubai to NYC last summer
Every country differs in its protocol for conducting secondary screening. In Reykjavik, Iceland, I was taken to a separate room, and all the contents of my carry-on bag were removed. All electronics were swabbed and scanned, and the procedure was completed in 10 minutes. The personnel were friendly and explained what they would do in advance. In San Jose, Costa Rica, the security personnel gave me a pat down and searched my bag right at the gate. I hated this experience since almost everyone on my Southwest flight headed to Baltimore was already in the waiting area. 170 pairs of eyeballs glaring at me as one agent thoroughly searched and swabbed my backpack and all its contents while the other gave me a thorough pat down.
There are also instances where you might get SSSS on your boarding pass when traveling domestically. This occurred in 2015 when my wife and I returned from Istanbul, Turkey. Istanbul was deemed a high-risk travel area then, and anyone returning home from that area was getting SSSS on their boarding pass for the ensuing months. Upon returning, my wife and I had a domestic flight from Chicago (ORD) to NYC (LGA), a flight we had taken countless times. This time, we both received the SSSS on our boarding pass, much to our surprise. The TSA officer asked if we had been anywhere recently. I told him we were in Istanbul the prior week, and he explained that everyone returning from that region was being selected for secondary screening. He wasn’t wrong; even people with TSA Pre-check and Global Entry were flagged from secondary screening. In this instance, we were both given thorough pat downs (more like a massage) and had every electronic device swabbed and scanned. Our laptops had to be taken out and powered on. Even The Points Guy (Brian Kelly) had a similar experience upon returning from Turkey around that same time.If you get an SSSS on your ticket, be cooperative and understand that the security personnel are just following protocol and doing their jobs. It will make the process easier and quicker, and you’ll be on your way a lot sooner.
Miles for places 