Traveling with the In-Laws: A Comedy of Errors
Let's be honest, the phrase "family vacation" can evoke a wide range of emotions. Now, add "in-laws" to that mix, and you've either got a recipe for heartwarming memories or a plotline for a sitcom. For many of us, it leans hilariously towards the latter. My recent trip with my beloved in-laws? Let’s just say it was less "Hallmark movie" and more "Comedy of Errors," and I’m here to spill the tea (and maybe a little of the lukewarm coffee from that questionable roadside diner).
Melissa Ridge
5/11/20254 min read


(And How to Survive with Your Sanity Intact... Mostly!)
Let's be honest, the phrase "family vacation" can evoke a wide range of emotions. Now, add "in-laws" to that mix, and you've either got a recipe for heartwarming memories or a plotline for a sitcom. For many of us, it leans hilariously towards the latter. My recent trip with my beloved in-laws? Let’s just say it was less "Hallmark movie" and more "Comedy of Errors," and I’m here to spill the tea (and maybe a little of the lukewarm coffee from that questionable roadside diner).
(Disclosure: This post contains affiliate links. This means if you click on a link and make a purchase, I may receive a small commission at no extra cost 1 to you. This helps keep the travel tales and questionable decisions funded! Thanks for your support!)
The Pre-Departure Pantomime
It all started, as these things often do, with the planning. Or rather, the attempts at planning. My mother-in-law, bless her heart, had her sights set on a serene, all-inclusive beach resort where the most strenuous activity would be choosing which novel to read by the pool. My father-in-law, a man of boundless (and sometimes bewildering) energy, was already researching extreme hiking trails and obscure historical reenactments. My spouse? Perfecting the art of neutral nodding.
Trying to find common ground felt like a diplomatic mission doomed from the start. We scoured WayAway (https://wayaway.tp.st/a3ky7N3D) and Aviasales (https://aviasales.tp.st/1OvJR03a) for flights that wouldn't require a second mortgage, and spent hours on Hotellook (https://hotellook.tp.st/eTR4sPTY) trying to find that mythical accommodation that was both "relaxing" and "adventure-adjacent." Spoiler: it doesn't exist. We eventually settled on a charming little town that promised both, which in hindsight, was its first comedic act.
Sharing our travel plans on my blog, which I easily update thanks to the super user-friendly Hostinger Website Builder (https://hostinger.com?REFERRALCODE=PLTMISSYAIJA), was a breeze. If you're thinking of starting your own travel blog to document your own family follies, Hostinger makes it incredibly simple to get started, even if you're not tech-savvy!
The Great Luggage Fiasco & Transportation Tango
Rule #1 of traveling with in-laws: there will be luggage. Lots of it. My mother-in-law believes in being prepared for every conceivable occasion, from a sudden blizzard in the tropics to an impromptu opera gala. My father-in-law, conversely, packs like a minimalist monk who’s renounced all worldly possessions except for three identical khaki shirts. The battle for trunk space in our rental car – a surprisingly spacious model booked through EconomyBookings (https://economybookings.tp.st/bRR16EhB) – was a sight to behold. Next time, I'm pre-booking luggage storage with Radical Storage (https://radicalstorage.tp.st/tIES5ra9) at our destination!
Then came the driving. Oh, the driving. My father-in-law, usually a calm man, transforms into a rally driver with a penchant for questioning every GPS instruction. My mother-in-law provides a running commentary on speed, other drivers, and the questionable cleanliness of gas station restrooms. If only we’d known about KiwiTaxi (https://kiwitaxi.tp.st/cI2Zkn9s) or GetTransfer (https://gettransfer.tp.st/7ugUWF39) for some of those shorter, more sanity-testing jaunts! For our next adventure, especially in a new city, booking a reliable airport transfer through Intui (https://intui.tp.st/XbIyNJNl) is non-negotiable.
"Are We Having Fun Yet?" - Activities and (Mis)Adventures
Our chosen activities were a masterclass in compromise, meaning no one was entirely happy. The "gentle" hike my FIL picked turned out to be a near-vertical scramble (thank goodness for decent travel insurance from VisitorsCoverage (https://visitorscoverage.tp.st/YjSIozxi) – just in case!). The "charming local museum" my MIL insisted on was, well, let's just say its single exhibit on 18th-century thimbles didn't quite captivate the entire group.
Booking tickets in advance through Tiqets (https://tiqets.tp.st/h8P2EGQI) did save us some queuing time, which was a small mercy. And when we all needed a break from each other, an audio tour booked via WeGoTrip (https://wegotrip.tp.st/YVL5ihrF) allowed for some individual exploration without the risk of anyone actually getting lost. (Though, there was that one incident in the market... but that’s a story for another time, possibly involving a frantic call to what we thought was the local embassy but turned out to be a bewildered pizzeria owner).
Staying connected was another saga. My FIL’s phone refused to acknowledge international roaming, despite his increasingly loud negotiations with it. An eSIM from Airalo (https://airalo.tp.st/YSJ1DHLl) or a global SIM from Drimsim (https://drimsim.tp.st/Y3raNHJt) would have been a marriage-saver (for my spouse and me, that is).
One afternoon, in a moment of collective delusion, we thought renting bikes would be a fun family activity. BikesBooking (https://bikesbooking.tp.st/lzXnwZrC) made the rental process smooth, but the subsequent chain of events involving a rogue squirrel, a surprisingly steep hill, and my mother-in-law's unfortunate encounter with a rose bush was pure slapstick.
Silver Linings and Survival Tips
Despite the chaotic symphony of mismatched expectations and minor meltdowns, there were moments of genuine laughter. Watching my father-in-law try to haggle for a souvenir using only vigorous hand gestures was, admittedly, hilarious. And my mother-in-law's unexpected talent for winning at arcade claw machines? Legendary.
So, how do you survive – and maybe even enjoy – traveling with the in-laws?
Pack Patience (and Snacks): Lots of both.
Embrace the Chaos: It’s going to happen. Lean into it.
Separate Activities are Okay: You don't have to do everything together.
Wine. Or Your Beverage of Choice: Enough said.
Remember Why You're There: To make memories (even if they're just funny ones).
Consider Travel Insurance: Seriously. For peace of mind, check out Ektatraveling (https://ektatraveling.tp.st/IsyRQNjP).
Flight Delays? Know Your Rights: If you face significant delays, Compensair (https://compensair.tp.st/hmqeYcEY) might be able to help you get compensation.
Perhaps for our next big family adventure, we'll aim for something completely different, like one of those breathtaking G Adventures Antarctica Cruises (https://gadventures.sjv.io/c/6182393/2958561/14092). Or maybe we'll just send the in-laws on one and enjoy a quiet week at home... kidding! (Mostly.) <img height="0" width="0" src="[suspicious link removed]" style="position:absolute;visibility:hidden;" border="0" />
Share Your Stories!
Have you had your own "comedy of errors" traveling with family or in-laws? I'd LOVE to hear about it in the comments below! Misery loves company, after all.
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