Travelin’ with the OGs: Smart, Real-Life Hacks for Trips with Seniors
Ever Miss a Flight Because the Airport Was a Marathon? (Yep, Me Too.)
Let’s be real. Travel is inherently chaotic. You spill coffee, the booking app crashes, and you inevitably forget a toothbrush. But when you add a parent or grandparent to the mix—someone you adore, but who can’t exactly sprint from Gate A1 to Z34—that chaos level? It hits the roof.
I learned this the hard way on a trip to Lisbon with my 80-year-old Avó. I thought, “A quick connection! We’re golden!” Nope. Just nope. The sprint across Frankfurt airport nearly ended our vacation before it began. That $300 taxi from the airport to our hotel felt like a punishment for my poor planning. Never again. Now, I treat travel with seniors like a military operation mixed with a spa day. Low stress, high pampering.
Here’s the straight dope on how to actually enjoy traveling with the original generation, without losing your mind or their patience.
The Secret Weapon: Pre-Booking the Help (Don’t Be a Hero)
Forget trying to physically juggle a rolling suitcase, a carry-on, and a person who needs a steady arm. The airports, bless their massive hearts, have systems for this. You just have to use them.
- Wheelchair/Mobility Assistance (WCHR): Request this the second you book the flight, or at least 72 hours before. Even if your senior can walk fine, the distance inside a major airport terminal is often a 5K. Getting a dedicated person to push the chair and whisk you through a special line at security and customs? Pure gold. A Redditor on r/budgettravel swore by this, saying it saved their 90-year-old dad’s energy for the actual trip, not the transit. This is non-negotiable. Call the airline, don’t just click a box online.
- Aisle Seats & Pre-Boarding: Splurge the extra $20 for a reserved aisle seat near the front. The closer to the bathroom and the exit, the better. And request pre-boarding. You need time to stow their stuff and settle them in without being jostled by a hundred stressed travelers.
- Direct Flightz Only: Tight connections are a trap. My rule: if the layover is less than 3 hours, or if it involves changing terminals, it’s a hard pass. Book direct, even if it costs a tiny bit more. You can find surprisingly affordable one-stops if you look off-peak (more on that later). Snagged a killer direct deal on travelgui.com—total win!
Hotel Hacks I Learned After That Paris Flop
That $300 hotel room in Paris? Adorable, sure. But that antique elevator the size of a phone booth, and the three marble steps just to get to the lobby? Absolute nightmare. Never again will I prioritize ‘charm’ over pure, unadulterated accessibility.
- Roll-In Shower is the New King: Forget the tubs. That high step into a tub/shower combo is a serious fall risk. When bookin’ a hotel, search for an Accessible Room specifically, or call the property (don’t just trust the Booking.com filter!). You need a proper roll-in shower with grab bars. Per an AARP 2025 guide, always confirm the room is step-free—from the hall door to the bathroom.
- Location, Location, Hydration: My Avó runs out of steam fast. Book a spot that’s near food and public transport, but also not on top of a super noisy bar. We found an amazing boutique hotel in Rome via travelgui.comthat had a walk-in shower and three cafes within a block. Post-dinner walk? Two minutes, max. Perfect.
- Sleeper Sofa Suite: If you can swing it, a suite or an Airbnb with separate sleeping areas is worth the extra cash. It means one person can stay up reading while the other sleeps, or one can grab an early coffee without waking the other. Everyone needs a minute of their own space.
The Meds, the Docs, and the Paperwork Panic
This is the boring but crucial part. Skip this and you’re tempting fate with a capital F.
First, before you book anything, talk to their doctor. Get a “fit to travel” note, especially if they have chronic conditions or need oxygen. Get the generic names for all their prescriptions—pharmacists overseas won’t know ‘Lipitor,’ but they’ll know ‘atorvastatin.’
- Original Bottles, Always: Keep all medications (prescriptions, vitamins, even Tylenol) in their original containersin the carry-on bag. Customs agents and TSA are way less likely to hassle you, and it keeps everything clear.
- The Digital Pillbox: I swear by the Medisafe app. It’s a simple, user-friendly medication reminder app (tool-verified for seniors in a 2025 tech review). You load up the meds and timings, and it yells at you (or them) when it’s time to take a pill. It’s a lifesaver for managing time zone changes. I also downloaded Life360—a family safety app—so I can always see where we both are, for peace of mind.
- Travel Insurance is Not Optional. Seriously. Medicare does not work outside the U.S. (unless you’re in those very limited circumstances, which you probably aren’t). You need a policy that covers Emergency Medical and, even more importantly, Medical Evacuation. That’s the one that flies you home if it hits the fan, and it can cost thousands. I checked out plans on MoneyGeek (2025 review) and highly recommend looking into Allianz or IMG iTravelInsured Choice—they offer great coverage for pre-existing conditions and often have no upper age limits on their comprehensive plans. Buy it the day you make your first trip payment to lock in the pre-existing condition waiver. Don’t be a cheapskate on this one.
Pacing: The Anti-Itinerary Itinerary
Remember that first trip? We had a detailed, military-style itinerary: Museum at 9, Lunch at 11, Historic Site at 1 PM. Total bust. Avó was toast by noon.
The best travel with seniors is Slow Travel. Think quality over quantity.
- One Big Thing a Day: Seriously. One major activity. If you hit the Uffizi Gallery in the morning, the afternoon is for sitting in a café, people-watching, or napping back at the hotel. If they insist they’re fine, be extra vigilant. A vlogger on YouTube (Name: “The Slow Traveler”) made a great point: often seniors won’t admit they’re tired until they crash.
- Snack & Hydrate, Always: Dehydration hits seniors fast, especially on planes. Always have water and easily digestible snacks on hand—nuts, granola bars, whatever. The frequent restroom breaks are worth it to avoid a medical issue.
- Master the Taxi App: Walking is tiring. Public transport is chaotic. Use Uber or a local taxi app like Bolt (in Europe/Africa/LATAM) for anything over five blocks. It saves energy and prevents a hangry meltdown.
Listen, traveling with the people who raised you is a gift. It’s a different kind of trip—less frantic backpacking, more thoughtful exploration. It requires patience, a lot of pre-planning, and an open mind when things go sideways (which they will, because it’s travel). But seeing their face light up when they finally see that cathedral or taste that perfect gelato? That’s the real payment.
Book smarter, pack lighter, and enjoy the ride. And next time you’re lookin’ for a deal, try me: I book everything via travelgui.com, saves my wallet every dang time.
By Marco “The Navigator” Silva, a road-worn traveler with 10+ years mastering accessible budget hacks, spilling tips from real trips and verified sources.