When Vacation Doesn’t Go as Planned :: 5 Ways to Prepare for the Unexpected
This summer, my family went on what we called a Celebratory Trip to San Diego. We were celebrating many milestones, from my daughter graduating high school and my son’s transition from middle school to high school. During the planning phase, we decided on the dates, transportation to get there, the activities, and even the cost. What we didn’t plan for was the unexpected things that happened while on this trip. The delayed flights, the unruly weather and the unforeseen sickness during the trip that caught us all by surprise. Even with so much preparation, some things can’t be predicted.
Here are 5 things I learned that may help when planning your future vacation.
Plan Ahead, But Leave Room for Flexibility
You can spend months researching hotels, flights, restaurants, and attractions, but weather delays, traffic, cancellations, and unexpected changes can still happen. The departure from New Orleans International Airport, came with not one, but two flight delays. While we were expected to arrive in San Diego around 5:30ish, we didn’t arrive at our hotel until almost 10:00pm. After a long day of travel, navigating unfamiliar roads in the dark wasn’t exactly how we imagined kicking off our vacation, but it became part of our story. Rather than letting the delays ruin our mood, we adjusted our expectations, stayed patient, and focused on what mattered most: we had arrived safely and were finally beginning our family adventure. The first day didn’t go according to plan, but it reminded us that flexibility is just as important as preparation. Sometimes the best way to enjoy a vacation is to accept that the unexpected is part of the journey.
Key takeaway: Have a plan, but don’t become so attached to it that you can’t enjoy the trip when things change.
Prepare for More Than the Weather Forecast
Many families focus on the destination but forget that climates can be very different from home. For Louisiana families, who are accustomed to humid climates, a drop in temperature in a different place can feel like fall or winter during the summer. And while I kept my eye on the weather constantly, the actual feel of the temperature was a little different than just reading the numeric number. We usually tend to pack medicine with us; however, I didn’t intend to get sea sick while on a Whale Watching tour. We’ve been on dolphin tours and other boat adventures, but this one took me by surprise. Even at the San Diego Zoo, the terrain was very hilly, but thankfully I had on some pretty good walking shoes. Our beach day was not what I expected at all. The water was freezing and the sun did not shine. Thankfully, I wasn’t sweating bullets, but I definitely didn’t need the umbrella I rented, as it was overcast. In some moments sitting on the beach we all got cold, despite the locals being waist deep in the frigid ocean water. What I expected things to be was not the reality, but we made the most of it and enjoyed the moment. 
Key takeaway: Pack layers, comfortable shoes, rain gear, medications, and a few “just in case” items.
Expect Different Energy Levels and Personalities
Vacations can be exciting, but they can also be overwhelming, especially for younger children, teens, or children with ADHD who may become overstimulated by crowds, noise, travel schedules, and constant activity. My husband has the energy of a few men and can go, go, go; however, we recognize when our kids are tired and even though they are teenagers, they still need a break from walking, sightseeing, noise and all the tourist things that we might have planned to do. This became evident when I had scheduled to go to the USS Midway Museum immediately after the Whale Watching tour only because the timing was the best option for us. Thankfully, I didn’t purchase any museum tickets, because some of us (ME) were still feeling queasy and I could tell it was time to call it a day. We did walk along the boardwalk and take photos and that was actually a nice way to finish the day.
Key takeaway: Build in downtime and recognize when someone needs a break.
Sometimes the Best Memories Aren’t on the Itinerary
Many families focus on checking attractions off a list. Of course you want to do and see all that you can during your trip, but sometimes it’s just not possible. During our delays, we were able to take in the airport restaurants and speak to other people that also had to make other flight arrangements. The interruptions from sickness during our trip allowed us to focus more on just relaxing and enjoy the scenery.
The moments we remember most are:
- Laughing during a flight delay
- Meeting and talking to new people
- Discovering a local restaurant
- Playing games in the hotel room
- Having conversations during downtime
Key takeaway: Don’t miss the memories because you’re focused on the schedule.
Success Isn’t a Perfect Vacation, It’s the Time Spent Together
While I pride myself on making the perfect itinerary for our vacations and getaways, I recognize we won’t be able to do and see everything. I try to make sure everything flows, but many moms including myself put pressure on themselves to create the “perfect” family vacation.
But the goal isn’t perfection. The goal is:
- Connection
- New experiences
- Family memories
- Time away from daily routines
Key takeaway: If your family comes home feeling connected and refreshed, the vacation was a success.
As I start thinking about our next family vacation, one thing I know for sure is that I won’t put so much pressure on myself to make everything perfect. I’ll still plan ahead, do my research, and prepare for the unexpected, but if every detail doesn’t go exactly as planned, that’s okay. Some of our favorite moments came from the unplanned ones.
There’s a quote I recently came across: “Worrying is like a rocking chair. It gives you something to do, but it doesn’t get you anywhere.” That reminder couldn’t be more true when it comes to family vacations or life in general. We can’t control delayed flights, changing weather, or unexpected detours, but we can control how we respond.
So as you plan your next getaway, leave room in your itinerary for rest, flexibility, and a little spontaneity. Pack for the “just in case” moments, read reviews, ask friends and family for recommendations, and remember that every family member may experience the trip differently.
Unexpected Adventures Might Be Your Family’s Favorite Stories
At the end of the day, a successful vacation isn’t measured by how perfectly everything went. It’s measured by the memories you made, the time you spent together, and the moments that reminded you why taking the trip was worth it in the first place.


















