• Skip to primary navigation
  • Skip to main content
  • Skip to primary sidebar
  • Home
  • About/Hire Me
    • About Me
    • Hire Me
    • Contact
    • Family
    • Faith
    • FAQ
    • My Running Story
    • Recipes
  • Disney
  • Fitness
    • runDisney Information Page
    • Fitness
    • Races
  • Parenting
  • Travel

Through Heather's Looking Glass

  • Disney
  • Fitness
  • Travel
  • family
  • About Me

Travel While Keeping the Whole Family Happy

November 18, 2019 | Travel

Anyone who has ever tried to travel with their entire family will know what a stressful but rewarding experience it can be (we just got back from Gatlinburg on our multigenerational trip!) There are plenty of things that can make it stressful, but one of the most common is when someone isn’t excited about what you are all doing together as a group. You need to accommodate the needs and desires of everyone if the trip is to be worthwhile. But what can you do to be sure of that? Let’s take a look at these tips for travel while keeping the whole family happy:

Travel While Keeping the Whole Family Happy
Source – CCO License

Involve Everybody In The Planning

All good trips have extensive planning behind them. This allows for you to know exactly what you hope to do and achieve on your trip, and in what kind of timetable. One great way to make sure that everyone is happy with your itinerary is to get them all involved in the planning process itself. Of course, that doesn’t mean you have to do anything that someone suggests – in fact, it might be a good idea to allow each individual one veto – but simply making sure that everyone has their say will go a long way to keeping the whole group happy and having a great time.

Arrange At Least One Activity For Each Person

You should try to engage in activities which most of the people will enjoy most of the time, but it’s also a good idea to arrange at least one thing for each person which you just know they will love. For instance, If you have a child who loves broadway shows, then make sure you fit that into the schedule, even if someone else can’t stand the theatre. If you or your partner have a real desire for a night out in a fancy restaurant, be sure to make that happen too. As long as each person has one specific event to get really excited about, the whole trip is going to be better and more fun for the whole group.

Travel While Keeping the Whole Family Happy
Source – CCO License

Allow Room For Compromise

With all this planning, you might start to feel a little overscheduled. The idea here is not to plot out your vacation so much that there is no free time. In fact, if you do that you might end up feeling claustrophobic, and then not even enjoy yourself. It is best for everybody involved if you allow some room for compromise so that you are more able to travel on the fly, and less likely to feel that you are simply following some rulebook on what is supposed to be your time away from reality. This might be particularly important for the kids, who will likely want to overthrow any sense of over-organized fun.

Remember The Basics Of Self-Care

Given that you are basically just trying to avoid stress, it’s important to remember that you need to look after yourself and the family along the way in all those basic ways. Allowing yourself or your family to become hungry and tired is just a recipe for disaster. A good rule of thumb while traveling anywhere, with anyone is to eat when you’re hungry – as soon as you’re hungry. It might sound silly, but it really helps to keep the stress at bay!

Travel While Keeping the Whole Family Happy
Source – CCO License

If you can keep these tips in mind, you will find that traveling with your whole family is a much simpler and more enjoyable adventure – and one where you can make memories to last forever.

Like this:

Like Loading...

Sign up for my newsletter

Primary Sidebar

I am Heather Montgomery, a 30 something southern girl living in Knoxville, Tennessee with my husband Bobby, 10-year-old daughter Emma Kate, and our goldendoodles Dolly and Luna. I’m just a regular girl who likes to workout, travel, hang with my family, text, and eat chips and queso. Be sure to check out my “about me” page for more info!
Thank you for visiting, and feel free to contact me with questions, (or for PR inquiries or press trip invites) at Support@HeathersLookingGlass.com.

Please, no guest post requests. 🙂

More about me

Privacy Policy

You can also find me here:

  • Facebook
  • Instagram
  • Pinterest
  • RSS
  • Twitter
  • YouTube

Recent Posts

  • 5 Reasons to Try a New Way of Travel
  • Experience Superhero-Sized Fun at Gaylord Opryland DC Summer
  • Digital Nomads: Safely Working Remotely While You Roam
  • Tips for Surviving (and Thriving) as a Travel Ball Mom
  • Protecting Your Kids’ Eyes In the Digital Age

 

Search

How to Start a Blog

How to start a blog
We are a participant in the Amazon Services LLC Associates Program, an affiliate advertising program designed to provide a means for us to earn fees by linking to Amazon.com and affiliated sites.
  • Disney
  • Fitness
  • Travel
  • Family
Follow me for more parenting hacks. 💁🏻‍♀ Follow me for more parenting hacks. 💁🏻‍♀️

#backtoschool #parentinghack #backtoschooltips #backtoschoolshopping
I turned 40 today. 🎉 Hitting a milestone like t I turned 40 today. 🎉 Hitting a milestone like this has me reflecting—not just on what I’ve accomplished, but on who I’m becoming.

I’ve always been driven to achieve, to push, to prove. But lately, I’ve been learning to celebrate presence over performance, connection over perfection.

Today wasn’t about checking a box or hitting a goal—it was about pausing, feeling grateful, and eating a ridiculous amount of cake with people I love. And honestly? That feels like growth.

Here’s to 40: more aligned, more grounded, and still a little extra. 😉

#thisis40 #40andfabulous #thankyoujesusfor40years #birthdaygirl❤️ #40andoverclub
Turning 40 tomorrow. 🎂 Big milestones always Turning 40 tomorrow. 🎂 

Big milestones always make me pause and ask:
What am I proud of?
What needs to shift?
Am I becoming the woman I want to be?

💡 As an Enneagram 3, I’ve always been wired to achieve — and for a long time, that meant shaping myself into whatever version I thought people would like best.

There are tables where it’s clear I’m not welcome — and that used to wreck me.
But at 40? I don’t do cliques. I don’t do shrinking or contorting to be accepted. 👀

I’ll always be kind. I’ll always be respectful. But I’m done dragging a chair to tables that were never built for me.

I’m moving over. Making space.
Creating my own table.

✨Who’s in?

#ThisIs40
#OwnYourStory
#ReelTalk
#Over30Club
#ChristianWomen
#PersonalGrowthJourney
#enneagram3
🎉 Think Tuscaloosa is just for game days? Think 🎉 Think Tuscaloosa is just for game days? Think again — it’s the perfect family getaway! (Ad)

Start your day with Big Bad Breakfast or a sweet stop at Babes Donuts, then head out for adventure! Walk the scenic Riverwalk, shop local at the local Farmers Market & Kentuck Art Market, and let the kids explore and create at the Druid City Makerspace inside Tuscaloosa Made.

🎨 Hands-on fun? Check! Don’t miss the Children’s Hands-On Museum and the Alabama Natural History Museum — both family favorites.

🍕 Fuel up at Heat Pizza, grab a table at The Venue, or relax with a meal at Urban Bar & Kitchen or Southern Ale House Dockside.

⛳ Then play a round at PopStroke, paddleboard at Lake Nicol, and see what free events are happening at Government Plaza. Don’t forget to grab ice cream at Moonshot Creamery!

 🌙 After a full day, rest easy at the stylish Hotel Indigo Tuscaloosa.

📍From outdoor fun to creative play and plenty of great eats — Tuscaloosa is packed with family-friendly surprises. Who’s been? @visittuscaloosa 
💜Be sure to check out all the businesses tagged in this reel!! 

#Tuscaloosa #VisitTuscaloosa #FamilyTravel #FamilyFun #AlabamaAdventures #ExploreAlabama #SouthernTravel #FamilyWeekend #TravelWithKids #EatDrinkExplore #AlabamaEats #DiscoverTuscaloosa
Trendy, daughter-approved, and will survive the wh Trendy, daughter-approved, and will survive the whole school year?

So went with Simple Modern. 🙌🏼

Their backpack, lunch box, and water bottle combo keeps us both happy: fun colors and styles she loves, and quality this mom can stand behind. Durable, easy to clean, and built to last the full school year (and beyond).

Let kids be kids—but let moms be smart. 😉

#SimpleModernPartner #BackToSchool #GetawayBag #paid @shopsimplemodern
#MomWin #SmartChoices #SchoolReady #FlourishAndGlow #MomLife #SimpleModernKids #BackpackGoals #LunchboxLove
✨ S U M M E R G I F T I N G ✨ I’ve teamed ✨ S U M M E R  G I F T I N G ✨ 

I’ve teamed up with @best.day.ever.giveaways and some amazing accounts to make this blessing possible for someone. 

I N C L U D E S: 
Checkered Tote Bag
Apple iPad 
Apple Watch
Divi dry shampoo
Divi scalp serum 
Dermalactives LED light mask 

👇T O  E N T E R👇

1️⃣ F O L L O W @best.day.ever.giveaways and everyone they  f o l l o w 
2️⃣ L I K E + save this reel 
3️⃣ T A G a friend

⭐️ B O N U S ⭐️ 
1️⃣ C O M M E N T  your favorite item
2️⃣ S H A R E  to your stories and tag @best.day.ever.giveaways (counts once a day) 

Ends on 7/12 at 11:59 pm EST.  The randomly chosen recipient will be announced by @best.day.ever.giveaways on 7/12
•
This is not affiliated with Instagram or any of the brands pictured. Must be 18+ to enter. Open USA/Canada.
🇺🇸 Bold stripes, bright stars, brave hearts 🇺🇸 Bold stripes, bright stars, brave hearts ❤️ 
Happy Birthday, America! 

Peep the last photo for a 4 year comparison of EK at the parade. 🥰

#4thofjulyweekend #4thofjulyparade #letfreedomring #partyintheusa

Copyright © 2025 · Through Heather's Looking Glass · Theme by Bella Creative Studio

 

Loading Comments...
 

You must be logged in to post a comment.

    %d