Diane from Life Off Headset asked this question the other day that prompted this post. Thanks Diane! I will keep it brief.

I have always loved traveling. As a teacher I used my spring breaks and summers to take international trips to destinations that interested me. I love the feeling of going away, and I love the feeling of coming back home.

When I was pregnant with L, I lived and worked in Chile for 5 months on a Fulbright grant. L was born, and at 18 months, she went to Russia with me in April of 2018.

R was born in January of 2020. Then, as you know, the pandemic happened. So a bit of a pause in travel, or anything else, for that matter.

R’s first international trip was to Iceland in June of 2021. Since then, we visited Denmark, Portugal and Spain. We also went to Maine a few times, and I took a road trip with them to Virginia to see Shenandoah National Park last November.

Upcoming trips with the kids: Paris in April of 2024 for spring break and a two-week trip to… still undecided but leaning toward Calabria, Italy.

Timing and seasons:

  1. Spring break. Those trips are mainly to explore cities, and we do not move around since it is simply not enough time. We stay in one place. Example: last year Copenhagen trip.
  2. Summer. End of June till end of August. Dates are flexible and I like to take longer trips in the summer.
  3. Fall. A guaranteed long weekend in November. Virtually all NJ public schools are closed for the NJ Teacher Convention. A good way to do something local or explore neighboring states: NY, PA, DE, VA…

Compromise. T is not a traveler. He just doesn’t have that travel bug, plus he thinks travel with kids of this age is a total waste, and a major head ache. And he is *partially* right. It is hard to travel with small kids. BUT. It is also hard to be at the house with small kids! For me, the benefits outweigh the costs.

So, I usually come up with a destination, run it by him, book the trip, and he is welcome to come, or he can stay home. Do I want him to always come with us? Not particularly, no. I don’t force him to come, and, if he doesn’t want to come, then I’d rather he stay home. Last year, he did come to Portugal and Spain with us but left earlier, since he couldn’t get off work for the whole two weeks (he has limited vacation days). I stayed behind with the kids and explored more of Spain.

How do I plan? I don’t over think it and I ::try:: to not second-guess myself. I have a destination in mind, I let it percolate for a bit, I then just buy plane tickets. Usually 6 months before travel. After I have the tickets, I outline the trip itself and decide where we would stay. Look on Airbnb, of course. Decide about the car rental, if any. Some trips are easier than others. See city breaks above: all you need are tickets and your Airbnb. Everything else can be figured out as the date approaches.

And I always, always insure the trip – I use AIG travel insurance.

Do I feel bad about the money? Of course! Travel is expensive but it’s not like we are spending our retirement money. That’s what I love to do with or without my kids. But I still do justify the expenses to myself.

Do kids have hard moments when they travel? OMG, of course! They can cry, they can whine, they don’t want to walk, they beg for things. But really, they do all that at home, too. When we travel, we take frequent breaks, sit in parks and cafés a lot, go into a museums to rest, look for playgrounds.

Any particular bad moments?

~ L took her makeup kit, a glass of water, made a cocktail, and smeared it all over old furniture in el Parador de Zafra – an ancient castle that is now a hotel. We cleaned it.

~ L taking an actual poop under a bush in Acadia National Park.

~ R not wanting to go into a canyon in Iceland so I had to half-carry him.

~ Putting a scratch on my rental in tight streets of Granada.

~ R slipping in a tub in our Maine Airbnb and getting a bump on his forehead.

~ R seeing topless female bathers in Nerja, pointing, and saying “boobies!”

Little things like that. But nothing major.

“Boobies!” beach in Nerja, the south of Spain.


19 responses to “How I plan trips with kids”

  1. Kyria @ Travel Spot Avatar

    I love that you travel with kids; in 2004 I lived in Europe for a spell and I went and stayed with some friends of mine who had rented a place in San Sebastian for a year. At the time their daughter was one, but they had moved from San Francisco to Boston and quit their jobs and decided that this was the time to do it career wise. And it was fine! I am sure their daughter does not remember much, but I had a great time hanging out with them, going to the (topless) beach, having tapas in the pub (where the kids were allowed) etc. I think that even if the child does not remember much, it opens up their world and helps them later in life. I never saw a topless beach until I moved to San Francisco where they are actually nude, but I was nearly 20!

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    1. Daria Avatar

      Amazing. San Sebastian is so different from the south of Spain, I feel. Still very beautiful.

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  2. jennystancampiano Avatar
    jennystancampiano

    When my kids were little, I found traveling with them to be exhausting, so we didn’t do much of it. Now my daughter is a teenager and doesn’t want to go anywhere with us, sigh. I guess we’ll resume traveling in a few years!
    Honestly, I traveled a lot before I had kids, so I never felt like I was missing out. But I like how you say traveling with kids is hard- so is staying home with them. I say, if you have the energy to do it and you enjoy it, then traveling with your kids is probably really good for them.
    Ha ha… I like the “boobies” story.

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    1. Daria Avatar

      When R said that, nobody even blinked an eyelash. language barrier? LOL

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  3. Natka Avatar

    This post makes me want to start planning trips 🙂

    We have 3 kids, all older than yours. We travel in the US – mostly car trips, but also some longer-distance trips involving planes. We all loved Maine 🙂

    Kids really want to go to Europe (and so do I). Iceland is pretty high on my wish list! Probably not in 2024, though. Our youngest is a 4th grader and has free access to National Parks, so we want to take advantage of that.

    Travel can be hard no matter how old the kids are. I just resign myself to the fact that at least 1 person is going to be unhappy about something at any given point…. One of our kids does not like hiking (the rest of us love it) – so once she outgrew the kid backpack/piggyback rides, getting her to walk with us was super painful. She is now old enough to stay at the rental place by herself, but a lot of the time she still choses to come on the hikes with us (because she is afraid she would miss something fun) and complains the whole time!

    I like the compromise that you have with your husband! That said, travelling by yourself with 2 young kids – that’s a whole different level of travel expert! 🙂

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    1. Daria Avatar

      I am waiting for that age when my kids can appreciate national parks, that is a great family road trip, or two, or three. Right now the cafes or places with hot chocolate have to be in proximity – for bribing R that never wants to walk, but once you mention a cafe- oh he will walk to that. LOL

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  4. Lisa's Yarns Avatar

    I think you have a higher tolerance for discomfort or things not going the way you’d like them to. We have only done trips to warm weather locations with the boys and last year we skipped it because I could not bear the thought of getting on a plane with Taco… He was not interested in screens and the flight would have been disaster. I think we are just less flexible than you are and are probably more like T? So we won’t do much traveling with the kids until they are older and heartier. But I love that you are so adventurous and have done so much with your kids! Like Jenny, I did quite a bit of traveling before I had kids, so I’m kind of on a grand pause from grand adventures. But I don’t like to be cooped up at home either so we will find the happy medium of being out and about in our community.

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    1. Daria Avatar

      I don’t know about tolerance LOL but wine helps. In Spain, we went into Lidl mercado and the wines were SO good and CHEAP 😉

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  5. Sak Avatar
    Sak

    I appreciate your perspective and it’s giving me confidence to travel with my kids knowing other people do it.

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    1. Daria Avatar

      Hey Sak! thanks for reading !

      Like

  6. Michelle G. Avatar
    Michelle G.

    I think you have a wonderful attitude about traveling with your kids! I’m sure traveling with kids is more work, but the shared experiences, the stories, and the memories are priceless and will build them into well-rounded adults.

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    1. Daria Avatar

      Exactly! I love how you put it.

      Liked by 1 person

  7. Sarah Avatar

    YES! Kids are kind of terrible all of the time, so why not have fun? I really hate to fly, so we are limited by time and distance, but I still adore spring break and summer trips.

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    1. Daria Avatar

      I developed a brief fear of flying after our honeymoon in Grenada. man, that Caribbean warn air- uffff I did not sleep on the plane. Especially there was a lady behind me reciting “padre nuestro” LOL

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  8. Tina Avatar

    I regret not traveling with my kids more while they were young, but honestly there is no way my budget could afford it. I do travel with my middle daughter quite often now and we would love to do more traveling around the US and especially get to Europe.

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    1. Daria Avatar

      I just priced out the trip to Calabria… Holy Jesus. Now I am having second thoughts.

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  9. Diane Avatar
    Diane

    Aww thanks for answering my question!
    I love all this – I love how you don’t make it too complicated, and just go for it. My Husband and I are so indecisive that we book plane tickets relatively late – for our spring break trip in April last year, we didn’t book tickets until late January. And yes, spending that amount of money is scary for me which is part of the indecisiveness. But I think you have a right approach – once you book the tickets, the money is spent so you might as well go.
    We have a trip to Taiwan in our future – not sure when, but my grandfather lives there and he is 98 years old, so we will probably go in the next year or so.

    Liked by 1 person

    1. Daria Avatar

      I would LOVE to go back to Asia with the kids… They want to go to Korea or Japan. But I feel they have to be a bit older.

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  10. San Avatar

    This is amazing, Daria. I didn’t realize how much you travel with your kids alone. I love that you do that, that you’re not afraid to do it and that you’re giving your kids so many experiences of a lifetime.

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