Fashion Spring/Summer

Vacation Style Diaries

April 6, 2018

Or maybe I should call this, “Vacation WITH KIDS Style Diaries”…. which is all well and good minus that whole laying on the beach relaxing thing. I was lucky if I blinked with a 20 month old! But despite the non-lounging around all day part, our spring break was pretty epic….jet skis, fishing, banana boating, mudslide drinking (virgin of course) and the most beautiful weather anyone could hope for.  I gotta give it to them. Kids KNOW how to do vacation.

For this trip, it was the first time we used a travel agent because it was the first vacation we took as a family of six. And when it comes to planning vacations I am extremely indecisive and simply just don’t have the time to do the research. WhirlAway Travel kept my budget and simple requests in mind (on the beach, kid friendly, and within driving distance to my parents condo) and did ALL of the planning for us. I literally just had to show up and had an app with our itinerary and reservations organized by date (with notifications to alert me of those small details like…. oh, yes our plane is in fact on time THANK GOD!!) Delays with kids = not vacation worthy. Going forward I can’t imagine NOT using them! If you have an upcoming trip I highly, HIGHLY recommend!! Jamie and her team are incredible and I was so excited to learn that many of you already use them.

The Motherchic vacation style diaries

Now let’s get to the vacation style part. It was unbelievably refreshing to get out of jeans and boots and wear warm weather clothes. I split my looks into three sections (by day, by beach and by night) because there really isn’t much more to vacation, right? For reference, I am 5’4 and generally wear a size 0-2 or size 25. I left notes if you should size up or down, but if there is no note you can assume it is true to size (TTS). If you have any questions please leave a comment! P.S. If you are one bit envious of these photos, keep in mind that I am now home….. and tomorrow it will be snowing. All good things must come to an end (insert wiping of tears).

Vacation Style By Day….

The Motherchic wearing Free People Kai Henley

Hat (other teams available too!) | Henley | Shorts Boy swim trunks (old version of these)


Sweatshirt | Shorts (reader + personal fave!) | Bra


The Motherchic wearing madewell embroidered shorts

Shorts (more sizes here) | Tee (comes in 3 colors!) | Sandals


The Motherchic wearing Madewell tank

Tank  (size down -wearing XXS) | Shorts | Sandals | Backpack (my savior this trip!)


the Motherchic wearing free people mini dress

Dress (also have and love this dress on sale) | Shoes | Tote


Vacation Style Beachside….

The Motherchic wearing J.crew factory bathing suit

Swim Suit (worn as a top – TTS) | Shorts (size down) | Sandals (size up!) | Baby’s Swim Shirt


The Motherchic wearing becca swimsuit

Bikini (40% off – if you don’t see your size leave a comment bc a few stores have it! one piece version (on sale!!) | Hat | Sandals Palm Duster (part of the Box of Style)


The motherchic wearing l space bikini

Bikini Top | Bikini Bottom | Kimono | Hat


The motherchic wearing solid & striped bathing suit

Kimono (so versatile and butter soft – non wrinkle!) | Shorts | Swimsuit (size up) | Sandals


The Motherchic wearing becca cover up

Cover up
Boys swim (old Hanna Anderson, new styles here)

The Motherchic wearing dolce vita bikini

Bikini Top | Bikini Bottom (size up) | Beach Pants


Vacation Style By Night…social threads knot front tank

Knot front tank ($34!!) | Jeans (click “view more” to see white) | Wedges  (save version of wedges) | Baby outfit is all Cat & Jack


The motherchic wearing Free people garden maxi

Dress (my color is old, but more sizes and colors here | Sunglasses


Dress (wearing navy night heather) | Hat (similar here) | Sandals (I’ve been wearing these on repeat! They come in lots of fun colors and add a pop to any outfit!)


The Motherchic wearing Madewell Tee

Knotted tee (size up) | Jeans | Slides


  • Melissa Wilburn
    April 6, 2018 at 12:13 pm

    Vacations with kids is called a trip in our house 🙂

  • Carolyn
    April 6, 2018 at 7:51 pm

    This is perfect as I am preparing for our trip to Hawaii (with 3 year old and 16 month old in tow) in two weeks! First time in a bikini for me after the two kids…your abs are inspirational!

  • Kristina Malinowski
    April 9, 2018 at 5:13 pm

    What workout do u do to get ur stomach flat?

  • Erin
    April 10, 2018 at 3:08 pm

    Where did you stay in long boat key? Would you return there or don Cesar again? Looking to book family trip this summer. I am so over the New York cold!

    • Lindsey
      April 12, 2018 at 11:32 am

      Hi Erin! Yes loved the Don! It was really kid friendly and a beautiful hotel. In longboat we stayed at my parents house 🙂

  • Rachel
    April 28, 2018 at 8:29 am

    Love these ideas! That bikini is so cute but it’s sold out 😔

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