10 Summery Dresses for Your Winter Getaway

November 4, 2019

one woman standing wearing a summery dress for your winter getaway

Happy November! As we move closer and closer towards winter weather (whyyyy) I know a lot of you are planning warm weather getaways. Since I was in Aruba last week I figured it was the perfect opportunity to wear (and shoot) this midi dress that I just got on massive sale!

There are a ton of great summery dresses for your winter vacation that you can get on sale right now and I wanted to share not only the dress I’m wearing, but my other top dress finds as well.

dress // heels // magnetic eyeliner/lashes // lip gloss

The nice thing about looking for clothes in the ‘off season’ is the amazing deals you can get. This dress was over 50% off and I am in love with it! The print is so pretty and the tie straps add such a girlie, fun touch.

The one thing to note though is that this dress runs really small. Definitely size up a size in this dress and if you’re between sizes, size up 2! I wear a S/M and went up to a L and it fits but is still on the tight side.

One last thing before I get to my top 10 summery dresses for your winter getaway – my makeup! When you’re on vacation, especially in a hot climate, you don’t want to be fussing with a lot of makeup. I’m wearing two things here that were my staples while in Aruba that I highly recommend for your vacation makeup:

1) Magnetic Liner / Lash System: I hate wearing mascara during a topical vacation – I   don’t want to worry about it running from being sweaty or being splashed in the pool/ocean. Instead of mascara, if I’m going out and want my lashes to look good I wear this magnetic liner/lash system! WAY easier to apply than traditional magnetic lashes, it takes 2 minutes to do and makes your lashes look great. I highly recommend getting a set! I’m currently doing a giveaway for the Eylure Magnetic Lash System (the one I’m wearing here). It ends soon, so enter ASAP for a chance to win!

2) Charlotte Tilbury  Collagen Lip Bath in “Peachy Plump”: I also don’t want to be dealing with lipstick while on vacation and I exclusively use this CT collagen lip bath. It adds a ton of shine and just a bit of color for a natural, effortless look. It also has a plumping agent so it makes your lips look fuller!

10 Summery Dresses for Your Winter Getaway

Here are my 10 favorite dresses available (and on sale!) right now. Snag them before they sell out and keep them on hand for your tropical getaway! You can click each dress to be taken directly to the link or click on the hyperlinks below. Happy shopping!!


                                                                            one // two // three // four // five


                                                                             six // seven // eight // nine // ten

28 comments so far.

28 responses to “10 Summery Dresses for Your Winter Getaway”

  1. dousedinpink says:

    That dress is gorgeous on you! Love the ruffles and colors of the print! Also loving your braid!

    Jill – Doused in Pink

  2. Morgan Klein says:

    Love all of these summery dresses so much!! I need some of these for my vacation next month !!

  3. anniewearsit says:

    I love this dress, it’s so gorgeous for your vacation! I hope you had a ton of fun!

  4. Lizzie says:

    What a pretty dress! Definitely dreaming of a summery getaway right about now!

    Lizzie
    http://www.lizzieinlace.com

  5. kileen says:

    That is such a gorgeous dress!! I loved all the recommended dresses as well! They are so cute and so perfect for summer!!

    Kileen
    cute & little

  6. jenniferpickering22gmailcom says:

    This dress is so pretty! It’s not even winter and I’m already sick of the cold!

    Jennifer
    Effortlessly Sophisticated

  7. Loving all of these dress finds! Now I just need to book a trip asap lol- great post! xoxo sarah

  8. Megan TB says:

    These are so pretty! It is so hard shopping in the Winter for warm weather clothes.

    • Lee says:

      I totally agree – and I always seem to need to because of a warm-weather trip, so I hope this round-up helps people finds some cute pieces without having to dig though websites for hours!

  9. Candace says:

    Love these dresses so much! The prints and colors are bold and feminine without being overwhelming. Thanks for the recommendations. Now is the time to purchase summer clothes since they’re all on sale!

  10. Torey Noora says:

    This is great! I sometimes find it hard to plan out vacation outfits while I am stuck in the snow! Great tips!

  11. eyeloveknots says:

    Looks like something you’d be wearing in Florida right now! Temperatures in the 80s and 90s still. Beautiful dress! Looks like a very relaxing trip 🙂

    Alexandra
    EyeLoveKnots.com

    • Lee says:

      Oh my gosh seriously!? I’m actually so jealous it’s that warm – I love the warm weather! And yes, it was such a great trip! Back in rainy Vancouver now though haha.

  12. Ophelia says:

    That dress is so pretty! Also, I’m glad to hear your review of the magnetic lashes, it sounds like such a great idea to pack for a vacation!

  13. Azanique says:

    That lilac dress is gorgeous! Love these picks 🙂

    -xo, Azanique | https://www.lotsofsass.com

  14. Mica says:

    So many cute summery dresses! Perfect for our weather here right now to, although it’s spring in Brisbane it’s feeling like summer!

    Hope that you had a great weekend! Thank you so much for joining the #weekdayWearLinkUp 🙂 I just posted this week’s linkup, I’d love you to join again! 🙂

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