How I Stay Warm During The Winter in Hawaii – OOTD

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Ah, Winter time in  Hawaii is my favorite time of the year.  Don’t get me wrong, I love the ocean and sand and the warm Spring and Summer months but Winter, well – when it’s cold that means my favorite Holidays are near.  Winter in Hawaii is not your traditional warm coat and scarves, thermals and beanies… though, I’ll be honest – that hasn’t stopped me in the past from rocking them out and wearing them on a chilly day.  Most of the time, our colder months will yield us about 70 degree weather which is quite comfortable for many.  But, for me – living on the highest mountain on my island of Maui has its benefits.  Between hot cocoa and marshmallows to warm fuzzy slippers and boots, I can usually dress warm since the mountain usually experiences between 50 – 60 degree weather during the winter time and sometimes it can even get to about 40 degrees.  While we still enjoy our sunshine, the cold and crisp air allow me to really utilize my various winter clothing and dress up.  This year we have already had a few cold chills come our way so I figured I would share how I tend to dress up when it’s chilly but the sun is still out.  Here is how I stay warm during the Winter in Hawaii.It’s no secret that I am a tomboy girly girl.  What does that mean you say?  Well, it means I like the girly glittery things but I’m still a down home tomboy at heart.  I like to get down and dirty, wrench on cars and shoot guns.  While I love all the makeup and frilly things that come with being a female, I’m a true tomboy who will get my hands dirty and have a little fun.  That also means that I like to dress in what fits well and feels good.  Winter time for me is all about cozy and comfy so a great flannel (or plaid) jacket with a warm pair of boots will ALWAYS bring a smile to my face.  Let’s take a look at my ensemble I have put together here, shall we?

I paired this particular plaid flannel with a pair of fuzzy Microfiber Boots from DAWGS because it reminded me of my teenage years in the 90s.  Some of my favorite inspirations come from the women in the 90s like Da Brat, Aaliyah, Queen Latifah, Mary J. Blige, Missy Elliott, Eve, Charlie Baltimore, Lisa Left Eye Lopes & TLC.  In the 90s when I was in high school, baggy jeans, flannel jackets and Timberlands were a part of my every day style so it’s something I still consistently gravitate to.  It has that tomboy swag with a little old school that I love so you can basically find me dressed as such during cooler weather.

My winter outfit today consists of:

Black Ribbed Tank – Old Navy

Brown & Red Flannel Shirt – Walmart

Pants – YMI WannaBettaButt Plus Size Jeans

Sunglasses – Ray Ban Gold Aviators

Boots – DAWGS Women’s 9″ Microfiber Boots in Chestnut

The DAWGS Women’s 9 inch Microfiber boot is one of the most popular boots from the brand.  Built for comfort and warmth, the microfiber boots come padded with a memory foam insole and faux shearling liner.  The boot is perfect for walking about when cold to keep warm because it has a slip-resistant rubber sole.  The round toe and shorter 9 inch shaft fits a variety of foot and calf widths.  If you’re still on the hunt for holiday gifts for friends and family, definitely check out DAWGS and their selection of footwear available.  DAWGS makes great holiday gifts for loved ones and I purchase from them all the time, because my boys and husband love the quality that DAWGS products provide.

I’ve been a fan of DAWGS footwear for a while now because their pricing is reasonable, but mainly because of how comfortable the footwear is.  I love these boots because they do not get hot, sticky and sweaty when the weather starts to get warmer and they are so cozy it’s like walking around with bedroom slippers.  Not to mention, these boots fit my thick and chunky calves perfectly so they work well for a plus sized gal like me.

On a day when a flannel cover up is just too warm, I can transition my DAWGS Microfiber boots easily into a casual look without sacrificing the warmth they give me.  In the look above I simply paired my jeans and boots with a t-shirt for a relaxed, casual look that allows me to be comfortable while still cozy.

Shirt – HI Demand Clothing

Did I mention I just love boots…?  I love a great boot but most of my boots have stiletto heels so I haven’t been able to use them due to an ankle injury I sustained about a month ago.  That’s why DAWGS Microfiber Boots are my jam this winter.  I think style is basically a matter of a person’s individual taste and how comfortable they are.  Over the years I have put on some weight which has made it a little more of a challenge finding anything that fits, but overall anything that’s comfy, cozy and allows me to be me, works just fine.  Yes, while Hawaii is warm, we do experience our own form of winter and since I live on the mountain, it gets a lot colder up here than most people realize.  Puffy jackets, scarves and beanies are all products I pull out for winter wear and fuzzy warm boots make that list too.

If you are still on the hunt for Holiday Gifts this year, definitely head on over to DAWGS and check them out.  They have sizes for the whole family and a wide array of footwear for every need no matter what time of the year.

**Save 60% off sitewide + Free Shipping with Coupon Code: SB60

How about you?  Are you chilly and cold in your neck of the woods?  If so, what are you sporting this winter season?

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Disclosure:  The products featured in this post were sent for review and feature for editorial purposes.  This post is sponsored and may contain affiliate or referral links.