Going on a tropical winter vacation? During a Hawaiian winter, we experience some light rain showers and massive cold fronts that can drop the temperature to as low as 54 Fahrenheit/12 Celsius. This is cold for us so we take full advantage of this in dressing up that’s fitting for the elements. In this post, I incorporate how to pack light by using a carry on and while using basics, how to dress it up differently. Here are some outfits I would wear if visiting a tropical location like Hawaii.


First Outfit: Day & Night

This outfit can be worn in the same day for a day to night outfit or different days entirely. If I were to wear it different days, I would separate the days to a few in between to limit the “same outfit different day” appearance. I would wear it later in the week, making it two outfits with a little change up in the details!
Dress: Old Navy // Sunglasses: Kate Spade // Flats: Jeans Warehouse // Belt: H&M // Knee High Boots: Just Fab // Leggings: TargetGOPR2103


Second Day Outfit

I love playing with accessories! Adding a hat or switching it out with a scarf is an easy fix that can change the dynamic of any outfit quickly!
Shirt: Old Navy // Skirt: Cotton On  // Boots: Just Fab // Scarf: H&M // Hat: Wet SealGOPR2118


Third Day Outfit

Using the same basic black shirt, I paired it with green pants, a different scarf, and same boots from the previous outfit.
Shirt: Old Navy // Pants: Charlotte Russe // Boots: Just Fab // Scarf: Charlotte RusseGOPR2121

Fourth Day Outfit

Playing with white shirts and basic leggings, this outfit can really go well with any accessory: I can create different styles with two basic outfits. I decided to style it with a scarf and flats.
Shirt: Old Navy // Leggings: Target // Flats: Jeans Wearhouse // Scarf: H&MGOPR2123

Fifth Day Outfit

Using the same basic outfit from the previous day with different outerwear.
Shirt: Old Navy // Leggings: Target// Jacket: H&M // Flats: Jeans WearhouseGOPR2127

Sixth Day Outfit

Similar outfit from the third day, I decided to match it with this faux jacket for a more night time look.
Jacket: Hollister // Shirt: Old Navy // Pants: Charlotte Russe // Boots: Just FabGOPR2131

Bathing Suit

You can’t forget a pair of bathing suit for a tropical winter vacation! During the day, the sun is out making for a perfect beach day.
Bathing suit: Triangl


Check out our guest post on Love, Charmaine‘s blog and her post on our blog about Top 10 Must Haves for Winter Travel!



Wanderlustyle is a travel orientated blog by Reid and Maryrose, a Hawaii-based couple in the pursuit to help others live a venturesome lifestyle. They love to explore new places, document their adventures, relieve their travel experiences via written word, and share tips along the way in hopes for the reader to achieve the best out of their journeys. If you would like to know more, visit the "About Us" section to really understand the lifestyle they hope to cultivate in others!

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