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Cassie Brady

effortlessly chic style for the everyday woman

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in Beaches, Fashion, outfit of the week, Summer, Travel · November 21, 2016

High-Low Skirt In Jamaica

Sandals Whitehouse Jamaica Resort My husband and I recently got back from a Sandals resort located in Whitehouse, Jamaica. We chose this destination because of its remote location (located on the south side of the island), the large 2-mile beach, and breathtaking views. This happened to be our first vacation in three years (the past few years were spent saving up and moving into a new home) so we wanted to make it as relaxing as possible.

Our days started around 6am every morning giving us plenty of time to get dressed, slater on sunscreen, and walk the beach before breakfast. After breakfast at 7:30am we would find a hut on the beach and split our time between reading, swimming, snorkeling, and several water sports like…kayaking, paddle boarding, tubing, waterskiing, etc. We’d stay on the beach until evening, long enough to watch the most beautiful sunsets around 5pm before heading in to get ready for dinner. In the evening there would be some form of live entertainment. Our favorite happened to be a male opera singer who sang several songs from Le Misérable and Phantom Of The Opera.

Today’s look features a high-low skirt paired with a breezy cotton top (last seen here) that made for a fun/unique swimsuit cover-up. The rest of my outfits from Jamaica will be posted each day this week excluding Thanksgiving day.

You can find the other posts in this series here: Jamaica Vacation Looks 2, 3, & 4

Sandals Resort in Whitehouse Jamaica
High-Low Breezy Skirt
Swimsuit Coverup

Outfit Details: Urban Outfitters Top (similar here) / Forever 21 Skirt (similar here) & Hat / Michael Kors Sunglasses (similar here) / Victoria’s Secret Swim (similar here & here)

Jamaican Dock
Victoria's Secret Swimsuit in Jamaica
Sandals Jamaica Sailboat
Forever 21 Skirt in Jamaica
4 Small Fish by the Seashore
Sunset in Jamaica
Sunset in Jamaica under a Tiki Hut
Sunset in Whitehouse Jamaica
Sunset in the Caribbean
Sunset under a Tiki Hut
Sunset at Sandals Whitehouse Jamaica
Sunset over the Caribbean Ocean
Sunset from a Tiki Hut Over the Ocean
Previous Post: « My Go To Look
Next Post: Pleats by the Pool »

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Hi there! I'm Cassie, a fashion and lifestyle blogger located in the Midwest. I love fashion, photography, & working from home with my dog on my lap. On this site you'll find fashion, travel, and home decor inspiration to help you feel more confident in the clothing you wear, trips you take, and home you create. Thank you so much for stopping by! x Cassie

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My Mother’s Day started at 4am with a nursing baby My Mother’s Day started at 4am with a nursing baby in my arms, a toddler crawling into my bed and falling asleep on my shoulder, & a doggie sleeping across my legs. 💕 They have no idea what today is, but I’m feeling so blessed to be surrounded by all my babies on Mother’s Day 👶🐶👧 Even if it was at 4am 🥱

Not pictured our dog Sydney. 🐶 I’m so tired I didn’t even notice until after we got these pictures 🤪 I knew I was forgetting something! 🙈
Color coordinating with my son for a quick photo s Color coordinating with my son for a quick photo shoot before going home 📸🧸 His going home outfit, sign, & blanket are from @cadenlane & I bought a button front nightgown to match from @amazon in brown 🤎
He’s here! 🥲💙 Henry Patrick Brady April 7th, 2026 He’s here! 🥲💙
Henry Patrick Brady
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After laboring at home for 2 hours we JUST made it to the hospital maybe 45 minutes before he came out with 2 quick pushes! It all happened so fast my head is still spinning. 🥹 

So thankful my SIL @thedivinemissem77 answered her phone and came quickly to stay with Audrey & my hubby @npbrady9 taking care of everything else as we rushed to the hospital. ♥️ God is so good & we couldn’t be happier with the newest member of our family 🤗
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Wearing a pregnancy/nursing dress from @amazon & The comfiest shoes for my swollen feet from @birdies 💕
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