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Concealed Republican > Blog > News > Jessica Simpson shows off bikini on Turks and Caicos Islands getaway trip
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Jessica Simpson shows off bikini on Turks and Caicos Islands getaway trip

Jim Taft
Last updated: August 16, 2026 5:31 am
By Jim Taft 5 Min Read
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Jessica Simpson shows off bikini on Turks and Caicos Islands getaway trip
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Jessica Simpson is giving fans a peek at her birthday trip to the Turks and Caicos Islands.

The 46-year-old singer took to Instagram to share a series of photos from her birthday trip to paradise, including one of her lounging in her bikini.

Among the photos included in the post is a black-and-white picture of the “With You” singer smiling as she posed for a selfie while lying on a lounge chair in a black bikini with small white polka dots.

She paired the bikini with a pair of black sunglasses and a necklace which went down the center of her chest.

JULIANNE HOUGH FLAUNTS HER TONED FIGURE IN BIKINIS AS SHE SHARES SNAPS FROM HER TRIP TO SARDINIA

“Take me back to Turks and Caicos,” she captioned the post. “Thank you @lacurevillas and @pavilionluxuryvillas for an unforgettable stay. We’ll be seein’ y’all again very very soon.”

Other photos feature the singer standing in a black dress in front of a swimming pool, posing with the staff, coming out of the ocean in a black bikini and cover-up, as well as a video of the oceanic scenery around her.

Jessica Simpson standing next to the water in a black cover-up.

“You have never looked better!! Healthy and happy and stunning!” one fan wrote in the comments section. Another added, “Absolutely stunning as always.”

The singer previously shared a photo of herself in a separate black-and-white polka-dot bikini on her birthday in July, captioning the post, “46 July 10/26.”

Jessica Simpson poses in a plunge neckline outfit at Foxwoods Resort Casino on December 07, 2025

In November 2025, Simpson took to Instagram to celebrate the 8th anniversary of her sobriety, writing when she chose to stop drinking, “she made the choice to confront, to confess and to let go of the self-sabotaging parts of my life that I was choosing.”

“Making that decision allowed me to fully live in the pursuit of Gods [sic] purpose for my life,” she wrote. “Alcohol silenced my intuition, blocked my dreams and chased my circulating fears of complacency.”

She added that after eight years of sobriety, “today I am clear” and “driven by faith,” adding that “both fear and faith are something that we feel and may not see.”

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“I’m so happy I chose faith over fear,” she added. “It was not in the fight that I found my strength, it was in the surrender.”

Jessica Simpson walks around New York City

Simpson revealed in a November 2023 Instagram post that she decided to quit drinking the day after Halloween in 2017, alongside a photo of her taken on that day.

In the caption, Simpson called the person in the photo “an unrecognizable version of myself,” who “had so much self-discovery to unlock and explore.”

“I knew in this very moment I would allow myself to take back my light, show victory over my internal battle of self-respect, and brave this world with piercing clarity,” she said. “Personally, to do this I needed to stop drinking alcohol because it kept my mind and heart circling in the same direction and quite honestly I was exhausted.”

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“I wanted to feel the pain so I could carry it like a badge of honor,” she continued. “I wanted to live as a leader does and break cycles to advance forward – never looking back with regret and remorse over any choice I have made and would make for the rest of my time here within this beautiful world.”

Jessica Simpson performs on stage in 2025

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She went on to call out the “stigma around the word alcoholism or the label of an alcoholic,” adding that she needed to accept the “failure, pain, brokenness, and self sabotage” in her life and understand that “the drinking wasn’t the issue. I was. I didn’t love myself. I didn’t respect my own power. Today I do.”



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