High Waisted Tropical Pants
High waisted tropical pants are your ticket to instant main character energy. Whether you’re plotting your next getaway or just want to bring some vacay vibes to your everyday, these bold bottoms know how to turn every sidewalk into a runway. Slip into playful prints and breezy silhouettes that scream confidence—because you deserve to feel like the fearless, fun-loving icon you are. Let’s get those good vibes going and show the world how high waisted tropical pants were meant to be worn: with attitude, sunshine, and a whole lot of style.
$15.97 $36.90 57% off
A chic pair of snake print flare pants with clear sequin embellishments and a high-rise waist.
$34.90
A stylish pair of brown wide-leg pants featuring a high-rise waist and abstract print in stretchy knit.
$46.90 - $49.90
A chic ivory cargo jogger with high-rise waist, metal ring trims, and elastic cuffed hems.
$35.90
A chic ivory trouser with a high-rise waist and flattering wide-leg silhouette.
$34.90
A stylish black crepe trouser with a high-rise waist and straight-leg silhouette for workwear.
$49.90
A trendy dark denim pant with a pinstripe pattern and flattering high-rise wide-leg silhouette.
$34.90
A pair of black abstract print wide-leg pants crafted from stretchy knit fabric with a high-rise waist.
$9.97 $29.90 67% off
A boho chic black sheer lace flare pant with a high-rise elastic waist and knit lining.
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Elevate your wardrobe with these essential pair of faux leather pants! These chic coated skinny pants feature a high-waist fit, waistband with belt loops, two back pockets, and hidden zipper closure. Style these high-rise pants with a sleek mesh bodysuit, corset top, or blouse for a chic and fierce look. Fit & FeaturesHigh-rise waist, belt loops, Front button and hidden zipper closure, Faux front pockets, two back pockets, Skinny leg design, Coated faux leather fabric, minimal stretch, Runs true to size, Free Shipping on All Orders Over $75. | Windsor High-Rise Coated Skinny Pants in Black | Size: S | Leather
In these faux leather pants, you'll be walking the walk of cool-effortless style! They feature a flattering high-rise waist and straight-leg silhouette on coated faux leather fabric that offers a sleek look for workwear or everyday 'fits. Complete the look in a smooth bodysuit and block heels. Fit & FeaturesHigh-rise waist, Straight-leg silhouette, Front button and hidden zipper closure, Faux front pockets, functional back pockets, Coated faux leather fabric, slight stretch, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Walking The Walk Faux Leather Straight Leg Pants in Black | Size: L
These classic and chic ponte knit trouser pants feature a high-rise elasticized waist with a hip-hugging fit and a wide-leg hem. The vertical seam running down the front of each leg will create a flattering silhouette you'll love. Fit & FeaturesPonte knit fabric with moderate stretch, High-rise elasticized waist, Vertical front seams, Hip-hugging fit, Wide-leg silhouette, Pants in size small have an 11" front rise with a 31" inseam, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Classic And Chic Wide-Leg Trouser Pants in Black | Size: M | Knit Fabric
Look stylish and posh for your nine-to-five in these crepe trouser pants! Designed with a flattering high-rise waist and front pin-tuck detailing going down the straight-leg silhouette, you'll feel so confident to take on the day. Complete the look in an oversized blazer and heels. Fit & FeaturesCrepe fabric with stretch, High-rise waist, Pull-on-and-off styling, Straight-leg silhouette, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Nine To Five Straight-Leg Crepe Trouser Pants in Black | Size: L
Slip into these classic and chic ponte capri pants for effortless style! Channel a 90s vibe in these pants featuring a flattering high-rise waist, form-hugging fit, and flirty side slit accents along the hem. Complete the look in a basic tee and sandals! Fit & FeaturesPonte knit fabric, minimal stretch, High-rise waist, Form-hugging fit, Side slit accents, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Forever On Trend High Rise Ponte Capri Pants in Black | Size: XS | Knit Fabric
These faux leather pants feature a flattering high-rise waist, hip-hugging fit, and a trendy flare hem on coated fabric for a sleek look. Perfect for styling with a graphic tee and booties. Fit & FeaturesCoated faux leather fabric, slight stretch, High-rise waist, Hip-hugging fit, flare hem, Front button and hidden zipper closure, Two-pocket styling, Pants have an 11" front rise with a 30.5" inseam, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Sleek Business High-Rise Faux Leather Flare Pants in Black | Size: S
A perfectly trendy pair of denim pants with cute details like a pinstripe pattern and flattering wide-leg silhouette. Complete the look with the matching vest. Shop Matching Vest: Fresh Perfection Button Split Denim VestFit & FeaturesPinstripe pattern, denim fabric, High-rise waist, Wide-leg silhouette, Front button and hidden zipper closure, Four-pocket styling , Runs true to size , Free Shipping on All Orders Over $75. | Windsor Fresh Perfection High-Rise Wide-Leg Denim Pants in Dark Denim | Size: S
Windsor Spicing Things Up Mid-Rise Flare Fringe Pants in Black
$24.97 $59.90
58% off
Spice things up in these sleek and trendy faux leather pants, which boast fringed side trim and a flattering flare hem—perfect for dancing at festivals or concerts! Fit & FeaturesFaux leather lined fabric, minimal stretch, Mid-rise waist, front button and hidden zipper closure, Faux front pockets, back pockets, belt loops, Hip-hugging fit, Fringed side trim, Flare hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Spicing Things Up Mid-Rise Flare Fringe Pants in Black | Size: 9 | Leather
Printed to perfection in a flattering wide-leg silhouette, these pants boast a classic high-rise waist. Pair with the matching top. Fit & FeaturesAbstract print, stretchy knit fabric, Cowl halter neckline, tie straps, Open back, Fitted crop hem, Runs true to size, Shop The Matching Top: Sultry Effect Abstract Cowl Halter Crop Top Free Shipping on All Orders Over $75. | Windsor Sultry Effect Abstract Wide-Leg Pants in Black | Size: L | Knit Fabric
Set the trends in this coated faux leather flare pant featuring a sleek high-rise waist and a flattering straight-leg fit that flares out at the hem. Pair with a long sleeve top. Fit & FeaturesCoated faux leather fabrication, High-rise waist, Single button with hidden zipper closure, Straight-leg fit, Flared hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Trendsetter Alert Coated Faux Leather Flared Pants in Brown | Size: XL
High Waisted Tropical Pants
When it comes to high waisted tropical pants, you’re not just picking out another pair of bottoms—you’re choosing a whole vibe, a statement, a mood that says you’re ready for adventure (or at least a killer brunch). These pants are the ultimate power move for the girl who wants to keep it comfy but still turn heads, whether she’s jet-setting to a faraway island, hitting up a rooftop party, or just living her best life on a staycation. The high waist design is a total confidence booster, cinching you in and letting you play with proportions—think crop tops, bandeaus, or even that oversized button-down you “borrowed” from your bestie. And let’s talk about those tropical prints: bold palms, punchy florals, and colors that practically demand a selfie. They’re like a vacation for your wardrobe, instantly transporting you to somewhere warm and wild, even if you’re just running errands or crashing a pool party. These pants are all about freedom—freedom to move, freedom to style, and freedom to express every side of your personality. They’re flowy enough to catch the breeze but tailored enough to look polished, striking that perfect balance between laid-back and luxe.
Shopping for high waisted tropical pants is a little like shopping for your next adventure—there’s so much to consider, and the right pair can totally change your day. If you’re a girl who’s always on the go, look for lightweight, breathable fabrics that keep you cool when the sun’s relentless and you’re making moves from brunch to beach to late-night hangs. If you’re tall, try a wide-leg silhouette that lets you show off those legs for days; if you’re petite, a tapered or cropped style can work wonders to elongate your frame. And don’t forget the little details: pockets for your phone (hello, hands-free selfies), adjustable waists for that just-right fit, and patterns that pop against sun-kissed skin. High waisted tropical pants also make a killer gift for your favorite travel buddy, your sister who’s obsessed with all things bold, or that friend who’s always the first to RSVP “yes” to a last-minute getaway. They’re the kind of piece that works for everyone, from the girl who lives in her bikini to the one who loves layering with a blazer and heels for a night out. And if you’re looking to lean even harder into that getaway vibe, check out the latest styles on our High Waist Beach Pants page for even more inspo.
No matter how you style them, high waisted tropical pants are basically a cheat code for effortless style. Picture yourself twirling through palm-lined streets, toes in the sand, or sipping something icy under fairy lights—these pants are made for all your main character moments. They’re easy to dress up with strappy sandals and a statement earring, or to keep low-key with chunky slides and a messy bun. And let’s be real: they’re a lifesaver on days when you want to look put together but can’t be bothered with anything tight or fussy. You’ll love how they move with you, never holding you back when it’s time to dance, explore, or just lounge like the queen you are. Whether you’re gifting them or keeping them all to yourself (no judgment, babe), these pants are your ticket to endless good vibes and unforgettable memories. So go ahead, add a little tropical energy to your closet—you deserve a wardrobe that’s as bold, bright, and fearless as you are.