Wide Leg Vacation Pants

Wide leg vacation pants are your ticket to effortless style and comfort, making every adventure a runway moment. Imagine strolling through sun-drenched streets or dancing under the stars with ease and flair—these pants are all about freedom and fun. Whether you're jet-setting to tropical paradises or exploring hidden gems closer to home, these breezy beauties will have you feeling like the queen of cool. With their relaxed fit and versatile vibe, wide leg vacation pants are ready to elevate your travel wardrobe and keep those vacay vibes going strong!

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$35.90

4.8 star rating

A chic ivory ponte knit trouser with a high-rise waist and flattering wide-leg silhouette.

$49.90

5 star rating

A trendy dark denim pant with a pinstripe pattern and flattering high-rise wide-leg silhouette.

$34.90

5 star rating

A pair of black abstract print wide-leg pants crafted from stretchy knit fabric with a high-rise waist.

$34.90

5 star rating

A stylish pair of brown wide-leg pants featuring a high-rise waist and abstract print in stretchy knit.

$42.90

5 star rating

A pair of black satin palazzo pants featuring a mid-rise waist and flowy wide-leg hem.

$34.90

5 star rating

A pair of black tropical print wide-leg pants crafted from stretchy knit fabric for a luxe vacation vibe.

$46.90

4.5 star rating

A chic black knit jumpsuit featuring a strapless neckline and flattering wide-leg silhouette.

$34.90

3 star rating

A mocha halter jumpsuit featuring a cutout bodice and flattering wide-leg silhouette in stretchy knit.

$54.90

5 star rating

A black and white tropical print jumpsuit featuring a halter cowl neckline and flowy wide-leg silhouette.

$49.90

5 star rating

A sultry black knit jumpsuit featuring a cutout bodice and wide-leg silhouette.

$49.90

An abstract black and white striped jumpsuit featuring a cutout bodice, wide-leg silhouette, and hidden pockets.

$42.90

A sultry taupe jumpsuit with a tropical print, featuring a cutout design and wide-leg silhouette.

Sale

$9.97 $29.90 67% off

A boho chic ivory lace flare pant with a high-rise waist and sheer floral design.

$44.90

A brown tropical-print knit jumpsuit featuring a halter neckline, cutout bodice, and wide-leg silhouette.

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Windsor Sleek And Sultry Halter Jumpsuit Pant in Black
(55) 4.5636363 star rating

This halter jumpsuit brings the drama with a front twist cutout, curve-loving fit, and wide-leg silhouette made to stun on sight. Wear it to turn every room into your runway. Fit & FeaturesHalter neckline with multiple ways to style, Cutout bodice, partially open back , Straight leg fit with a flared hem , Form-hugging fit , Moderate stretch , Runs true to size, Free Shipping on All Orders Over $75. | Windsor Sleek And Sultry Halter Jumpsuit Pant in Black | Size: L

Windsor You've Got Flare Halter Cutout Wide Leg Jumpsuit Pant in Olive
(9) 3.8888888 star rating

Featuring a flattering halter neckline and playful cutout details, this jumpsuit combines trendiness with a touch of boldness. The wide-leg silhouette and ruffled accents create a flowy look that moves with you. Fit & FeaturesWoven fabric, Halter plunge neckline, spaghetti strap tie, Cutout bodice with drawstring tie, Ruffled wide-leg silhouette, Runs true to size, Free Shipping on All Orders Over $75. | Windsor You've Got Flare Halter Cutout Wide Leg Jumpsuit Pant in Olive | Size: L | Woven Fabric

Windsor Dinner At Sunset Open Back Wide-Leg Jumpsuit Pant in Brown
(8) 4.875 star rating

A chic open back jumpsuit perfect for a sunset dinner! Designed with a unique hoop insert along the neckline and a flattering wide-leg silhouette that pairs perfectly with heels. Fit & FeaturesStretchy knit fabric, Cowl halter neckline with hoop insert, Open back, spaghetti strap tie, Wide-leg silhouette, Jumpsuit in size small is 56" top hem to bottom hem with a 12" front rise and a 27" inseam, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Dinner At Sunset Open Back Wide-Leg Jumpsuit Pant in Brown | Size: L | Knit Fabric

Glam Muse Rhinestone Strapless Jumpsuit Pant in Black
(6) 4.8333335 star rating

Be everyone's glam muse in this rhinestone strapless jumpsuit perfect for concerts, girl's nights, or festivals! The jumpsuit boasts a sleek strapless neckline and a form-hugging fit for a sultry silhouette. Pair with heels. Fit & FeaturesKnit fabric, All-over rhinestone embellishments, Strapless straight neckline, Back zipper hook-eye closure, Form-hugging fit, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Glam Muse Rhinestone Strapless Jumpsuit Pant in Black | Size: S

Tropical Breeze Strapless Wide-Leg Jumpsuit Pant in Black
(4) 4.5 star rating

Feel the breeze in this cute tropical jumpsuit while on vacation! It showcases a sleek strapless neckline and flattering wide-leg silhouette perfect for layering over a swimsuit. Fit & FeaturesTropical print, stretchy knit fabric, Strapless neckline, Wide-leg silhouette, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Tropical Breeze Strapless Wide-Leg Jumpsuit Pant in Black | Size: S | Knit Fabric

Season Premiere Halter Cutout Denim Jumpsuit Pant in Med Denim
(4) 5 star rating

New season, new look. Flaunt your style in this halter denim jumpsuit with a sexy front cutout and trendy flare hem, perfect for your weekend plans! Fit & FeaturesMedium denim fabric, Halter neckline, metal insert, Cutout bodice, back zipper closure, Hip-hugging fit, Flare hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Season Premiere Halter Cutout Denim Jumpsuit Pant in Med Denim | Size: M

This Weekend Cutout Wide-Leg Jumpsuit Pant in Black
(3) 5 star rating

Look sultry this weekend in this cutout wide-leg jumpsuit for an alluring night on the town or dinner and drinks! Fit & FeaturesSlinky knit stretchy fabric, Cowl halter neckline with bar accent, spaghetti strap tie, Cutout back, Wide-leg silhouette, Runs true to size, Free Shipping on All Orders Over $75. | Windsor This Weekend Cutout Wide-Leg Jumpsuit Pant in Black | Size: M | Knit Fabric/Stretchy Fabric

Windsor Elevate Your Vibe Wide-Leg Faux Pearl Jumpsuit Pant in Ivory
(3) 4.3333335 star rating

Elevate your vibe the instant you slip on this gorgeous jumpsuit as the stunning bride-to-be, birthday girl, or graduate! Made from an airy mesh fabric adorned with faux pearl embellishment for a glamorous style. This jumpsuit features a sweetheart neckline and adjustable straps for a perfect fit and a flattering wide-leg silhouette. Complete the look in block heels. Fit & FeaturesFaux pearl embellished mesh fabric, stretchy knit lining, Adjustable spaghetti straps, Sweetheart neckline, Back zipper and hook-eye closure, Wide-leg silhouette, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Elevate Your Vibe Wide-Leg Faux Pearl Jumpsuit Pant in Ivory | Size: XS | Knit Fabric/Mesh Fabric/Mesh Fabric

Let's Vacay Halter Cutout Wide-Leg Jumpsuit Pant in Mocha
(2) 3 star rating

Jetset on vacay in this halter jumpsuit with a sexy cutout design and flattering wide-leg silhouette perfect for pairing with heels. Fit & FeaturesSlinky knit stretchy fabric, Halter neckline with spaghetti strap tie, Cutout bodice, Wide-leg silhouette, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Let's Vacay Halter Cutout Wide-Leg Jumpsuit Pant in Mocha | Size: L | Knit Fabric/Stretchy Fabric

Windsor Sunny POV Tropical Print Jumpsuit Pant in Rust
Sale
(2) 5 star rating

Get in the sunny state of mind with this tropical printed jumpsuit featuring a deep V-neckline, tie-back halter straps, and a wide-leg silhouette. Fit & FeaturesKnit fabric, high stretch, Tropical print, Sleeveless deep V-neckline, Tie-back halter straps, open back, High waist seam, ruched sides, Hip-hugging fit, wide-leg silhouette, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Sunny POV Tropical Print Jumpsuit Pant in Rust | Size: XS

Wide Leg Vacation Pants

Let’s be real—if you’re planning a getaway or just channeling those out-of-office vibes, wide leg vacation pants are the ultimate power move for your wardrobe. These aren’t just pants; they’re a whole adventure wrapped in breezy fabric, ready to take you from airport sprints to rooftop dinners without missing a beat. Picture yourself gliding through the terminal, coffee in hand, not a care in the world because your look is as effortless as your itinerary. Wide leg vacation pants are the ticket to feeling put-together, even when you’re living out of a suitcase. Their flowy silhouette gives you total freedom—whether you’re twirling on a beach boardwalk, exploring hidden markets, or just kicking back with your besties poolside. The magic is in the details: lightweight materials that breathe, waistbands that flex with your mood (and your dinner plans), and prints that scream “I’m here to make memories.” These pants are basically a passport stamp for your closet, ready to mix and match with everything from strappy crop tops to slouchy tees. And let’s not forget—vacation wide leg pants are a dream for gifting. They’re the kind of present that says, “I see your wanderlust and I’m here to support it,” perfect for the friend who’s always plotting her next escape or the sister who loves a little drama in her day-to-day style.

When it comes to choosing your perfect pair, think about how you want to feel. Are you vibing with bold, tropical prints that turn every sidewalk into a runway? Or are you craving soft, neutral tones that play nice with every top in your suitcase? The beauty of vacation pants is how easily they adapt to your plans. Go for a cinched waist if you love a little definition, or a relaxed fit for those days when comfort is the main character. If you’re tall, wide leg cuts let you show off those long lines; if you’re petite, a high-waisted pair with a cropped hem can give you legs for days. Pro tip: pack a pair that goes from day to night with just a swap of accessories—think sandals and sunnies for brunch, then wedges and a statement necklace when it’s time to light up the night. And don’t sleep on the pockets—because every Windsor girl knows, a good pocket is non-negotiable. Vacation wide leg pants aren’t just a trend; they’re a lifestyle, designed for the fearless, the spontaneous, and the ones who know that comfort and confidence are the ultimate travel companions. If you’re looking to expand your collection beyond vacation vibes, check out our Wide Leg Casual Pants for even more ways to slay every day.

Whether you’re gifting a pair to your ride-or-die as a “let’s book that trip” hint or treating yourself to a little pre-vacay glow-up, these pants are the definition of versatile. They work for all the moments you want to remember—sunset dinners, impromptu dance parties, lazy mornings with room service. And honestly, even if your “vacation” is just a mental escape to your favorite coffee shop, wide leg vacation pants bring that main character energy wherever you go. They’re the wardrobe MVPs that keep you cool, comfy, and ready for whatever the day throws your way. So go ahead, slip into a pair and let the world know you’re here for the memories, the mischief, and all the good vibes. Your next adventure is calling, and your outfit is already packed.

Top Picks For Wide Leg Vacation Pants