Cherry on Top Derby Hats

This hat is a classic wide-brim Derby masterpiece that blends timeless elegance with bold, race-day drama.

The base is a deep navy wide brim, beautifully structured with a clean, refined silhouette that frames the face and provides a regal presence. The brim’s generous width adds sophistication while offering balance to the dramatic embellishment above.

Crowning the hat is a striking golden yellow lily, lifelike and radiant, serving as the focal point. Its open petals and delicate stamens add softness and natural beauty against the structured brim. Surrounding the flower is an opulent spray of feathers in rich navy and vibrant yellow, layered to create height, movement, and texture. The feathers arc gracefully across the crown, adding dimension without overwhelming the wearer.

The color combination—navy blue and golden yellow—is bold yet classic, evoking Southern tradition, sunshine, and Derby royalty. The arrangement feels intentional and couture, with just the right balance of drama and refinement.

Overall, this hat is elegant, confident, and unmistakably Derby-ready—a statement piece that commands attention while remaining polished, feminine, and timeless.

This fascinator is a vibrant, tropical-inspired showpiece that feels fresh, feminine, and unmistakably Derby-ready.

At its center is a large, realistic pink lily, with softly curved petals dusted in deeper rose tones and delicate speckling, giving the piece a lifelike, botanical elegance. The flower serves as the focal point, instantly drawing the eye and adding bold floral drama.

Surrounding the bloom is an abundant spray of feathers in rich teal, turquoise, and soft pink, layered for depth and movement. The feathers rise upward and outward in an asymmetrical arrangement, creating height and a sense of lively motion while beautifully framing the face.

The color palette is striking yet harmonious—lush greens and blues paired with vivid pinks—evoking a tropical garden in full bloom. The fascinator sits confidently on the head, balancing bold scale with refined craftsmanship.

Overall, this piece feels joyful, glamorous, and confident, perfect for a Kentucky Derby look that celebrates color, florals, and statement style without feeling overdone. It’s a true head-turner designed for sunshine, champagne, and unforgettable entrances.

This fascinator is a show-stopping Kentucky Derby statement piece that blends elegance with dramatic flair.

It features a soft sky-blue sculpted floral base, resembling a lush dahlia in full bloom, which anchors the design and provides a refined, feminine foundation. Rising from the flower is a dynamic spray of feathers in layered shades of blue—from powder blue to rich royal cobalt—creating height, movement, and visual drama.

The feather composition includes:

• Tall, airy plumes that add vertical elegance
• Delicate wispy feathers that fan outward for softness and texture
• Curved, structured feathers that frame the face beautifully and give the fascinator a couture feel

The color palette is cohesive and luxurious, evoking clear spring skies and classic Derby blues, while the asymmetrical feather arrangement adds modern sophistication. The fascinator sits gracefully on the head, striking the perfect balance between bold and refined, making it ideal for Churchill Downs, garden parties, or any high-style racing event.

Overall, this fascinator feels regal, feminine, and unmistakably Derby-ready—a true centerpiece accessory designed to turn heads while remaining timeless and elegant.

This hat is a show-stopping statement piece, designed to command attention while remaining unmistakably elegant and refined.

Crafted on a luminous sheer white organza base, the silhouette is soft yet structured, allowing the dramatic embellishments to rise with confidence. A bold sculptural spray of crimson and black feathers erupts from the crown, layered with curling red plumes, sleek black accents, and fine quill details that create height, movement, and couture drama.

At the front, a large white camellia-style flower anchors the design, its crisp petals framing a rich red center that ties seamlessly into the featherwork above. Subtle harlequin-patterned detailing in red and white peeks through the composition, adding texture and a hint of vintage glamour.

The back of the hat reveals a romantic cascade of sheer organza loops, finished with a soft red feather accent, ensuring the design is as captivating from behind as it is from the front. Light-catching textures and layered transparency give the hat a sense of airiness, despite its bold presence.

Overall, this hat balances Southern grace with high-fashion drama—perfect for the Kentucky Derby, a garden party, or any occasion where elegance meets unforgettable flair. It is both timeless and theatrical, designed for a woman who is confident, polished, and unafraid to make an entrance.

This fascinator is a striking blend of garden elegance and Derby drama, designed to command attention while remaining refined and wearable.

Set on a soft olive-green sinamay base, the piece is sculpted into a graceful oval that provides structure without heaviness. Rising from the crown is a lavish arrangement of navy blue feathers, layered for depth and movement. Wispy ostrich plumes add softness and airiness, while longer, sleeker feathers extend outward to create a bold, sweeping silhouette. A dramatic curling feather quill arcs upward, adding height and a sense of motion that feels both playful and couture.

Nestled at the center is an olive-green floral bloom, grounding the design with a natural, garden-inspired touch. Delicate accents of lighter feathers and fine greenery weave through the arrangement, enhancing the organic feel and creating a beautiful contrast against the deep navy tones.

Overall, this fascinator feels luxurious, confident, and impeccably Southern—perfect for a Kentucky Derby garden party, a spring racing event, or any occasion where timeless style meets statement-making flair. It pairs beautifully with navy, olive, ivory, or floral ensembles and is designed to look stunning from every angle.

This hat and purse combo is a bold, joyful celebration of Derby glamour—radiant, confident, and unmistakably show-stopping.

The wide-brim sunshine-yellow hat forms a dramatic, elegant silhouette, instantly drawing the eye. It’s lavishly adorned with rich purple roses, soft royal-blue feather accents, and vibrant magenta plumes that rise gracefully from the crown, creating height, movement, and a sense of couture drama. The mix of florals and feathers feels lush and dimensional, balancing femininity with fearless flair.

The matching yellow purse echoes the hat’s craftsmanship, finished with a deep purple rose and coordinating feather trim, tying the look together seamlessly. Its structured yet playful design feels intentional and polished, not merely an accessory but a companion piece.

Together, the hat and purse create a harmonized color story of golden yellow, violet, magenta, and blue—a palette that feels celebratory, regal, and perfectly suited for Derby Day. This combo exudes confidence, elegance, and Southern pageantry, making it ideal for someone who wants to command attention while remaining impeccably refined.

This hat is a bold, couture Kentucky Derby statement piece that blends classic elegance with dramatic flair.

The wide, sweeping black brim creates an instantly sophisticated silhouette, offering both structure and movement while framing the face beautifully. Rising from the crown is a striking arrangement of luxurious feathers—vibrant burnt orange plumes curve outward with confidence, balanced by a tall soft ivory feather that adds height and refinement. Black feather accents weave through the design, giving depth and contrast.

At the base of the feather arrangement sits a handcrafted black floral embellishment, grounding the drama with timeless femininity. A whimsical yet chic illustrated lady detail on the crown adds personality and charm, making the hat feel bespoke and unforgettable rather than traditional.

Overall, this hat feels confident, fashion-forward, and unmistakably Derby-worthy—designed for the woman who wants to stand out in photographs, command attention at the rail, and embody modern Southern glamour with a playful couture twist.

This is a bold, high-fashion Kentucky Derby–style straw hat that makes a vibrant statement.

• Base & Shape: The hat features a structured, shallow-crown silhouette made of finely woven straw in a vivid tangerine orange, giving it a crisp yet elegant form.
• Trim & Detail: Around the crown sits a dramatic layered ribbon band in alternating shades of pink and orange, folded into sculptural loops that add dimension and movement.
• Embellishment: One side is lavishly adorned with an oversized floral arrangement composed of orange petals, delicate netting, and a sparkling crystal center, accented by sweeping feathers in bright orange and magenta that arc upward and outward for height and drama.
• Overall Impression: The hat is striking, feminine, and celebratory—designed to stand out in a crowd. It perfectly balances structure with whimsy and embodies the festive, couture spirit of Derby Day.

It’s a showpiece hat meant to turn heads and photograph beautifully.

This hat is a dramatic, couture-style Derby fascinator that blends elegance with bold statement design.

It features a wide black sculpted base that provides structure and contrast, allowing the embellishments to stand out. The focal point is an oversized, lush pink floral bloom positioned prominently at the front—its layered petals soft, voluminous, and eye-catching. Rising above and around the flower are feather plumes in coordinating shades of pink and black, adding height, movement, and a sense of theatrical flair. The feathers are artfully arranged to fan upward and outward, giving the hat a dynamic silhouette from every angle.

A subtle sparkling accent tucked near the floral detail adds a refined touch of glamour without overpowering the design.

Overall, the hat feels luxurious, feminine, and unmistakably Kentucky Derby–ready—a perfect balance of classic sophistication and high-fashion drama, designed to command attention while remaining polished and elegant.

This hat is a striking black-and-white Kentucky Derby–style statement hat that blends classic elegance with bold couture flair.

• Base & Brim: A wide, structured brim woven in alternating black and ivory tones, giving it a crisp, graphic contrast. The brim is substantial yet refined, providing a dramatic silhouette while remaining polished.
• Crown Detail: Wrapped with a black-and-white striped band, adding a tailored, fashion-forward touch that echoes timeless sophistication.
• Floral Accent: A large, sculptural black fabric flower sits prominently on the side of the crown, serving as the focal point and adding depth and texture.
• Feather Arrangement: An extravagant spray of black feathers rises upward and outward, creating height, movement, and drama. The feathers give the hat a luxurious, high-fashion presence perfect for Derby day.
• Artistic Flourishes: Delicate curled accents extend subtly from the design, adding whimsy and couture detail without overwhelming the look.

Overall, this hat feels elegant, confident, and show-stopping—a perfect balance of classic monochrome styling and bold Derby glamour, designed to command attention while remaining impeccably refined.

This hat is a dramatic, couture-style statement piece that blends elegance with show-stopping flair. It features a wide black woven brim that provides a bold, classic foundation, grounding the design with timeless sophistication. Rising from the crown is a luxurious burst of aqua-turquoise feathers, layered densely to create height, movement, and an airy, cloud-like silhouette.

The feathers vary in texture—some soft and wispy, others long and sculptural—giving the arrangement depth and dynamic motion from every angle. At the center front, a coordinating fabric flower anchors the plume, adding a refined focal point and a touch of romantic softness against the dramatic feather spray.

Overall, the hat feels regal yet playful, perfectly suited for a Kentucky Derby, garden party, or high-fashion boutique display. It balances bold color with classic black, resulting in a look that is eye-catching, feminine, and unmistakably elegant.

This fascinator is a dramatic yet refined statement piece, blending softness with bold contrast. At its center is a sculpted blush-toned flower, velvety in appearance, creating a romantic focal point. Surrounding it is an artful burst of layered feathers—plush blush plumes balanced by sleek, jet-black quills that rise and curve upward, giving the design height, movement, and couture drama.

Scattered throughout are delicate pearl accents, subtly nestled among the feathers, adding a touch of classic elegance and light-catching detail. The overall silhouette feels luxurious and architectural, while the color palette of blush, black, and pearl keeps it timeless and versatile.

Worn, it frames the face beautifully—bold without overpowering, feminine yet confident—making it perfectly suited for a Kentucky Derby look, high-society garden party, or formal race-day ensemble. This fascinator exudes sophistication, confidence, and unmistakable Derby-day glamour.

This hat is a graceful, statement-making Derby piece that blends classic elegance with vibrant spring drama.

It features a wide, structured white brim with a refined woven texture, creating a timeless and polished foundation. Rising from the crown is a luxurious floral and feather arrangement centered around a large, radiant yellow rose, which immediately draws the eye and evokes sunshine and celebration.

Surrounding the rose are soft white feathers that add lightness and movement, layered with curving green plumes that arc outward for height and drama. Golden-yellow ribbon loops and floral accents weave through the design, adding richness and continuity of color. Delicate pearl-like bead details provide a subtle touch of glamour without overpowering the organic feel.

Overall, the hat feels bright, feminine, and joyful, perfectly suited for the Kentucky Derby or an upscale spring event, where it commands attention while remaining elegant and sophisticated.

This fascinator is a refined statement piece that blends romance, movement, and couture elegance. It features a soft blush pink base, sculpted with airy layers that sit gracefully at an angle, creating a flattering, elevated silhouette. Flowing ostrich-style feathers sweep upward and outward, giving the design lightness and dramatic motion without overwhelming the look.

At the center, a delicate blush rose anchors the composition, adding a classic, feminine focal point. Accents of fresh green feather tendrils weave through the design, offering a striking contrast that feels both modern and spirited. A subtle touch of deep plum feathers beneath the rose adds depth and richness, balancing the pastel palette with sophistication.

Overall, this fascinator feels luxurious yet fresh—perfectly suited for the Kentucky Derby or any high-society spring event. It conveys confidence, grace, and timeless Southern charm while remaining fashion-forward and eye-catching from every angle.

This fascinator is a bold, sculptural statement piece bursting with movement and warmth. At its center sits a perfectly formed rose in rich orange, acting as the focal bloom. Radiating outward is a lush explosion of layered feathers in tones of sunlit yellow, tangerine, coral, and fiery orange, creating a halo of texture and drama.

The feathers vary in shape and length—some long and tapered, others delicately notched—giving the fascinator a sense of motion, lightness, and couture craftsmanship. A few feathers extend gracefully beyond the main silhouette, adding height and asymmetry without overwhelming the design.

Overall, the piece feels luxurious, energetic, and unmistakably Derby-ready—evoking sunrise, autumn florals, and confident elegance. It balances floral femininity with high-fashion drama, making it ideal for a standout moment at an event like the Kentucky Derby.

This fascinator is a bold yet elegant statement piece that blends classic charm with playful drama. It features a sculpted navy mesh base accented with crisp white polka dots, creating a timeless, couture foundation. At the center sits a soft ivory rose, lending a romantic focal point and refined contrast.

Vivid fuchsia feathers radiate outward in dynamic, jagged cuts, adding movement and modern flair, while airy white and subtle dark accent feathers bring lightness and texture. The layered composition feels energetic yet balanced—dramatic without being overwhelming.

Overall, the fascinator strikes a perfect harmony between classic Southern elegance and fashion-forward whimsy, making it ideal for the Kentucky Derby or any high-style daytime event where confidence, color, and sophistication take center stage.

This fascinator is a show-stopping statement piece that blends classic romance with bold Derby drama.

It features a lush explosion of feathers in rich crimson red and soft ivory, layered to create movement, height, and elegance. Long, airy plumes sweep upward and outward, while curled and sculpted feathers add rhythm and dimension, giving the design a sense of motion and confidence.

At the center sits a perfect ivory rose, beautifully balanced and refined, anchoring the drama of the feathers with timeless femininity. Subtle pearl accents are delicately placed, adding a touch of polish and luxury without overpowering the design.

The color contrast—deep red against creamy white—is striking yet sophisticated, making this fascinator both eye-catching and elegant. It feels regal, feminine, and celebratory, ideal for the Kentucky Derby, formal race days, or any event where fashion is meant to be noticed.

Overall, this fascinator reads as confident, couture-inspired, and unmistakably Derby-worthy—a piece designed not just to accessorize an outfit, but to command attention.

This fascinator is a refined statement piece that blends romance, movement, and couture elegance. It features a soft blush pink base, sculpted with airy layers that sit gracefully at an angle, creating a flattering, elevated silhouette. Flowing ostrich-style feathers sweep upward and outward, giving the design lightness and dramatic motion without overwhelming the look.

At the center, a delicate blush rose anchors the composition, adding a classic, feminine focal point. Accents of fresh green feather tendrils weave through the design, offering a striking contrast that feels both modern and spirited. A subtle touch of deep plum feathers beneath the rose adds depth and richness, balancing the pastel palette with sophistication.

Overall, this fascinator feels luxurious yet fresh—perfectly suited for the Kentucky Derby or any high-society spring event. It conveys confidence, grace, and timeless Southern charm while remaining fashion-forward and eye-catching from every angle.

This hat is a dramatic, wide-brim statement piece that blends romance with refined elegance. The structured woven brim, in a deep navy blue, sweeps outward in a graceful asymmetrical curve, creating a bold yet polished silhouette.

The crown is richly embellished with a lush floral arrangement featuring soft blush and dusty-rose blooms, anchored by a deep navy rose that ties seamlessly into the brim. Rising above the florals is a striking spray of layered feathers in navy, lavender, and periwinkle, adding height, movement, and a sense of couture drama.

Overall, the hat feels luxurious, feminine, and unmistakably Derby-ready—a perfect balance of softness and strength, designed to command attention while remaining timeless and sophisticated.

This hat is a dramatic, couture Kentucky Derby–style statement piece that blends elegance with movement and bold color.

The wide, gently curved brim is woven in a soft aqua blue, edged in a darker trim that frames the face beautifully and provides structure. Rising from the crown is a luxurious explosion of feathers, dominated by peacock plumes whose iridescent eyes add depth, texture, and a hint of theatrical flair. Long, sweeping black feathers arc upward and outward, creating height and graceful motion, while softer aqua and teal feathers weave through the design for balance and cohesion.

At the center of the arrangement sits a layered floral focal point in coordinating shades of blue, anchoring the feathers and giving the hat a refined, feminine finish. The combination of structured weaving, organic feather movement, and jewel-toned color palette evokes sophistication, confidence, and celebration.

Overall, this hat feels regal, eye-catching, and unapologetically Derby-worthy—a true showstopper designed to turn heads, photograph beautifully, and command attention in any grand outdoor setting.

This fascinator is a dramatic, couture statement piece that blends botanical elegance with feathered movement.

A soft blush floral bloom sits at the center, creating a romantic focal point. From it rises an artful explosion of layered feathers in rich emerald green, deep navy, teal, and warm apricot, arranged in sweeping arcs and vertical plumes that add height, motion, and sculptural drama. Delicate leaf-shaped elements and finely cut feather details give the design a garden-inspired, almost architectural feel.

The overall effect is bold yet refined—lightweight in appearance but visually striking—perfectly balanced between femininity and statement-making flair. It feels ideal for Derby Day, garden parties, weddings, or high-fashion spring events, where elegance and individuality are meant to stand out.

This organza Derby hat is a bold, couture statement piece designed to command attention while remaining elegant and refined.

The hat features a dramatic, translucent organza brim in a rich crimson red, softly sculpted into flowing waves that frame the face with movement and lightness. Rising from the crown is a luxurious feather arrangement in golden yellow, deep rust, and ivory, creating height and dynamic texture. Long, curled white feathers arc upward and outward, adding graceful motion, while plush golden plumes provide fullness and warmth.

At the center sits a large, sculpted floral accent in a deep burgundy-red, anchoring the design and echoing the iconic “Run for the Roses” tradition of the Kentucky Derby. The layered feathers and flower blend seamlessly, giving the hat a balanced yet dramatic silhouette.

Overall, the hat evokes Southern elegance, Derby tradition, and modern couture artistry—a show-stopping piece perfect for the Kentucky Derby or any high-profile race day event where confidence and sophistication are key.

This fascinator is a bold, celebratory statement piece bursting with color and movement. It features a dramatic spray of layered feathers in vibrant fuchsia, sunshine yellow, and deep cobalt blue, arranged to fan upward and outward for height and theatrical flair. At the center, petal-shaped yellow feathers form a floral focal point, anchoring the design and giving it a sculptural, bloom-like appearance.

The contrasting textures—soft, airy plumes mixed with sleeker feather accents—create visual depth and a sense of joyful motion. The color palette is unapologetically vivid and confident, evoking tropical energy, springtime exuberance, and couture drama.  

Overall, this fascinator feels festive yet refined, perfect for a standout moment at events like the Kentucky Derby, garden parties, or fashion-forward celebrations, where elegance meets fearless individuality.

This fascinator is a show-stopping statement piece designed to command attention.

It features a dramatic explosion of vivid fuchsia feathers layered with soft pastel plumes in aqua, blush, lilac, and hints of coral, creating a lively, almost painterly effect. The feathers vary in length and texture—some sleek and elongated, others light and airy—giving the design movement and height from every angle.

At the center, sparkling crystal accents add a touch of refined glamour, catching the light and anchoring the bold color play with elegance. The overall silhouette is sculptural and elevated, yet playful, evoking celebration, confidence, and couture craftsmanship.

This fascinator feels luxurious yet joyful, perfect for the Kentucky Derby, a high-fashion garden party, or any event where fearless style and individuality take center stage. It’s not just an accessory—it’s a conversation piece.

This hat is an elegant, wide-brim fascinator designed for classic Derby glamour. The soft sage-green brim provides a refined, structured base, gently angled to frame the face with sophistication. At its crown sits a lush floral arrangement of blush-pink roses and layered petals, creating a romantic focal point. Delicate white and pink feathers sweep upward and outward, adding graceful movement and a sense of lightness, while subtle wisps soften the overall silhouette.

The color palette—pastel pinks, creamy whites, and fresh green—feels distinctly springtime and Southern, evoking garden parties and race-day tradition. The hat balances bold statement styling with feminine elegance, making it both eye-catching and timeless. It’s the kind of piece that turns heads without overwhelming, perfect for the Kentucky Derby, high-society luncheons, or any occasion where polished drama is welcome.

This fascinator is a striking blend of elegance and movement, designed to feel both timeless and dramatic. Rich navy feathers sweep upward and outward in soft, airy layers, creating height and graceful motion. At the center, a powder-blue rose serves as a romantic focal point, gently contrasted by wisps of ivory feathers and sheer ribbon loops that add lightness and dimension.

The color palette—navy, powder blue, and soft white—is refined and classic, evoking Southern sophistication with a modern couture edge. The overall silhouette is bold yet balanced, making a statement without overwhelming the wearer. Perfectly suited for the Kentucky Derby, garden parties, weddings, or formal race-day events, this fascinator captures confidence, femininity, and polished glamour in one unforgettable piece.

This hat is a refined statement piece that blends elegance with vibrant artistry. It features a crisp white, wide-brim base that creates a clean, classic foundation. Rising from one side is a dramatic arrangement of feathers in layered shades of teal, sky blue, lavender, and rich magenta, giving the hat height, movement, and a sense of joyful energy.

At the center of the feather display sits a soft blue floral accent, balanced by a deep magenta rose-like detail that adds depth and contrast. The feathers fan upward and outward, creating a sculptural silhouette that feels both graceful and bold without being overpowering.

Overall, the hat feels feminine, sophisticated, and celebratory—perfectly suited for a Kentucky Derby or garden-party setting. It captures attention while remaining polished, pairing classic structure with playful color and luxurious texture.

This fascinator is a show-stopping Derby statement piece that blends classic elegance with bold theatrical flair.

Clusters of rich cobalt feathers frame the base, adding texture and fullness, while the angled placement gives the hat a flattering, face-framing profile. The overall look is regal, confident, and unmistakably Derby-appropriate, evoking sophistication, confidence, and high fashion.

Perfect for someone who wants to command attention while remaining polished, this fascinator feels equally at home in the Winner’s Circle, the Grandstand, or a couture showcase at Churchill Downs.

This is a dramatic, couture-style statement hat with a classic Derby elegance and bold contrast.

• Base & Shape: A crisp white, wide-brim hat with a gently upturned sweep and a thin black edge that frames the brim cleanly and adds definition.
• Focal Accent: At the center sits a lush red organza flower, layered and full, creating a rich, romantic focal point.
• Feather Arrangement:
  
  • Tall scarlet feathers arc upward and outward, giving height and movement.
  • White feathers balance the composition with softness and brightness.
  • Black feathers, including spotted and textured plumes, add depth, drama, and visual contrast.
  • A subtle patterned feather introduces an unexpected couture detail.
• Overall Feel: Striking yet refined—this hat blends Southern Derby tradition with high-fashion flair. It feels confident, elegant, and unmistakably eye-catching. 

Perfect for the Kentucky Derby or any formal event where bold sophistication is the goal, this hat commands attention without losing its sense of grace.

This is a dramatic Kentucky Derby–style statement hat designed for maximum impact and elegance.

The base is a wide-brim straw hat with a softly rounded crown, woven in a natural tone and finished with a pastel, multicolor–trimmed brim that subtly echoes the vibrant accents above. Rising from the crown is a luxurious explosion of feathers in saturated jewel and pastel hues—magenta, fuchsia, lavender, violet, turquoise, sky blue, and soft pink—layered to create height, movement, and a fan-like silhouette.

At the front, the feathers are gathered around a sparkling jeweled butterfly centerpiece, adding a touch of whimsy and couture glamour. From the back, the design reveals a large blush-pink floral accent paired with cascading feathers for balance and drama, while a sheer pink ribbon bow at the neckline adds a romantic finishing touch.

Overall, the hat feels bold, joyful, and high-fashion, combining playful color with refined craftsmanship—perfectly suited for the Kentucky Derby, a garden party, or any event where standing out with elegance is essential.