17+ Cute and Flirty Valentine’s Date Outfit Ideas for Dinner, Drinks, and More
Looking for Valentine’s date outfit ideas that balance romance, style, and a little flair? Whether it’s a casual coffee date or an elegant evening out, we’ve got the inspiration you need to nail your Valentine’s look.
photo: elisalevallois / Instagram
Valentine’s Day is basically the Oscars of date nights, and the outfit? That’s your red carpet moment. Whether you’re heading to a romantic dinner, grabbing lattes with your crush, or just dressing up for yourself (we love that energy), we’ve got all the outfit inspo you need. Flirty, fun, and totally you—these looks will have you feeling like the main character all night long. Let’s get into it!
Faux Fur & Red Scarf

This outfit is all about mixing cozy and chic. A black faux fur jacket and pleated mini skirt create a sleek base, while the bold red scarf adds a romantic touch. Knee-high boots tie it all together for a polished Valentine’s date look.
Shaggy Coat & Wide-Leg Pants

Effortless yet statement-making, this look pairs a textured shaggy coat with relaxed wide-leg trousers for an elevated take on date-night minimalism. The heart-shaped bag adds a playful nod to Valentine’s, while pointed-toe boots and sleek sunglasses keep it cool and modern. Perfect for a cozy dinner or rooftop drinks.
Blazer & Lace Tights

Playful and polished, this look pairs a classic black blazer with bold red lace tights for a flirty Valentine’s vibe. The pointed heels and quilted bag add just the right amount of sophistication, making it ideal for a coffee date or casual evening out. Romantic, but with an effortless edge.
Heart Sweater & Mini Skirt

Sweet and cozy, this heart-print sweater paired with a flirty mini skirt is the ultimate casual Valentine’s date look. Cream ankle boots and a matching bag add a polished touch, while the playful pattern keeps things fun. Perfect for brunch or an outdoor café catch-up.
Ruffled Skirt & Red Sweater

Romantic yet refined, this outfit pairs a rich red turtleneck with a delicate lace ruffle skirt for a perfect blend of cozy and feminine. Sheer black tights and embellished loafers keep it polished, while the bouquet adds a dreamy finishing touch. A lovely choice for a daytime Valentine’s date.
Off-Shoulder Top & Leopard Pants

For a bold and unexpected Valentine’s look, this off-shoulder red top brings all the romance, while the relaxed leopard-print pants add a touch of edge. Sleek pointed-toe shoes and a textured tote make this outfit effortlessly cool—perfect for a casual dinner or a trendy date spot.
Turtleneck & Mini Skirt

This outfit mixes clean lines with bold accents for a standout Valentine’s vibe. The gray turtleneck keeps things effortlessly chic, while the white mini skirt adds a fresh, modern touch. Burgundy tights and glossy heels pull the look together with a pop of rich color.
Blazer & Wide-Leg Denim

Effortlessly polished, this burgundy blazer takes center stage with its tailored fit and rich hue. Paired with wide-leg jeans, it balances structured sophistication with relaxed ease. Burgundy heels and gold accessories tie the look together for a modern take on date-night dressing.
Red Blouse & Flowy Skirt

This breezy look is equal parts romantic and relaxed. The vibrant red blouse with its ruched details adds a playful pop of color, while the flowy white skirt keeps things light and airy. Pair it with a sleek black bag for a touch of contrast, perfect for a daytime date under the sun.
Burgundy Top & Leather Shorts

This sleek outfit brings a sultry edge with a fitted burgundy top paired with high-waisted leather shorts. Sheer tights add a touch of elegance, while the glossy mini bag completes the look with modern sophistication. A stunning choice for an intimate dinner or a chic night out.
Red Dress & Glitter Tights

This striking red mini dress is all about drama and allure, with its corset-inspired bodice and playful skirt. Paired with glittery fishnet tights and patent red heels, the look sparkles effortlessly under city lights. Bold and unforgettable, it’s perfect for turning heads on a nighttime Valentine’s outing.
Pinstripe Blazer & Lace Bralette

This look oozes effortless sophistication with a playful twist. The oversized pinstripe blazer gives classic tailoring a modern edge, while the peek of a red lace bralette adds a romantic, flirty detail. Paired with gold jewelry and a sleek clutch, it’s a fresh take on a chic Valentine’s brunch outfit.
Leather Blazer & Bodycon Dress

Edgy and seductive, this burgundy bodycon dress takes on a whole new vibe when paired with an oversized black leather blazer. Sheer tights and pointed heels keep the look sleek and modern, perfect for a confident, city-inspired Valentine’s night out.
Oversized Blazer & Lace Tights

Chic and unexpected, this oversized chocolate-brown blazer pairs beautifully with floral lace tights for a feminine twist on tailoring. Red slingback heels add a bold pop of color, while gold jewelry brings a touch of glamour. A perfect blend of elegant and edgy for a relaxed yet refined Valentine’s outing.
Faux Fur Coat & Heart Tights

A playful take on winter romance, this outfit layers a plush black coat over heart-patterned tights for a dreamy Valentine’s feel. The bright red scarf, matching socks, and patent heels add a bold, coordinated touch, while the tulips make for the sweetest accessory.
Satin Slip Dress & Gold Accents

This sultry red satin slip dress is pure elegance, hugging curves with a touch of shimmer. Paired with bold gold accessories and sleek patent heels, the look exudes luxury and romance. Perfect for an upscale Valentine’s evening or a glamorous night out.
Leather Jacket & Mini Skirt

This edgy-meets-playful look pairs a worn-in leather jacket with a pleated mini skirt for a mix of cool and flirty. Sheer tights and glossy red kitten heels add a touch of feminine charm, while the woven red bag and floral hair clip tie everything together with a Valentine’s twist. Perfect for a casual café date.
Sleek Tank & Wide-Leg Trousers

Understated and effortlessly chic, this look combines a fitted black sleeveless top with tailored wide-leg trousers. The brown belt adds subtle contrast, while bold gold earrings and a suede shoulder bag bring a vintage-inspired elegance. A timeless choice for a relaxed yet sophisticated Valentine’s date.