25+ Sophisticated Cocktail Outfits for The Stylish Gentleman

Got a cocktail party planned and stressing out on what to wear? Well, ditch the outdated looks and try something new! We’ve curated 25+ chic cocktail outfit ideas that prove sophistication isn’t about playing it safe!

Cocktail Outfits for Men Pins

From tailored blazers paired with unexpected textures to smart-casual combinations that transition seamlessly from work to evening, these outfits will redefine the modern gentleman’s style.

1. T-shirt, Suit jacket and Trousers

Laid Back Formal Cocktail Outfits for Men
Striped formal combos like these scream elegance when you don them in dark hues! Go for metal rimmed sunglasses and slip ons if you’re headed for a day party!

2. Solid Shirt and Trousers

Classy Semi-formal Cocktail Outfits for Men
If you love preppy cocktail wear, try this semi-formal look! Go for silk or linen blends in dark hues with metal watches and Derby shoes!

3. T-shirt, Ripped Jeans and Leather Jacket

Edgy Cocktail Outfits for Men
This edgy cocktail combo is a fun try on for bar or similar settings with ankle boots and subtle chain pendants as add ons!

4. Solid Shirt and Skinny Jeans

Semi-formal Cocktail Outfits for Men
Nail this semi-formal cocktail look in muted hues and casual sneakers! Add in leather belts with a slick back hairstyle for a preppy finish!

5. Pattern Shirt and Regular Fit Jeans

Bold Toned Casual Cocktail Outfits for Men
A casual cocktail look to rock in bold prints, try styling this one in contrast sneakers for a sporty touch or you can go for Birkenstocks in dark hues!

6. Solid Shirt and Slim Fit Trousers

Relaxed and Minimal Cocktail Outfits for Men
Exude a relaxed yet classy energy at your semi-formal cocktail parties with this neutral combo! Add in tan slip ons and metal watches for sophistication!

7. Slim Fit Suit

Preppy Cocktail Outfits for Men
A preppy formal outfit for your fancy garden cocktail parties! Rock this combination in the classic style with Oxford shoes and a slick back hairstyle!

8. Solid Shirt and Slim Fit Trousers

Effortlessly Casual Cocktail Outfits for Men
An effortless cocktail outfit for your summer parties, style this one in contrast slip ons and dark tinted sunglasses to keep it simple!

9. Pattern Shirt and Shorts

Funky Print Cocktail Outfits for Men
A Hawaiian-style cocktail outfit for beach parties! Style this look along with dark Birkenstocks and boater hats for that tropical energy!

10. Solid Shirt, Textured Blazer and Slim Fit Trousers

Contrast Cocktail Outfits for Men
Pull off this elegant cocktail look in velvets or silk with Oxford shoes and a dainty gold chain! For a less dramatic look, pick a neutral shade for the suit!

11. Three Piece Suit

Formal Cocktail Outfits for Men
Try this formal cocktail combo in patterns and dark hues alongside Oxford shoes and dainty rings! Swap the usual ties for contrast bow ties instead!

12. Pattern Shirt, Shorts, and Suit Jacket

Vintage Cocktail Outfits for Men
Go vintage with your cocktail looks in this vibrant combo and dark loafers! Add in dainty gold jewelry and tie the look together with dark leather belts!

13. T-shirt, Plaid Blazer, and Slim Fit Shorts

Effortlessly Semi-formal Cocktail Outfits for Men
An unconventional cocktail look to pull off in neutral hues, style this one in chain jewelry and loafers for a subtle edge!

14. T-shirt, Denim Jacket, and Shorts

Layered Casual Cocktail Outfits for Men
To add a casual touch to your cocktail party looks, swap your formal suits with this casual urban combo paired with midsole shoes and dainty silver jewelry! Go for neutral tones and prints!

15. T-shirt and Slim Fit Trousers

Vintage Casual Cocktail Outfits for Men
Rock this minimal cocktail party look with suspenders and leather slip-ons for a vintage vibe! Add in wide-brim hats to tweak up the fanciness!

16. Single Breasted Blazer, Shirt, and Slim Fit Trousers

Minimally Classy Cocktail Outfits for Men
These classy finds channel the sophisticated appeal of destination cocktail parties just right! Add in metal watches and Oxford shoes in black and you’re all set!

17. T-shirt, Slim Fit Jeans, and Puffer Jacket

Cozy Casual Cocktail Outfits for Men
Nail this cozy casual cocktail look if your winter party has a bar setting! Add in a matching beanie and lace-up boots for a minimal finish!

18. Tailored Two-Piece Suit

Classic Cocktail Outfits for Men
A cocktail classic, don a suit for your formal cocktail parties with Derby shoes in leather and a metal watch for sophistication!

19. Relaxed Fit Suit

Relaxed Cocktail Outfits for Men
Look relaxed yet classy at your next cocktail party in this formal combo with loafers and vintage digital watches! Skip adding a tie to balance the sophisticated appeal!

20. All-Black Three Piece Suit

Classy Cocktail Outfits for Men
There’s nothing more elegant to wear for a fancy cocktail party than an all-black three-piece suit. Accent the look with a silver wristwatch, a light silver bracelet, and Oxford shoes!

21. Suit-and-Tie with Suspenders

Creative Formal Cocktail Outfits for Men
Get creative with your formal suit cocktail looks by swapping belts for suspenders! If your suit has somber colors, try going for classic cap-toe Oxfords in black!

22. Striped Casual Shirt and Regular Fit Pants

Bold Casual Cocktail Outfits for men
A relaxed and casual cocktail outfit for outdoor summer parties! Style this one in neutral slip-ons and optional boater hats!

23. T-shirt and Slim Fit Jeans

Laid Back Casual Cocktail Outfits for Men
The perfect laid-back formula for your in-house cocktail parties, you can pull off this combo as it is or with a denim jacket layered over! Add in contrast sneakers and you have a neat fit!

24. Beach Shirt and Trousers

Tropical Casual Cocktail Outfits for Men
For a relaxed cocktail look for your beach or pool parties, try adding in beaded jewelry and fedora hats for a boho touch!

25. Solid Shirt, T-shirt, and Regular Fit Jeans

Ultra Casual Cocktail Outfits for Men
Try this casual combo for your in-house cocktail parties or for when you want a laid-back appeal! Add in fedora hats and ankle boots for a preppy finish!