15+ Dapper Outfits to Wear to a Gatsby Party

By Liz Flynn Dec 18, 2023

The Great Gatsby by F. Scott Fitzgerald is one of the most memorable novels from the Roaring Twenties. From the melodrama to the glam fashion, it’s no wonder that we still love to party like Jay Gatsby and Daisy Buchanan to this day!

From jazz-themed speakeasies to glittery soirees, Gatsby-themed parties are a fun way to bring the Roaring Twenties back to life.

Are you a gal looking to channel her inner flapper? Or a gent who wants to be dapper? We’ve got you covered with plenty of tips on what to wear to your next Gatsby party.

Take a gander at these 15+ outfits to get dolled up for a Gatsby party. We promise you’ll be the cat’s meow with these looks.

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A Flapper-Inspired Dress

A flapper-inspired dress is the most classic outfit option for a Gatsby party. Nothing screams “Roaring Twenties” like a fringe and sequin flapper dress.

Flapper dresses come in various styles, with shimmery silver beads, pink fringe, satin, and more. Shop around for a vintage dress, or snag a new, sustainably made one for your next party.

Accessorize with classic red lips, shimmery eyeshadow, and a flapper headband for a complete Gatsby outfit.

Check out more retro party outfit ideas.

Art Deco Beading & Sequins

1920s glam was all about glitzy sequins and beads. Don’t hold back on these elements when planning your Gatsby party outfit.

Pay attention to detail when planning your outfit. Look for Art Deco designs like zigzags and chevrons.

Beaded dresses and evening clutches are great pieces to spotlight delicate beading and shimmering sequins.

A Velvet Evening Gown

A Gatsby party is all about serving va-va-voom energy. Create a vintage vixen look with a velvet evening gown.

This look is all about the drama. Wear a dark velvet floor-length gown with t-strap heels, diamond jewelry, and curled hair. Daisy Buchanan would approve.

Check out our favorite sustainable companies that let you rent a dramatic evening gown for a fraction of the price.

A Sleek Slip Dress

Mix modern and vintage with a sleek slip dress.

A slip dress in a classic color like black, white, or blush pink is the perfect way to embody the flapper look with a modern, sexy appeal.

Complete your look with t-strap heels, a sequin headband, and gloves for an elegant ensemble.

Shop our selection of affordable and sustainable slip dresses.

A Lace Romper or Jumpsuit

Wear a lace romper or jumpsuit if you prefer a more modern approach to your Gatsby party outfit.

Lace rompers and jumpsuits are comfortable and modern yet still have a subtle vintage flair. Wear your one-piece outfit with heels, gold jewelry, and dark red lipstick.

Shop our selection of affordable jumpsuits and organic cotton rompers.

A Flapper Headband

No flapper outfit is complete without an elaborate headband. Wear a 20’s-inspired flapper headband with your dress for a fun, authentic party outfit.

Flapper headbands come in all shapes and sizes, from stretchy sequin material to delicate crystal beading. You can even add faux feathers for extra dramatic effect.

Complete your vintage look with red lipstick and subtle eyeshadow.

A Beaded Blouse & Palazzo Pants

Wear a beaded blouse with wide-leg palazzo pants if flapper dresses aren't your thing.

A beaded or sequin tank top tucked into high-waisted palazzo pants creates an elegant, dramatic silhouette that is great for any Gatsby party.

Wear heels to lengthen your legs and create a more streamlined look.

Explore our selection of wide-leg palazzo pants.

Faux Fur Coats & Stoles

Fur coats and stoles symbolized wealth and status in the 1920s. You can imitate that look for a Gatsby party with faux fur fashion.

Real fur is unethical and harmful, so avoid buying it. Shop around for a faux fur coat or stole to wear over your flapper dress. Most faux fur uses a blend of polyester and acrylic.

Learn more about sustainable fashion with our guide on how to tell if a brand is cruelty-free.

Cloche Hats

Cloche hats were a signature look of the 1920s. A cloche hat and a drop-waist dress will fit right in at a Gatsby party.

Wear a simple cloche hat in a neutral color, or go all out with details like beading, sequins, and faux feathers.

Check out our selection of sustainable hats.

Plenty of Pearls

Complete your flapper girl look with pearl accessories and jewelry. You can wear anything from layered pearl necklaces to delicate drop earrings.

Of course, genuine pearls aren’t vegan because they come from oysters and freshwater mussels. Plenty of sustainable vegan options exist, from glass to crystal imitation pearls.

These sustainably sourced pearls look just like the “real” thing, and no animals are harmed to produce them. It’s a win-win!

Explore our favorite sustainable jewelry brands to learn more.

A Sweater Vest & Tweed Blazer

A Gatsby party is the perfect opportunity to lean into all things dapper. Embrace vintage charm with a sweater vest and tweed blazer.

This look is scholarly and charming. Pair your knit sweater vest and blazer with a collared shirt and bowtie for the ultimate 1920s look.

Explore our selection of sustainably made sweater vests.

A Bowtie & Suspenders

A Gatsby party calls for something fancier than a t-shirt and jeans. Wear a bowtie and suspenders as a fun homage to the Roaring Twenties.

Pair your classic suspenders and bowtie with dress pants and a long-sleeve button-up. Don’t be afraid to express yourself with a fun patterned or colorful bowtie.

A Three-Piece Pinstripe Suit

A Gatsby party is a very formal affair. Why not go all out and wear a three-piece pinstripe suit?

Dress to impress with a tailored men’s suit, two-tone dress shoes, and a jaunty bowtie. Complete your look with slicked-back hair and your favorite statement watch.

Don’t miss our selection of affordable suits for men and women. You’re bound to find something you love!

A Newsboy Cap

Wear a newsboy cap for a Peaky Blinders-meets-Great Gatsby look.

Newsboy caps give a 1920s vibe when worn with suspenders, slacks, and a vest.

You can also accessorize a newsboy cap with a sweater, black jeans, and dress shoes for a more casual party look.

A Golf-Inspired Outfit

Channel your inner Jordan Baker with a golf-inspired party outfit. Will you stand out from the crowd with this outfit? Definitely, but true fans of The Great Gatsby will get it.

Wear a preppy polo, a flirty tennis skirt, and white sneakers for the ultimate sporty look.

Explore our selection of sustainable pleated tennis skirts to create this look.

A White Linen Suit & Straw Boater Hat

The Great Gatsby takes place in the summer of 1922. Embrace that carefree summer attitude with a white linen suit and a straw boater hat.

Linen is a wonderful material for warm weather because it is breathable and lightweight. You’ll look effortlessly chic and retro with a linen suit and dapper hat.

Explore our favorite Australian linen brands for inspiration.

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About the Author: Liz Flynn

Liz Flynn is a freelance writer, fiber artist, and amateur art historian. She is passionate about making sustainable, ethical fashion accessible to everyone. In her spare time, Liz can be found crocheting, reading, hiking, or hanging out with her beloved dog, Atwood. She holds a bachelor’s degree in Art History and Education from UC Riverside.