The Roaring Twenties were all about style and flair, and “The Great Gatsby” captures that vibe beautifully. If you’re looking to channel Jay Gatsby’s dapper charm or the relaxed elegance of his era, this guide will give you some outfit inspiration. From tailored suits to timeless accessories, let’s explore how to embody the classic looks that defined a generation without missing a beat.
Tailored Tuxedo with Bow Tie

A tailored tuxedo is a classic choice for any formal event and perfectly captures the essence of the 1920s aesthetic seen in The Great Gatsby. This specific look features a sharp black tuxedo that exudes sophistication and style. The sleek design is complemented by a crisp white shirt and a fitting bow tie, which adds a touch of charm to the overall outfit.
The details matter when it comes to a tuxedo. Look for features like satin lapels and well-placed buttons that enhance the elegant vibe. The fitted nature of the tuxedo helps create a polished silhouette, making you feel confident and dapper. Pairing it with a pocket square can add an extra touch of flair.
This outfit is not just about looking good; it’s about embracing a lifestyle that celebrates the finer things. Whether you’re attending a wedding, gala, or themed party, a tailored tuxedo with a bow tie is a strong choice that will have you standing out for all the right reasons.
Classic Three-Piece Suit

The classic three-piece suit is a timeless choice for any gentleman looking to channel the spirit of the Roaring Twenties. This outfit consists of a tailored jacket, a waistcoat, and matching trousers, creating a polished and sophisticated look. In the image, the suit features a subtle blue plaid pattern, which adds a touch of elegance without being overly flashy. The well-fitted jacket and waistcoat emphasize the wearer’s physique while maintaining comfort. Accessories like the pocket watch and a colorful pocket square further enhance the vintage vibe. This outfit is not just about style; it reflects attention to detail and a love for classic fashion.
Sophisticated White Dinner Jacket

The white dinner jacket is a classic choice that brings a touch of elegance to any formal event. In the image, the outfit showcases a sleek, tailored fit that perfectly embodies the essence of sophisticated style.
Pairing the jacket with black trousers creates a striking contrast that is both stylish and timeless. The addition of a black bow tie and a pocket square enhances the overall look, adding subtle details that elevate the ensemble.
This outfit is ideal for events like weddings or gala dinners, where making a statement is key. Not only does it reflect a sense of class, but it also connects to the opulent vibes of the 1920s, reminiscent of characters from Gatsby’s world.
Completing the look with polished black shoes ties everything together. This combination ensures that you’ll be turning heads and feeling confident throughout the evening.
Stylish Flapper-Inspired Attire

The Great Gatsby era is all about glitz and glam, and this look perfectly captures that vibe. The outfit features a stylish vest with an intricate pattern, showcasing rich colors that evoke the Roaring Twenties. The addition of a crisp white shirt and bow tie keeps it classy while still being playful.
Accessories play a crucial role in this style. The feather detail adds a fun twist, hinting at the flapper spirit without overwhelming the look. Eyeglasses also elevate the ensemble, providing a modern touch while nodding to vintage flair.
This kind of attire is not just for themed parties but can inspire your everyday wardrobe too. Think about how you can incorporate elements like unique fabrics and playful accessories. Whether it’s a special occasion or just a night out, this look serves as a great reference for blending classic style with contemporary trends.
Dapper Waistcoat with Pocket Square

The waistcoat is a key piece for any dapper look, especially when channeling that Great Gatsby vibe. In the image, the stylish waistcoat is tailored and fits perfectly, enhancing the overall silhouette. It’s not just about the fit; the fabric adds a touch of elegance that stands out.
Paired with a crisp white shirt, the waistcoat creates a sharp contrast that is eye-catching. The addition of a bow tie completes this refined outfit, giving it that classic touch. A bow tie can elevate the entire look, making it suitable for various occasions.
Now, let’s talk about the pocket square. This small accessory can make a big difference. In this case, it’s adorned with colorful floral patterns, adding personality and charm to the ensemble. A pocket square allows for some creativity and can be changed according to mood or event.
Don’t forget about those stylish details like the clock on the collar. It’s unique elements like this that really tie the look together, showcasing personal style while still adhering to the dapper aesthetic.
Gatsby-Inspired Casual Attire

When you think of Gatsby style, you might picture grand balls and tuxedos. But there’s more to it! Casual attire inspired by the era can be just as stylish. This look blends comfort with class, making it perfect for various occasions.
In the image, we see a man lounging on an elegant sofa, dressed in a fitted suit. The soft brown color of his suit reflects the warm tones commonly seen in 1920s fashion. Pairing it with a white shirt and a patterned tie adds a touch of sophistication without feeling too formal.
His choice of brown shoes complements the outfit well. Instead of traditional dress shoes, these loafers offer a relaxed vibe while still looking sharp. This is a great way to embrace Gatsby-inspired casual attire, making it suitable for everything from casual Fridays at the office to social events.
To recreate this look, consider opting for a tailored suit in a light color. Accessorize with a stylish tie and don’t shy away from unique shoe choices. The key is to maintain that balance between relaxed comfort and sharp style, allowing you to channel your inner Gatsby effortlessly.
Vintage Newsboy Cap Ensemble

The vintage newsboy cap ensemble takes us straight back to the Roaring Twenties, a time of style and elegance. In the image, the man wears a tailored gray suit that perfectly captures the essence of the era. The suit’s subtle pattern adds a touch of sophistication, while the three-button vest underneath enhances the visual interest.
The newsboy cap itself is a key accessory, often associated with young men of the time. It not only serves as a nod to the past but also adds a laid-back vibe to the overall outfit. Paired with a patterned tie, this look is polished yet maintains an air of approachability.
Imagine walking down a bustling city street in such a getup. The combination of vintage elements and modern tailoring makes it versatile for various occasions. Whether for a themed party or just a stylish day out, this ensemble offers a chic way to embrace the spirit of Gatsby.
Chic Linen Suit for Summer Events

Nothing says summer like a chic linen suit. This light-colored ensemble is a great nod to the stylish looks from the Gatsby era, making it perfect for any summer event. The linen fabric is breathable, ensuring comfort even on the hottest days.
The suit’s light hue contrasts beautifully with the greenery around, creating a refreshing vibe. Pairing it with a light blue shirt adds a touch of elegance without being too formal, making it suitable for both outdoor weddings and casual garden parties.
A sleek brown belt and matching shoes complete the look, showing that attention to detail matters. This outfit balances smart and relaxed, capturing the essence of summer celebrations while keeping you comfortable and stylish.
Bold Striped Suit for a Statement Look

When you think of the Roaring Twenties, a bold striped suit is one of the first outfits that comes to mind. This look is all about making a statement, and a striking pinstripe suit does just that. It brings a sense of elegance and flair that perfectly captures the essence of the Great Gatsby era.
The suit featured in the image showcases sharp lines and a well-tailored fit that flatters the figure. The dark stripes contrast beautifully against a lighter background, enhancing the visual impact. The choice of a classic white shirt and a sleek tie complements the ensemble, adding a touch of refinement.
Accessorizing is key to pulling off this look. Consider adding a pocket square for a pop of color and perhaps a vintage watch to complete the vibe. As seen in the image, the polished shoes tie everything together, ensuring that you’re ready for any soirée or gathering.
This outfit is perfect for events where you want to stand out while still looking stylish and sophisticated. Whether it’s a formal gathering, a wedding, or a themed party, a bold striped suit will surely turn heads and spark conversations.
Retro Accessories to Complete the Look

When it comes to channeling that classic Great Gatsby vibe, retro accessories are key. The image showcases a selection of stylish accessories that would perfectly fit into the 1920s aesthetic.
The standout piece here is the fedora hat, which adds a touch of sophistication and elegance. It’s the kind of hat that makes a statement, elevating any outfit. Pairing it with a sharp suit will truly capture that vintage look.
Next, there are several pocket watches, each with unique designs. These timepieces not only serve a practical purpose but also act as a stylish accessory. A well-chosen pocket watch can really tie your outfit together and give you that dapper flair.
You’ll also notice cufflinks and a small chain, which are essential for adding those extra details. Cufflinks can bring a bit of shine to your dress shirt, while a chain can add some character to your pocket watch. These small items can make a big difference.
Lastly, don’t forget about the leather tag in the image. It’s a subtle yet stylish touch that reflects personal style. Mixing these retro accessories will not only complete your outfit but also make you feel like you’ve stepped right out of a classic novel.