Preppy 4th of July Clothing Guide For Men

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With the 4th of July around the corner, it's smart to begin to incorporating patriotic shirts and designs of the American flag into your everyday outfits. Whether you're leading your town's (virtual) 4th of July Parade or hanging out watching fireworks, I've listed some Uncle Sam approved preppy attire for men of all ages to wear during Independence Day weekend and all year round.

Blazer and Bow Tie

Preppy Blazer and Bow Tie

This Patriotic Spinnaker Blazer in Atlantic embroidered with Red & White Stars by Castaway Clothing will show off your confidence and patriotism all in one with an inner pocket to hold a cigar or cell phone. 

If I had to guess, you already own a red, white and blue bow tie, but nothing is stopping you from owning this Independence Beau Bow Tie by Starboard Clothing Co.!

Dress Shirts 

Preppy Dress Shirts

The Hawthorne Red Spread Collar Gingham Dress Shirt and "Hatteras" Checkered Dress Shirt from Mizzen + Main are the perfect dress shirts to stay stylish and active, made of moisture-wicking, breathable fabric.

The Vineyard Vines Tangelo Performance Slim Tucker Shirt is for the guy that loves the feel of a lightweight and breathable shirt to stay dry, cool, and on with the day.

The one-of-a-kind Cobalt Blue Classic Gingham Sport Shirt by Southern Tide is a wardrobe staple made with comfortable stretch fabric. 

T-Shirts 

Preppy Patriotic T-Shirts

You're not the only one with American Pride! Join our mascot, Longshanks the Fox, in celebrating America with this fabulous Tee Shirt. Also available in Blue. The graphic flag may be faded, but our American pride sure is not!  

Vineyard Vines whale + American Flag + C.C.Prep = Most perfect Tee to own. This shirt goes swimmingly well with any shorts or a nice pair of jeans! 

The Star-Spangled T-shirt by Guy Harvey is the perfect casual patriotic shirt to add to your wardrobe. Even Uncle Sam will be jealous. 

Just like stripes, ducks are way preppy, and patriotic ducks are even preppier. The Authentic Tee is Southern Marsh's most popular shirt, featuring their mallard logo on the back and front pocket.

This True Red Freedom Rocks T-Shirt in by Southern Tide features guitars, fireworks, and fishing. If you’re a fan of rock music, fishing, or America— you're going to need this shirt in your closet asap!

Tank Tops and Polos 

Preppy Tops

Why stop at just flying the American Flag, when you can wear it? Get sun on your arms with these fun American Flag Tank Tops from Rowdy Gentleman that'll definitely get your patriotism across. 

What's more American than a polo shirt? The State Traditions Polo shirt embroidered with the outline of America, filled with the American flag pattern. If you want to show max American pride, it's either this or a full American flag face tattoo.

This versatile Sutton Shirt by Holderness & Bourne provides UPF 50+ sun protection, making it perfect for the golf course. The sewn-in collar stay provides lasting collar crispness and durability.  

Long Sleeves

Preppy Patriotic Long Sleeves

Our majestic fox, Longshanks, is well known for his patriotism. If there was ever a doubt, this fabulous red Patriotic Longshanks Long Sleeve Shirt and the Stars and Stripes Long Sleeve Shirt proves he loves America as much as our founding fathers. 

The Original Party Animal, featured on this white Party Animal Long Sleeve Shirt by Southern Proper, may be the start of a new political party… or just the continuation of the best one. 

The Jeep Back C.C. Prep Long Sleeve Shirt in White Cap by Vineyard Vines is soft and perfect for cool summer nights or fall days! Or show your patriotism and wave the flag in this comfy Vineyard Vines Custom USA Flag Long Sleeve Shirt

Swim Trunks

Preppy American Flag Swim Trunks

You can sport your favorite colors while belly-flopping into a sea of freedom in these red Show Your Stripes Swim Trunks by Southern Tide. Tonal stripes will appear when these trunks get wet. 

For a more classic look, the Old Glory Skim Trunks by Southern Proper is the perfect patriotic swimming short to shows your love for the USA!

You'll look great wearing the functional and stylish Red Stars Swim Trunk by Southern Tide as stand-alone shorts or as a swimsuit. They are made with comfortable, quick-drying fabric with a little stretch. 

Dress Pants 

Preppy Dress Pants

You can never go wrong with the classic and comfortable Derby Blue Seersucker Pants, crafted exclusively for Country Club Prep by the wonderful people at Berle Manufacturing Company. 

The liberty Stretch Twill Harbor Pants With Embroidered Hangover Special by Castaway Clothing is the perfect combination of cotton and stretches to give you all-day comfort while still keeping the polished preppy look. 

Relive the glory days in college with the "College" Embroidered Stretch Twill Harbor Pant by Castaway Clothing! These fun collegiate pants are ready to show your love for the best 4+ years of your life. 

Whether you're playing the back nine at your favorite golf course or just tossing back a few beverages at the country club, the lobster reef Stretch Breaker Pants by Vineyard Vines will become your go-to pants on hot summer days.

Shorts 

Preppy Shorts

Cool down your summer days with these Red Seersucker Shorts by Country Club Prep, with paisley styled detail inside the waistband. It pays to look good.

If your Summer arsenal does not contain a pair of Nantucket Navy American Flag Ackformance Shorts by Castaway Clothing, I'm afraid you aren't living your best life. 

These limited edition, 100% cotton Mariner Shorts Embroidered with American Burgee in Red Dawn by Castaway Clothing is perfect for summer days spent out on the boat or summer nights spent sipping on something sweet — only available at Country Club Prep.

Footwear

Preppy Footwear

Pair these timeless Plaid Boat Shoes with your favorite chinos and a classic button-down. They’re a fun new twist on classic Sperrys and will go well with a wide variety of pieces in your closet. 

Every gentleman needs a pair of driver shoes. The Navy Suede Verona Driver Shoes by Country Club Prep is made from high-quality materials, featuring a stylish look with leather features to make any outfit go from basic to top-notch. 

Dubarry's Pacific’s blue Deck Shoe is a lightweight, handsewn boat shoe that is built for performance. These flexible boat shoes are ideal for nautical adventures and will look great with any outfit with a captain's hat. 

The Sullivan Sandal from Jack Rogers will be your everyday sandal, even if you don't wear sandals often. From the beach to the club and back again, these sandals look great in any setting. 

Belts

Preppy Belts

Longshanks the Fox is back in a repeating pattern, bordering the American Flag on a Leather Tabbed Ribbon BeltNothing says 'Merica like an American flag belt!  

What's better than one American flag? Multiple American flags. You'll feel like you are wearing a piece of American history with this Progression of Freedom Belt by Over Under, as it features the evolution of the American flag throughout the decades of our great country.

Uncle Sam wants YOU to wear this American Flag Stripe Needlepoint Belt from Smathers & Branson. It's equally a piece of art and a belt, rendered in hand-stitched needlepoint using the highest quality materials from all around the world. 

Fly your favorite colors every day with pride and celebrate America with this fine looking American Traditional Leather Tab Belt in navy ribbon with white canvas backing from our friends at State Traditions.  

P.s. Be sure to order your belt 2 inches larger than your pant waist size. If you are between sizes, order up to the next largest size.

Watches

Patriotic Watches

What time is it, you ask? It's a quarter past freedom o'clock, brother. It's not enough to have American flag shirts, shorts, and belts— go big or go home with the American Flag Needlepoint Watch by Smathers & Branson. 

Keil James Patrick created the unisex, water-resistant East Coast Adventures Watch (40MM), featuring industry-leading gold plating and the latest cutting edge Japanese quartz movement inspired by his days sailing off the New England coast.

In need of a new preppy watch? Love the color red? This Multi-Stripe Needlepoint Watch by Smathers & Branson is perfect for the 4th of July when paired with boat shoes, a navy blue polo, and an ice-cold brew in hand. 

Cufflinks

American Flag Cufflinks

Every man – young or old – needs a great pair of cufflinks as a part of their wardrobe. Not only is the design of this American Flag Cufflink by Smathers & Branson patriotic, but the needlepoint intricacies allow for a design that will last for years, blending well with whatever you decide to wear.

Breakaway from the standard, boring metal cufflinks and celebrate America with a pair of Old Glory American Flag Needlepoint Cufflinks or the Stars and Stripes Needlepoint Cufflinks by Smathers & Branson. 

No matter the occasion, always look your sharpest with these silver-plated Striped Anchor Needlepoint Cufflinks by Smathers & Branson. The hand-stitching is attractive and unique, injecting life into formal attire. 

Hats 

Preppy Hats

This Patriotic USA Needlepoint Rope Snapback Hat in Navy and White by Smathers and Branson is totally fine with leaving your head every time you proudly say the pledge of allegiance or tear up during the national anthem.

You won't leave the house without the Red America Traditional Hat or Charcoal America Traditional Hat by State Traditions, perfect for everyday activities

The casual and classic navy/white American Flag Rope Snapback Needlepoint Hat by Smathers and Branson is ready to be worn for just about any occasion this summer to show how proud you are to be an American. 

The Party Performance Hat in White by Imperial Headwear is embroidered with the preppy drinking game beer pong, going amazingly with any preppy college outfit. 

Brought to you courtesy of the American Flag and a love for dogs, is this comfortable and stylish American Hound Hat in Lake Blue by Southern Fried Cotton. 

Pocket Square, Dog Collar, Flask, & Boxers

Preppy Accessories

Crafted from 100% brushed cotton houndstooth fabric, this North Carolina-made Red Foxhound Pocket Square by High Cotton is the perfect subtle, handsome look for any outfit. 

Even man's best friend has to go out in style this summer with the Smathers and Branson's American Flag Needlepoint Dog Collar! Your dog will be wagging for days when they get to wear their new patriotic collar.

Private Holdings has done the impossible with their Red Rainmaker Gingham Boxers, providing the classic styling of boxers and the comfort and support of briefs. 

Support love, peace signs, and America with this rust-proof, hand-stitched Patriotic Peace Needlepoint Flask by Smathers & Branson from Parlour. 

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