Tailored Sportsman: 22 Best Sportsman-Inspired Outfits for the Modern Athlete

Looking for the perfect balance of style and performance? Our Tailored Sportsman guide helps you choose the right combination of gear, from tech-heavy running shoes to basics like athletic socks and compression garments. We've compared the top options, focusing on key features like moisture-wicking, padding, and breathable fabrics to keep you comfortable during your workouts.

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Tailored Sportsman Men's TS Breech

Crafted from a 73% cotton blend with just enough Lycra stretch for movement, these USA-made breeches offer superior comfort without sacrificing shape. The classic fit and premium construction, complete with European seams and Clarino knee patches, ensure these breeches perform as well as they look – a level of quality that speaks to Dover Saddlery's 40+ years in the equestrian game.

The Tailored Sportsman Twisted Belt

This belt elevates both equestrian wear and casual outfits with its leather construction and braided design. The simple silvertone buckle adds a touch of sophistication without overwhelming the overall look.

Tailored Sportsman Ice Fil Long Sleeve

When the days get warmer and your rides start to stretch longer, this shirt keeps you comfortable without adding extra bulk - the soft interior feels great against your skin while the mesh underarms let your sweat escape. The color stays bright and true ride after ride, and you won't have to worry about smell thanks to its built-in bacteria-fighting properties. Whether you're just starting your commute or heading out for a weekend trail ride, it's a smart choice that looks as good as it performs.

Tailored Sportsman Long Sleeve Sunshirt

This breathable long-sleeve crewneck pairs IceFil technology with mesh underarm ventilation for lasting comfort during outdoor activities. The slim-cut design features neat piping at the neckline, while the contrasting white detail adds a subtle touch of style to the navy base.

The Tailored Sportsman Hunter/Jumper Breech

These USA-made breeches combine classic equestrian style with modern comfort features. The stretch-woven fabric and four-way stretch give you full range of motion, while the zippered closure and soft-covered waistband keep things looking neat and feeling smooth. The Clarino knee patches and Euro seat design add that extra touch of polish you'd expect from premium riding wear.

Tailored Sportsman Trophy Hunter Breeches

Available in both front and side zip styles with low and mid-rise options, these tailored sportsman breeches offer plenty of customization choices for both kids and adults. The lightweight cotton fabric stretches four ways while the Clarino knee patches and European leg seams provide durability. The wide waistband and euro seat detail ensure a comfortable fit, while the Velcro leg closures let you adjust the length to perfection.

Tailored Sportsman Trophy Hunter Breech

These tailored breeches combine a modern fit with classic hunter styling. The four-way stretch fabric moves with you while maintaining a flattering shape, thanks to the euro seat design and 2-inch waistband. The mid-rise style, with its smart side zip closure, pairs well with the generous Clarino knee patches and thoughtfully placed front pockets. The USA-made breeches strike a balance between stretch and substance, making them suitable for all but the most thermally challenging show days.

Log Cabin Tack The Tailored Sportsman 24R

This sleek black hunting boot features premium leather construction with a reinforced knee patch for added durability. The tailored fit provides a classic sporty-chic appearance that's perfect for the discerning outdoorsman.

Tailored Sportsman Boot Sock Breeches

These updated breeches combine the comfort of tailored athletic wear with the practicality of outdoor clothing. The mid-rise design and smooth zipper eliminate pressure points while the elastic sock bottoms keep your legs cozy during chilly mornings afield. They're perfect for hunters who want stylish, performance-driven pants without sacrificing warmth or flexibility.

Tailored Sportsman Trophy Hunter Mid Rise Breech

These mid-rise breeches combine a flattering euro seat style with 30R construction for a comfortable fit that stays in place during rides. The high-quality four-way stretch material moves with you while retaining shape, and the 2-inch waistband prevents gapping. The front zip closure and premium Clarino knee patches offer both style and practical grip, while the modest rise and two front pockets provide a balanced modern twist on traditional hunting breeches.

The Tailored Sportsman Low-Rise Hunter/Jumper Boot Sock Breech

Crafted from premium four-way stretch material, these USA-made breeches blend modern engineering with traditional elegance. The 30R design pairs a flattering European seat with a slim 2-inch waistband that keeps you comfortable during long shows. The low-rise cut and front zip closure create a clean, contemporary silhouette that performs as well as it looks.

The Tailored Sportsman LS Sunshirt

This sunshirt combines stylish tailored elements with practical cooling technology, featuring 50+ UV protection and mesh panels for ventilation. The IceFil-Æ fabric helps keep you comfortable during warm weather activities.

The Tailored Sportsman Vintage Tan Patch Mid Rise Breech

The Tailored Sportsman brings an updated twist to their popular line with this 26L breech featuring a classic tan knee patch. The high-quality four-way stretch fabric provides excellent mobility while the USA-made Clarino knee patches offer just the right amount of grip during your ride. With its mid-rise silhouette and comfortable Euro seat, this breech combines contemporary style with traditional hunter ring craftsmanship.

Tailored Sportsman IceFil Sun Shirt

For many equestrians, this Icefil sun shirt has become a essential wardrobe piece. The lightweight design and cooling properties make it perfect for long rides in the sun. Available in a generous XL size, it's engineered to keep you comfortable during every ride.

The Tailored Sportsman Trophy Hunter Breech

If you're looking for a reliable pair of competition breeches that combine comfort and style, these Tailored Sportsman breeches are worth considering. The high-quality cotton blend stretches with your every move, while the mid-rise waistband keeps everything in place. The side zip closure and adjustable ankle straps make getting dressed a breeze, so you can focus on your riding.

Sportsman Tailored Jods

These tan-colored hunting jods offer a classic outdoor look while keeping you comfortable during long days in the field. The size 10 pair shows minimal wear, with just a small blue spot on the right thigh - perfect for the discerning hunter who wants quality gear without the premium price tag.

Dover Saddlery The Tailored Sportsman

Combining enduring quality with practical details, these American-made breeches feature a flattering mid-rise cut with a bit more coverage in the saddle. The stretchy sock-like cuffs replace traditional closures for a smoother boot interface, while Clarino knee patches and cotton-rich construction provide durability without bulk. The classic front-zip design pairs with fully covered waistband to create a refined alternative to traditional jumping breeches.

Tailored Sportsman Trophy Hunter Breech

Made for serious hunters who need both performance and style, these breeches are built to move with you while keeping you comfortable. The mid-rise design and four-way stretch fabric let you get down on the ground without any restrictions, while the knee patches and ankle closures give you the grip you need in the field. The side zip and roomy pockets are just practical touches that make these breeches a standout in the hunt.

Tailored Sportsman IceFil Short Sleeve Zip Top

Crafted from IceFil's moisture-wicking nylon-spandex blend, this lightweight short-sleeve top helps regulate your body temperature by cooling up to 5 degrees. The 1/4 zip design makes it versatile for various riding conditions, while the hyacinth color adds a touch of elegance to your wardrobe. With a generous sizing range from XXS to XL, it's designed with both comfort and style in mind.

Dover Saddlery The Tailored Sportsman Mid-Rise Breech

The vintage patch design brings a touch of retro style to these mid-rise breeches. With their four-way stretch TS fabric and flattering European seat, they offer both comfort and performance for your ride. Whether you're competing in dressage or heading out for a western lesson, these breeches combine classic appeal with practical features like front zippers and wide waistbands.

Tailored Sportsman Pants & Jumpsuits

These khaki tailored sportsman breeches are in like-new condition, offering a sleek and professional look for your outdoor pursuits. The pants combine classic tailored styling with practical sporty elements, though specific details like fit and mobility aren't mentioned in the product description.

The Tailored Sportsman | LS Sunshirt

This sun shirt combines UV protection with moisture-wickingIceFil™ technology, keeping you cool during outdoor activities. The mesh under the sleeves and 50+ SPF rating make it an effective choice for sunny days.

Buyer's Guide

Tailored sports clothing combines athletic performance with personalized style, offering both functionality and fashion. When selecting tailored sportsman attire, consider the following key factors to find pieces that enhance your fitness regimen while matching your personal taste.

Fit and Tailoring

Proper fit is crucial in sports clothing. Look for options that provide enough room for movement while maintaining a sleek silhouette. High-quality tailoring should eliminate excess fabric and ensure garments stay in place during activity. Pay attention to details like flat-sewn seams and reinforced stitching for durability.

Material Quality

Sports clothing materials should balance breathability, moisture-wicking, and durability. Common choices include polyester blends, moisture-management fabrics, and performance cottons. Higher-quality materials often feature better moisture transfer, increased elasticity, and improved color retention.

Style Versatility

Tailored sports clothing comes in various style options, from classic basics to modern athleisure pieces. Consider whether you want gender-specific designs or more unisex options. Look for versatile pieces that transition well between workout sessions and casual outings.

Complementary Accessories

Complete your tailored sportsman look with matching accessories like shoes, socks, and sport bras. Pay attention to color coordination and material compatibility. Ensure your accessories match both your clothing style and the specific demands of your sport or fitness activity.

FAQ

What exactly is a Tailored Sportsman?

Tailored Sportsman combines premium outdoor gear with high-quality tailoring, creating functional clothing that looks and feels great. Their products blend advanced fabrics, meticulous construction, and intuitive design elements to help you perform at your best while enjoying the outdoors.

The brand offers a wide range of garments including jackets, pants, base layers, and accessories, all designed to enhance your athletic performance and comfort during various outdoor activities.

What makes Tailored Sportsman different from other outdoor clothing brands?

Tailored Sportsman stands out through its focus on premium materials and expert tailoring. Unlike many outdoor brands that prioritize bulk production, Tailored Sportsman works with skilled tailors to create custom-fitting garments that maintain their performance while looking sharp off the court or field.

The brand also places a strong emphasis on feedback-driven design, regularly refining their products based on user input to ensure they meet the highest standards of comfort and functionality.

What types of activities are these clothing items suitable for?

The clothing is suitable for a variety of activities including basketball, volleyball, running, cycling, and general outdoor fitness. The versatile designs allow for active movement while maintaining proper ventilation and moisture-wicking properties.

The items are particularly noted for their performance in high-tempo sports where quick changes in direction and intense activity are common.

How do I choose the right size?

Tailored Sportsman recommends measuring yourself in your usual clothing and comparing those measurements to their sizing chart before placing an order. They offer detailed size guides for each style to help you find the best fit.

If you're between sizes or have specific fit preferences, contacting their customer service team for personalized advice can help ensure you get the right size and style.

What kind of maintenance is required?

The brand recommends washing most items inside out in a mesh bag to protect the garments during the cycle. Machine washing is suitable for most fabrics, while items like baseball caps and accessories may require special care instructions depending on the material.

Air drying is recommended to maintain the shape and performance of the garments, but many items can also be safely tumble dried on a low setting.

What's the return policy?

Tailored Sportsman allows returns within 30 days of delivery for items that aren't defective or damaged. The company covers return shipping costs for defects or wrong items sent, but customers are responsible for return shipping if it's a sizing issue or damage during transit.

Orders must include the original receipt and all packaging for full credit or exchange.

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