Gift Guide

Father's Day Gifts For the Fashionable Dad

If your dad is the fashionable type, the kind of person who cares about their entire outfit, then we've got the round-up for you.

By Elizabeth Djinis May 24, 2022

The products listed here were selected by a member of the editorial staff. Should you choose to purchase a product through a link on this page, we may receive an affiliate commission.

When it comes to gifts, it is a truth universally acknowledged that fathers can be the hardest people to please. Finding what will bring them joy is often a mystery. But if your dad is the fashionable type—the kind of person who cares about their clothes or even their entire outfit—then we've got the round-up for you.

Cloudmonster sneakers from Fleet Feet

Cloudmonster sneakers from Fleet Feet.

Image: fleetfeet.com

On Cloudmonster Sneakers, Fleet Feet Local

$170

711 S. Osprey Ave., #1, Sarasota, (941) 894-3338

If you've gone for a jog or walked in a park recently, then you've probably seen someone sporting these trendy sneakers from On shoes. But this pair, named the On Cloudmonster, are about as comfortable as they come. The eclectic design comes in white or purple and the springy bottoms allow your feet to bounce back each time they hit the road. These stylish kicks are meant for running or exercise but, of course, are just as versatile off the mat.

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Big Game Woven Performance Fishing Shirt

Big Game Woven Performance Fishing Shirt.

Image: saltlife.com

Big Game Performance Fishing Shirt, Salt Life Local

$66

16 S. Boulevard of the Presidents, Sarasota, (941) 867-4031

If your dad is more of the outdoorsy type, a guy who wants a simple button-down shirt with a laid-back design and a breezy material, the new Sarasota outpost of Salt Life is your best best. This Big Game performance fishing shirt comes in a low-key light blue plaid and offers built in UPF 30 protection. The wicking fabric makes the shirt the perfect match for a hot day.

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Classic Ray-Bans

Classic Ray-Bans.

Round Metal Ray-Ban Sunglasses, Sunglass Hut Local

$163

140 University Town Center Drive, Suit 130, Sarasota, (941) 702-9929

Every fashionable Florida-dwelling guy needs a stylish pair of sunglasses. These classic Ray-Bans from Sunglass hut fulfill that category. Not only are they an online top seller, but their gold metal frame and green lens color make them an ultra-trendy combination. Your dad won't want to take them off.

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Reiss' Ruban Button-Front Linen Shirt

Reiss' Ruban Button-Front Linen Shirt.

Ruban Button-Front Linen Shirt, Saks Fifth Avenue

$160

120 University Town Center Drive, Sarasota, (941) 364-5300

Most Sarasota dads have somewhere to be, whether that's the office, a black-tie gala or both. This Reiss button-down white linen shirt, sold at Saks Fifth Avenue, is the perfect classic and well-tailored shift to gift your dad. The relaxed fit and light fabric make for a stylish and versatile silhouette.

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IslandZone Performance Plaid Pants

IslandZone Performance Plaid Pants.

IslandZone Plaid Pants, Tommy Bahama Local

$128

These pants from classic store Tommy Bahama are not for the faint of heart. With their subtly flashy plaid pattern in their tan or deep blue shade, they are certainly pants that will make your dad stand out. What's great about them is how situation-flexible they are—they'll work for the office, dinner or the bar.

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Tweeds custom suit

Tweeds custom suit.

Custom Suit, Tweeds Suit Shop Local

$1,299

3501 S. Tamiami Trail, Sarasota, (941) 343-7606

If you really want to spoil Dad (and have the funds to do it), a custom suit from Sarasota-based Tweeds Custom Suit Shop is the way to go. Custom suits from core collection start at around $1,299, but it's a gift your dad will never forget.

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