By Susan Moynihan
Here are a bevy of options whether you’re looking to wear your heart on your (shirt) sleeve, need the perfect shell for your crew, or want to support local designers who make our region special.
Chesapeake Dress, $109
Southwind Apparel (Stevensville, Md.)
Comfortable? Check. Machine washable? Check. Moisture-wicking fabric with SPF 50 protection? Check. This Kent island designer has won a loyal following up and down the East Coast, with flattering dresses and tops available in myriad patterns and prints, all made in the U.S. southwindapparel.com
Double eyeglass case, $48
HOBO (Annapolis, Md.)
Talk about smart: This cute case holds sunglasses on one side, and eyeglasses on the other. It’s part of HOBO’s Go collection of mix-and-match accessories of glasses cases, mini-pouches, and wallets. They clip on and off, making them easy to move to bag from bag
for different occasions. hobobags.com
Don’t Worry, Bay Happy tee, $36
The Chesapeake Collection (Cockeysville, Md.)
It’s hard not to bay happy when you know that this apparel company works with the Oyster Recovery Project to restore 100 oysters to the Bay for every item sold. Available in six colors. chesapeakecollection.com
Leather loafer, $395
Tangier (Richmond, Va.)
Richmond menswear company Ledbury has a national reputation for its bespoke, European-style method of shirtmaking and tailoring. The company brings the same attention to detail to its shoe line, Tangier. The classic Kudu loafer is designed in Virginia, handmade in Italy, and the look and feel only improve as it ages.
ledbury.com
Captain’s shirt, $49.95
Brackish Life (St. Michaels, Md.)
From charter captains to day trippers, this comfy, long-sleeved shirt has you covered with oversized pockets, loop-button sleeves, and best of all, SPF 40+ sun protection. brackish.life
Floating boat shoe, $44.95
Sperry
The classic Sperry Topsider is even better, with “portholes” that drain water, non-marking outsoles that won’t mar your deck, and comfy EVA material so light it floats, making for an easy rescue if one goes overboard. sperry.com
Beer and crab shorts, $89
Chesapeake Bay Outfitters (St. Michaels, Md.)
Celebrating a perfect pairing around the Bay, these lined, quick-dry shorts are by Castaway exclusively for CBO, and designed to go from boat to bar. Because summer will be here again before we know it. cbostyle.com
Weekend duffle, $158
Hamilton Perkins (Norfolk, Va.)
This Virginia designer has been featured in Forbes, Fast Company, and The Washington Post for his sturdy, water-resistant bags, made from recycled materials including plastic water bottles, billboard vinyl, and leaf fiber. The Earth Bag Premium here works as a duffle, crossbody, or backpack. hamiltonperkins.com
CuffLinks, $29.99
Route One Apparel (College Park, Md.)
Show some pride on your sleeve with these cheeky enamel cufflinks, featuring the iconic Old Bay packaging. Route One Apparel has everything you ever wanted related to Maryland, emblazoned on T-shirts, dog collars, belts, enamelware—you name it. routeoneapparel.com
Bayview cuff bracelet, $230
Dune Jewelry
This Maine-based jewelry company incorporates ethically sourced sand and natural elements from around the world into every piece. You can choose the design and minerals (this cuff features Chesapeake Bay sand) or create a custom piece that incorporates your own sand, soil, or stones from your favorite place. dunejewelry.com
Wristlet clutch, $80
Awl Snap Leather Goods Co. (Richmond, Va.)
Sleek and simple, this handy zip-pouch bag is made from buttery soft leather sourced from ethical U.S.-based tanneries, and features an interior pocket for cards and cash. Carry it on its own by the wrist strap, or toss it in a larger tote. awlsnap.com
Canvas pants, $99
LIVSN
Outside Magazine sings the praises of these versatile pants, designed to stand up to the outdoors with features like reinforced construction, zippered security pockets, articulated knees, and built-in ventilation, but good-looking enough you can pair them with a collared shirt or jacket for a night out. Or as a colleague said, “They’re like Carhartts that don’t look like Carhartts.” livsndesigns.com
Performance base crew, $60
Helly Hansen
Looking for all-weather clothing that stands up to any conditions on land or at sea? This LIFT Active performance base crew offers lightweight warmth, moisture management, and all-day comfort, with sharp styling you won’t want to cover up. Available in mens and womens sizes. hellyhansen.com
Beach bag, $165
727 Sailbags (Annapolis, Md.)
This cheery beach tote is made in France from recycled genoa sails. A perforated bottom releases sand so you don’t track it into the boat, car, or house. 727sailbags.us
Follow Your Compass hoodie, $39
The Happy Skipper (Exmore, Pa.)
Sage advice in a cozy, unisex hoodie from this Pennsylvania company launched in 2020. This design and others are available in everything from tees to beach bags and throw pillows. thehappyskipper.com
