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You are the Mayor of the Annapolis you love:
Hoisting the sails of the Woodwind at sunset for another season of the Annapolis Yacht Club’s legendary Wednesday Night Races through the Chesapeake Bay, a local tradition since 1959.
Parading the narrow brick streets lined with American flags from wedding ceremonies in Church Circle to harborside receptions for toasts & crab cakes.
Posting up on the deck of Pusser’s, Painkiller in hand, watching the boats stream into Ego Alley.
Your Annapolis stories are the inspiration for Mayor’s new Annapolis Ahead button-down illustrated by local Annapolis artist Deirdre Tanton.
Constructed with remarkable craftsmanship by the choice U.S. mill for button-downs, Annapolis Ahead is comfortable, long-lasting and fits you perfectly:
Custom Mayor Clothing
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Mayor clothing is breathable, drapes softly over your body in a flattering silhouette and comfortably fits true to size.
Feel the perfect fit of Mayor’s classic clothing designs by following our simple size guides below: