Our Story

Located in beautiful downtown Saint Michaels, Maryland, Chesapeake Bay Outfitters has been outfitting its patrons’ “Shore Style” for over thirty years. At Chesapeake Bay Outfitters, we pride ourselves in providing stylish and classic women’s and men’s clothing, footwear, and accessories, with an understated resort vibe.

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Cashmere Galore

Women's Shoes

Featured Products

• 

  CBO Exclusive Performance Maryland Flag Shorts - Grey Mist

  MSRP:

  Was:

  Now: $85.00

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• 

  U'i

  MSRP:

  Was: $90.00

  Now: $58.00

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• 

  Orange Yellow Purple Check Sportshirt

  MSRP:

  Was:

  Now: $98.00

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• 

  CBO Exclusive Crab Sock - Navy

  MSRP:

  Was:

  Now: $22.50

  Add to Cart

Women's
Tops

Men's
Shoes

Men's
Tops

Women's
Accessories

Men's
Accessories

Men's
Swimwear

Men’s Sperry Billfish – The Icon

Sturdy and rugged, this three-eye boat shoe features enhanced shock – absorbing soles the true workhorse of the fleet.

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What's New

• 

  Peony - Muscat

  MSRP:

  Was:

  Now: $164.95

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• 

  Peony - Honey

  MSRP:

  Was:

  Now: $164.95

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• 

  Oculus Loafer

  MSRP:

  Was:

  Now: $104.95

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• 

  Jude Boot

  MSRP:

  Was:

  Now: $134.00

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