From refined eight-panel caps that evoke the ambiance of a smoky jazz bar in New York's Lower East Side to baseball caps and Stetson’s relaxed trucker caps, explore our collection of headwear.
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Vendor:Jay Boy
Aubergine Snap–Brim Bucket Hat: Ripstop Edition
Regular price £70.83 GBPRegular priceUnit price per -
Vendor:Jay Boy
Grey Snap–Brim Bucket Hat: Ripstop Edition
Regular price £70.83 GBPRegular priceUnit price per -
Vendor:Jay Boy
Khaki Snap–Brim Bucket Hat: Ripstop Edition
Regular price £70.83 GBPRegular priceUnit price per -
Vendor:Jay Boy
Olive Snap–Brim Bucket Hat: Ripstop Edition
Regular price £70.83 GBPRegular priceUnit price per -
Vendor:Jay Boy
Navy Snap–Brim Bucket Hat: Ripstop Edition
Regular price £70.83 GBPRegular priceUnit price per -
Vendor:Jay Boy
Black Snap–Brim Bucket Hat: Ripstop Edition
Regular price £70.83 GBPRegular priceUnit price per -
Vendor:Jay Boy
White Snap–Brim Bucket Hat: Ripstop Edition
Regular price £70.83 GBPRegular priceUnit price per -
SaleVendor:FailsworthGrey Melton Wool Cap
Regular price £20.83 GBPRegular priceUnit price per£29.17 GBPSale price £20.83 GBPSale -
Sold outVendor:FailsworthHarbour Harris Tweed Cap
Regular price £29.17 GBPRegular priceUnit price per£41.67 GBPSale price £29.17 GBPSold out -
Vendor:Failsworth
Midnight Blue Harris Tweed Cap
Regular price £29.17 GBPRegular priceUnit price per£41.67 GBPSale price £29.17 GBPSale -
Vendor:Stetson
Grey Wool Pork Pie Hat
Regular price £62.50 GBPRegular priceUnit price per£100.00 GBPSale price £62.50 GBPSale -
Vendor:Stetson
Dark Houndstooth Check Summer Cap
Regular price £62.50 GBPRegular priceUnit price per£125.00 GBPSale price £62.50 GBPSale -
Vendor:Stetson
Light Houndstooth Check Summer Cap
Regular price £62.50 GBPRegular priceUnit price per£125.00 GBPSale price £62.50 GBPSale -
Sold outVendor:John SimonsThe Squire Shop Ecru Cap
Regular price £32.50 GBPRegular priceUnit price per -
Vendor:John Simons
The Squire Shop Navy Cap
Regular price £32.50 GBPRegular priceUnit price per -
Vendor:John Simons
The Ivy Shop Green Cap
Regular price £32.50 GBPRegular priceUnit price per -
Vendor:John Simons
The Ivy Shop Navy Cap
Regular price £32.50 GBPRegular priceUnit price per -
Vendor:John Simons
The Ivy Shop Ecru Cap
Regular price £32.50 GBPRegular priceUnit price per -
Vendor:John Simons
Ivy the Elephant Ecru Cap
Regular price £32.50 GBPRegular priceUnit price per -
Vendor:John Simons
Ivy the Elephant Green Cap
Regular price £32.50 GBPRegular priceUnit price per -
Vendor:John Simons
Ivy the Elephant Navy Cap
Regular price £32.50 GBPRegular priceUnit price per -
Vendor:John Simons
J. Simons Navy Cap
Regular price £32.50 GBPRegular priceUnit price per -
Sold outVendor:John SimonsJ. Simons Green Cap
Regular price £32.50 GBPRegular priceUnit price per -
Vendor:John Simons
J. Simons Ecru Cap
Regular price £32.50 GBPRegular priceUnit price per
VINTAGE COLLECTION
Selected vintage, deadstock and one-off pieces curated through the discerning eye of John Simons. From classic Ivy League pieces of yesteryear to exquisite British tailoring, shop our one-off items and stand out from the crowd.
Journal
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John Simons/Since 1955 Book Signing and Launch ...
Bebop meets books. What a fantastic night at 46 Chiltern Street. A big thank you to everyone who joined us for our signing event on 6th November 2025. It was...
John Simons/Since 1955 Book Signing and Launch ...
Bebop meets books. What a fantastic night at 46 Chiltern Street. A big thank you to everyone who joined us for our signing event on 6th November 2025. It was...
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Customer Spotlight: Adam Soffe
In this Customer Spotlight, we introduce Adam Soffe. Based in London, his life revolves around music, family, sport and style. He’s a father of two young boys and, by day,...
Customer Spotlight: Adam Soffe
In this Customer Spotlight, we introduce Adam Soffe. Based in London, his life revolves around music, family, sport and style. He’s a father of two young boys and, by day,...
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Customer Spotlight: Shirley Au
After years in the fast-paced agency world, Shirley finds it rewarding to be part of a business where craftmanship, quality, and sustainability set the pace. We spoke with Shirley to...
Customer Spotlight: Shirley Au
After years in the fast-paced agency world, Shirley finds it rewarding to be part of a business where craftmanship, quality, and sustainability set the pace. We spoke with Shirley to...
