Accessories & Vanity Items

HUGH HEFNER WHITE CAPTAIN'S HAT First Image

#image-loader-main { display: none; }

HUGH HEFNER WHITE CAPTAIN'S HAT First Image

HUGH HEFNER WHITE CAPTAIN'S HAT

Total Sales0 Sold

Median Sale Price

Sale Price Range

Similar Upcoming Sales

NAVY USSR AND GERMAN GDR MILITARY VISOR CAPS (1 of 12)

NAVY USSR AND GERMAN GDR MILITARY VISOR CAPS

Antique Arena Inc.

Feb 14, 2026

US Army Model M1 Front Seam Combat Helmet w/Liner (1 of 5)

US Army Model M1 Front Seam Combat Helmet w/Liner

A New Day Auctions LLC

Black Chanel Camellia Faux Pearl Cocktail Hat (1 of 11)

Black Chanel Camellia Faux Pearl Cocktail Hat

Feb 15, 2026

COLLECTION OF 3: TYDOL GASOLINE SERVICE STATION ATTENDANT HATS (1 of 5)

COLLECTION OF 3: TYDOL GASOLINE SERVICE STATION ATTENDANT HATS

Dan Morphy Auctions

Feb 19, 2026

U.S. Massachusetts Military Shako Hat (1 of 3)

U.S. Massachusetts Military Shako Hat

New England Auctions - Fred Giampietro

Feb 11, 2026

GUCCI GG Canvas Sherry Line Sun Visor Black Gold 139315 Authentic (1 of 12)

GUCCI GG Canvas Sherry Line Sun Visor Black Gold 139315 Authentic

Feb 11, 2026

U.S. Civil War Cavalry Forage Cap (Kepi) with USS Crossed Sabers Insignia (1 of 10)

U.S. Civil War Cavalry Forage Cap (Kepi) with USS Crossed Sabers Insignia

Feb 18, 2026

Black Baseball Hat Featuring Gucci Interlocking G Web Motif (1 of 1)

Black Baseball Hat Featuring Gucci Interlocking G Web Motif

4 days Left

Nylon Prada Baseball Cap (1 of 7)

Nylon Prada Baseball Cap

Feb 12, 2026

Great Civil War Confederate Captain's Kepi Cap (1 of 8)

Great Civil War Confederate Captain's Kepi Cap

Donley Auctions

5 days Left

Chanel Sport Line Black Cap Hat with Logo

Feb 11, 2026

War Of 1812 Wool Fatigue Cap With Tassle (1 of 9)

War Of 1812 Wool Fatigue Cap With Tassle

Neil's Auctions

Feb 10, 2026

STETSON STRAW HAT SIZE 7 1/8 WITH LEATHER HAT BAND WITH STETSON LOGO

Premier Auctions LLC

USN US NAVY WWII SAILORS DRESS DONALD DUCK CAP (1 of 5)

USN US NAVY WWII SAILORS DRESS DONALD DUCK CAP

Beachwood Auctions LLC

Feb 21, 2026

IMPERIAL GERMAN WURTTEMBERG FIRE CHIEF HELMET. (1 of 4)

IMPERIAL GERMAN WURTTEMBERG FIRE CHIEF HELMET.

Poulin Antiques & Auctions

Feb 26, 2026

IMPERIAL RUSSIAN SOLDIERS CAP (1 of 12)

IMPERIAL RUSSIAN SOLDIERS CAP

Beachwood Auctions LLC

Feb 21, 2026

Similar Sale History

Unlock All Prices

Sold

HUGH HEFNER CHICAGO WHITE SOX 2005 CHAMPIONS JERSEY (1 of 2)

HUGH HEFNER CHICAGO WHITE SOX 2005 CHAMPIONS JERSEY A World Series Champions 2005 jersey with Hugh Hefner's name on the back. Size 44 PROVENANCE From the Collection of Hugh M. Hefner Hugh Hefner"

Sold

Hugh Hefner signed white card. Good Condition. All (1 of 1)

Hugh Hefner signed white card. Good Condition. All Hugh Hefner signed white card. Good Condition. All autographs come with a Certificate of Authenticity. We combine postage on multiple winning lots and can ship worldwide. UK postage from £4.99,

Sold

Signed Hugh Hefner Playboy Hat (1 of 4)

Signed Hugh Hefner Playboy Hat Signed Hugh Hefner Playboy Hat. Doesn't appear to have been worn. Great condition!

Sold

Vintage White Sequin Captains Hat (1 of 7)

Vintage White Sequin Captains Hat Vintage white sequin decorated captains hat. Anchor motif and button detail. Possibly silk. Measures approx. 7 inches wide. Some wear to material and blemishes observed. Includes box. Ladies hat, ladi

Sold

Vintage White Sequin Captains Hat (1 of 7)

Vintage White Sequin Captains Hat Vintage white sequin decorated captains hat. Anchor motif and button detail. Possibly silk. Measures approx. 7 inches wide. Some wear to material and blemishes observed. Includes box. Ladies hat, ladi

Sold

WWII USN Navy White Captain Visor Cap Hat (1 of 3)

WWII USN Navy White Captain Visor Cap Hat Original WWII visor cap made by The Commodore, unnamed with the sweatband missing, some deformation to the ring, and damage under the visor. Wicker lining. The white cap is soiled, but the eagle and o

Sold

HUGH HEFNER SIGNED BLACK AND WHITE PHOTOGRAPH (1 of 4)

HUGH HEFNER SIGNED BLACK AND WHITE PHOTOGRAPH Hugh Marston Hefner, born on April 9, 1926, in Chicago, Illinois, was the eldest of two sons born to Grace and Glenn Hefner, who were strict Methodists. Hefner transformed the adult entertainment indu

Sold

Lot of 4 Vintage FISHER PRICE Little People Plastic (1 of 3)

Lot of 4 Vintage FISHER PRICE Little People Plastic Lot of 4 Vintage FISHER PRICE Little People Plastic Figures P/P. Includes (blue) Blonde Mom, (green) Dad Man, (blue) Construction Worker with orange hat, and (White) Boat Captain with blue hat. Has sl

HUGH HEFNER TWO PHOTOGRAPHS (1 of 3)

HUGH HEFNER TWO PHOTOGRAPHS A pair of photographs: a color photograph of a horse race with the lead horse, #1, named Hugh Hefner; and a black and white image of Bob Ridgely, from Richard Bann, film historian and friend of Hefner

Sold

Hand-Painted Ceramic Sea Captain Figurine with bell (1 of 5)

Hand-Painted Ceramic Sea Captain Figurine with bell Whimsical ceramic figurine of a sea captain dressed in a navy-blue peacoat with gold buttons, white trousers, and a traditional captain’s hat. The figure has a cheerful expression and neatly detaile

Sold

Vintage ZEPHYR Captain’s Hat (1 of 8)

Vintage ZEPHYR Captain’s Hat A vintage captain’s hat. Fabric topper, off white hue. Visor is a black, patent leather style material. Flags accent the center. Interior tag reads Zephyr. Size sticker reads 7. Interior diameter ap

Sold

Helmut Newton, Hugh Hefner and Carrie Leigh, Beverly Hills, 1984 (1 of 1)

Helmut Newton, Hugh Hefner and Carrie Leigh, Beverly Hills, 1984 Photographer: Helmut Newton (Germany, 1920 - 2004) - best known for his erotically charged highly stylized images, Helmut Newton was one of the most influential fashion photographers of all time. Titl

Sold

Helmut Newton, Hugh Hefner and Carrie Leigh, Beverly Hills, 1984 (1 of 1)

Helmut Newton, Hugh Hefner and Carrie Leigh, Beverly Hills, 1984 Photographer: Helmut Newton (Germany, 1920 - 2004) - best known for his erotically charged highly stylized images, Helmut Newton was one of the most influential fashion photographers of all time. Titl

Sold

Helmut Newton 'Hugh Hefner's projection room, Beverly Hills' 1986 (1 of 1)

Helmut Newton 'Hugh Hefner's projection room, Beverly Hills' 1986 Photographer: Helmut Newton (Germany, 1920 - 2004) - best known for his erotically charged highly stylized images, Helmut Newton was one of the most influential fashion photographers of all time.Title

Sold

HUGH HEFNER ATMOS CLOCK (1 of 1)

HUGH HEFNER ATMOS CLOCK A brass and glass mystery clock with a white enamel face. Serial number 265231. 9 1/4 by 8 by 6 1/2 inches PROVENANCE From the Collection of Hugh M. Hefner Hugh Hefner"

Sold

HUGH HEFNER BETTIE PAGE SIGNED PHOTOGRAPH (1 of 2)

HUGH HEFNER BETTIE PAGE SIGNED PHOTOGRAPH A professional black and white photographic reproduction, signed ""Love, Bettie Page"" lower right. 15 1/2 by 13 1/2 inches, framed PROVENANCE From the Collection of Hugh M. Hefner Hugh Hefner"

Sold

Rare Iconic Vintage White Playboy Bunny Barstool Circa 1970s HUGH HEFNER PLAYBOY LOGO SWIVEL CHAIR Rare Iconic Vintage White Playboy Bunny Barstool Circa 1970s HUGH HEFNER PLAYBOY LOGO SWIVEL CHAIR ; size: 38 h . 21 seat height, 17 x 21 seat w ; The same or similar pictured in season 1, episode 2 o

Sold

Rare Iconic Vintage White Playboy Bunny Barstool Circa 1970s HUGH HEFNER PLAYBOY LOGO SWIVEL CHAIR Rare Iconic Vintage White Playboy Bunny Barstool Circa 1970s HUGH HEFNER PLAYBOY LOGO SWIVEL CHAIR ; size: 38 h . 21 seat height, 17 x 21 seat w ; The same or similar pictured in season 1, episode 2 o

Sold

HUGH HEFNER ROCOCO STYLE WALL MIRROR (1 of 1)

HUGH HEFNER ROCOCO STYLE WALL MIRROR A white painted wall mirror with a Louis XV style crest and beveled mirror glass. 46 by 31 inches PROVENANCE From the Collection of Hugh M. Hefner Hugh Hefner"

Sold

Comprehensive Thurman Munson Collection (40) (1 of 17)

Comprehensive Thurman Munson Collection (40)Includes yearbooks, programs, starting line-up cards, tickets, pin backs.; an original black and white drawing, "Hats Off to the Captain" sgd. Amore and dated .86. lso, a Thurmon Munson waffle ball, o

Sold

Cutty Sark Pitchers w/ Box + Brooks Lion Decanter (1 of 19)

Cutty Sark Pitchers w/ Box + Brooks Lion Decanter Cutty Sark Scots Whisky "Don't Give Up The Ship ceramic pitcher (cracked glaze), Cutty Sark Scotch Whisky Captain John Willis of the Cutty Sark "Old White Hat" pitcher approx. 6.5" tall & 7.5" from sp

Sold

Cap'n Cuttle D5842 - Odd Size - Royal Doulton Character (1 of 1)

Cap'n Cuttle D5842 - Odd Size - Royal Doulton Character Navy blue coat, white collar, khaki green hat, green bow tie. The wonderful characters of Dickens' novels were the inspiration for many early jug designs. Captain Edward Cuttle was an eccentric En

Sold

Cutty Sark Advertising Pitcher. Ironstone. (1 of 5)

Cutty Sark Advertising Pitcher. Ironstone.Depicts Captain John Willis of the Cutty Sark. "Old White Hat" depicted on one side. The Cutty Sark depicted on the other.Buckingham Corp. 6 1/2"H.

Sold

Cap'n Cuttle D5842 - Small - Royal Doulton Character Jug (1 of 3)

Cap'n Cuttle D5842 - Small - Royal Doulton Character Jug Blue-black coat, light blue collar; grey-green hat; white collar; red bow tie. The wonderful characters of Dickens' novels were the inspiration for many early jug designs. Captain Edward Cuttle was an

TOP