Sailing Caps

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1000+ items

Live in the Calm Eye of the Storm Baseball Cap

EJVisuals

$20.15

~~$25.19~~ (20% off)

Lone Sailboat on a Calm Bay Baseball Cap

VisionaryVeils

$18.47

~~$23.09~~ (20% off)

Copenhagen Nyhavn Floral Watercolor Dad Hat

skyartdesign

$19.62

~~$23.09~~ (15% off)

ENOA – Sailing Beyond Dad Hat

ENOA007

$19.62

~~$23.09~~ (15% off)

Sailboat on Blue Sea Watercolor Painting Dad Hat

Cozyworld Studio

$21.41

~~$25.19~~ (15% off)

The Grass Is Always Seafoam Green Funny Navy Sailor Submariner Veteran Humor Dad Hat

JFCreationsAR

$20.52

~~$24.14~~ (15% off)

Port Townsend Washington Tattoo Flash Schooner Clock Tower Vintage Nautical Souvenir Baseball Cap

North Shore Prints

$20.15

~~$25.19~~ (20% off)

Merry Christmas Leopard Skin Boat – Festive Holiday Art Baseball Cap

annenambiro

$20.13

~~$25.17~~ (20% off)

Leopard Print Sailboat – Merry Christmas Nautical Design Dad Hat

annenambiro

$21.39

~~$25.17~~ (15% off)

Merry Christmas Sailboat – Red and Green Festive Design Dad Hat

annenambiro

$21.39

~~$25.17~~ (15% off)

Nantucket Compass Rose with Brant Point Lighthouse Dad Hat

oceanys

$21.02

~~$24.73~~ (15% off)

Sailing Cottage - The House That Learned to Float Baseball Cap

angnar97

$18.47

~~$23.09~~ (20% off)

Cute Kawaii Tugboat Cartoon | Colorful Little Boat Ocean Adventure Dad Hat

mumeaw

$23.19

~~$27.29~~ (15% off)

H. P. Lovecraft: Surf R’lyeh Tentacle Wave Dad Hat

Fenay Designs

$21.41

~~$25.19~~ (15% off)

Lewes Delaware Delft Tile Horseshoe Crab Tall Ship Vintage Coastal Souvenir Baseball Cap

North Shore Prints

$20.15

~~$25.19~~ (20% off)

Scene from the North Pier in San Benedetto del Tronto Dad Hat

Kristina Drozd

$19.62

~~$23.09~~ (15% off)

If You Can Read This I Have Capsized Boating Humor Watersports Kayaker Baseball Cap

PopStars1993

$22.67

~~$28.34~~ (20% off)

One Piece Landscape Baseball Cap

Schneider951

$22.84

~~$28.55~~ (20% off)

Southern Seas Analog Course Nautical Cartography Dad Hat

SplashTastic

$18.73

~~$22.04~~ (15% off)

Southern Navigators Log Maritime Technical Blueprint Baseball Cap

SplashTastic

$17.63

~~$22.04~~ (20% off)

Cute Sailor Girl in Sailboat Watercolor Dad Hat

Alaa-love-art

$20.52

~~$24.14~~ (15% off)

Thousand Sunny Anime Ship Baseball Cap

pricemichael

$21.83

~~$27.29~~ (20% off)

Magical Flying Ship Iridescent Sails Dragons Aurora Fantasy Art Baseball Cap

Virtuoussignal

$18.47

~~$23.09~~ (20% off)

Moonlit Kraken Pirate Ship Fantasy Ocean Adventure Nautical Art Baseball Cap

inkoutninja

$20.15

~~$25.19~~ (20% off)

Holiday Harbour Club Coastal Summer Christmas 2026 Graphic Dad Hat

pradeepvisuals

$23.19

~~$27.29~~ (15% off)

Smooth Sailing Retro Kraken Boat Funny Vintage Dad Hat

Baptiste66

$21.41

~~$25.19~~ (15% off)

Ghost Ship Crew Halloween Sailing Baseball Cap

SailWolf--

$18.47

~~$23.09~~ (20% off)

Sydney Opera House – Romantic Harbour Sunset Oil Painting Art Baseball Cap

DoReMiStudio

$20.15

~~$25.19~~ (20% off)

I Sail You - Sailing Pun with Carbon Sailboat Baseball Cap

SailWolf--

$18.47

~~$23.09~~ (20% off)

I Sail You - Carbon Fiber Sailing Pun Dad Hat

SailWolf--

$19.62

~~$23.09~~ (15% off)

I Sail You - Funny Sailing Pun Sailboat Dad Hat

SailWolf--

$19.62

~~$23.09~~ (15% off)

Ghost Ship Crew Halloween Sailing - Black Background Dad Hat

SailWolf--

$19.62

~~$23.09~~ (15% off)

Coastal Harbor Run - Yellow Supercar and Vintage Ships at Sunset Dad Hat

Chroma Dreams

$21.41

~~$25.19~~ (15% off)

Christopherr Cross Style Musician Dad Hat

Aco-ocA

$21.41

~~$25.19~~ (15% off)

Oh No ! .... Is It The End ? Baseball Cap

wiggyofipswich

$20.15

~~$25.19~~ (20% off)

Wing Foiling - Setting Off Dad Hat

wiggyofipswich

$21.41

~~$25.19~~ (15% off)

Christopherr Cross Singer Guitarist Live Music Dad Hat

Aco-ocA

$21.41

~~$25.19~~ (15% off)

Wing Foiling - The Start Dad Hat

wiggyofipswich

$21.41

~~$25.19~~ (15% off)

Sturgill Simpson Sailboat Baseball Cap

JazminesCantu

$20.15

~~$25.19~~ (20% off)

Christopherr Cross Sailing Wave Baseball Cap

Aco-ocA

$20.15

~~$25.19~~ (20% off)

Christopherr Cross Sailing Concert Dad Hat

Aco-ocA

$21.41

~~$25.19~~ (15% off)

Patagonian Anemometer Service Roaring Forties Wind Zone Dad Hat

SplashTastic

$18.73

~~$22.04~~ (15% off)

Marigot Bay, Saint Lucia A Blue Inlet Wrapped In Green Travel Souvenir Dad Hat

AncientClouds25

$24.98

~~$29.39~~ (15% off)

Cruise Crew Ship Vacation Summer Tropical Ocean Travel Family Squad Dad Hat

Photo-Sphere101

$21.41

~~$25.19~~ (15% off)

Countdown Is Over It's Cruise Time Vacation Ocean Ship Summer Travel Baseball Cap

Photo-Sphere101

$20.15

~~$25.19~~ (20% off)

Bayfield Wisconsin Enamel Lake Superior Harbor Town Vintage Travel Souvenir Dad Hat

North Shore Prints

$21.41

~~$25.19~~ (15% off)

TALL SHIPS Baseball Cap

michaeltodd

$23.51

~~$29.39~~ (20% off)

Halifax Citadel in Light Blue Dad Hat

LuckyPennyWeb

$19.62

~~$23.09~~ (15% off)

Halifax Citadel in Green Dad Hat

LuckyPennyWeb

$19.62

~~$23.09~~ (15% off)

Halifax Citadel in Red Baseball Cap

LuckyPennyWeb

$18.47

~~$23.09~~ (20% off)

Halifax Citadel in Navy Baseball Cap

LuckyPennyWeb

$18.47

~~$23.09~~ (20% off)

Voyage and Speed - Vintage Sailboat and Modern Supercar Adventure Dad Hat

Chroma Dreams

$21.41

~~$25.19~~ (15% off)

Funny Character Surrounded Multiple Unfinished Embroidery Baseball Cap

Aqouiatiqe

$18.47

~~$23.09~~ (20% off)

Funny Minimalist Elegant Line Art Embroidery Lover Fan Baseball Cap

Aqouiatiqe

$18.47

~~$23.09~~ (20% off)

Funny Whimsical Pile Specialized Tools Cross Stitch Lover Dad Hat

Aqouiatiqe

$19.62

~~$23.09~~ (15% off)

Funny Indepth Artistic Portrayal Peak Cross Stitch Lover Baseball Cap

Aqouiatiqe

$18.47

~~$23.09~~ (20% off)

Funny 19thcentury Naturalist Linocut Plate Cross Stitch Baseball Cap

Aqouiatiqe

$18.47

~~$23.09~~ (20% off)

Cape Cod Massachusetts Lighthouse Sunrise Baseball Cap

Esskay Designs

$21.83

~~$27.29~~ (20% off)

If You Can Read This I Have Capsized Boating Humor Sailor Kayaker Funny Dad Hat

PopStars1993

$24.08

~~$28.34~~ (15% off)

Sailing Ship Lighthouse Ocean Wave Poster Dad Hat

Matinez Pink

$19.62

~~$23.09~~ (15% off)

Vilanculos Mozambique Gateway To The Islands African Travel Destination Dad Hat

NeedForParks

$28.54

~~$33.58~~ (15% off)

Calm Waters Open Seas Dhow Sunset Design Baseball Cap

JiderichHub

$18.47

~~$23.09~~ (20% off)

Venice Yacht Club Vintage Sailing Design Baseball Cap

Asfyi

$21.83

~~$27.29~~ (20% off)

Dinghy Sailing Bow View Small Sailboat Carved Print Style Dad Hat

ThreadQuirk

$23.19

~~$27.29~~ (15% off)

Knot Your Friends Funny Nautical Rope Pun Design Dad Hat

desigertshirt4k

$21.41

~~$25.19~~ (15% off)

Vintage Lighthouse and Sailboat - Whimsical Ocean Waves and Starry Sky Baseball Cap

Chroma Dreams

$20.15

~~$25.19~~ (20% off)

Funny Comic Illustration Mishap Weaving Lover Fan Humor Dad Hat

Aqouiatiqe

$19.62

~~$23.09~~ (15% off)

Funny Bold Proud Mascot Character Weaving Lover Fan Humor Baseball Cap

Aqouiatiqe

$18.47

~~$23.09~~ (20% off)

Funny 1970s Striped Horizontal Sunset Weaving Lover Fan Baseball Cap

Aqouiatiqe

$18.47

~~$23.09~~ (20% off)

Funny Character Surrounded Multiple Unfinished Weaving Baseball Cap

Aqouiatiqe

$18.47

~~$23.09~~ (20% off)

Funny Indepth Artistic Portrayal Peak Weaving Lover Fan Baseball Cap

Felinefinesse

$20.15

~~$25.19~~ (20% off)

Funny Humorously Showcasing Daily Reality Macrame Lover Dad Hat

Felinefinesse

$21.41

~~$25.19~~ (15% off)

Funny Bold Proud Mascot Character Macrame Lover Fan Humor Dad Hat

chem3a-wst

$19.62

~~$23.09~~ (15% off)

Funny 1970s Striped Horizontal Sunset Macrame Lover Fan Baseball Cap

chem3a-wst

$18.47

~~$23.09~~ (20% off)

Funny Deadpan Humorous Portrayal Intense Macrame Lover Dad Hat

Felinefinesse

$21.41

~~$25.19~~ (15% off)

Funny Decorative Banner Flourishing Ribbons Macrame Lover Baseball Cap

chem3a-wst

$18.47

~~$23.09~~ (20% off)

Funny 19thcentury Naturalist Linocut Plate Macrame Lover Baseball Cap

chem3a-wst

$18.47

~~$23.09~~ (20% off)

Funny Vintage Craft Lineage Showing Macrame Lover Fan Dad Hat

Felinefinesse

$21.41

~~$25.19~~ (15% off)

Funny Character Surrounded Multiple Unfinished Macrame Dad Hat

Felinefinesse

$21.41

~~$25.19~~ (15% off)

Penzance Cornwall UK Sunset Sailboat – Coastal Travel Dad Hat

HYPNK

$21.41

~~$25.19~~ (15% off)

Funny Whimsical Pile Specialized Tools Macrame Lover Fan Baseball Cap

Aqouiatiqe

$18.47

~~$23.09~~ (20% off)

Funny Indepth Artistic Portrayal Peak Macrame Lover Fan Dad Hat

Aqouiatiqe

$19.62

~~$23.09~~ (15% off)

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Sailing Caps

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