Sailing Caps

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1000+ items

Classic Optimist Sailing Dinghy Watercolor Dad Hat

saltyhydrangea

$19.62

~~$23.09~~ (15% off)

Classic 420 Racing Dinghy Watercolor Dad Hat

saltyhydrangea

$19.62

~~$23.09~~ (15% off)

Colorful RS Feva Sailing Dinghy Watercolor Baseball Cap

saltyhydrangea

$18.47

~~$23.09~~ (20% off)

Classic Red White & Blue Sunfish Sailboat Watercolor Baseball Cap

saltyhydrangea

$18.47

~~$23.09~~ (20% off)

Vintage Sunfish Sailboat with Rainbow Sail Watercolor Baseball Cap

saltyhydrangea

$18.47

~~$23.09~~ (20% off)

Classic Laser Sailing Dinghy Watercolor Dad Hat

saltyhydrangea

$19.62

~~$23.09~~ (15% off)

Pirate Legend Under the Crimson Moon Baseball Cap

JuViRo

$18.47

~~$23.09~~ (20% off)

ANNAPOLIS Vintage Cartoon Retro Comic Baseball Cap

NFTWords

$18.47

~~$23.09~~ (20% off)

ANNAPOLIS Typography Funny Vintage Dad Hat

NFTWords

$19.62

~~$23.09~~ (15% off)

ANNAPOLIS Graffiti Retro Lettering Dad Hat

NFTWords

$19.62

~~$23.09~~ (15% off)

Billericay Town FC Logo Baseball Cap

rawerawe

$20.15

~~$25.19~~ (20% off)

Pirate Opossum Sailing Laundry Basket Meme Fan Baseball Cap

chattsuede

$23.51

~~$29.39~~ (20% off)

Cruise Squad Gothic Tarot Skeleton Vacation Crew Dad Hat

chattsuede

$24.98

~~$29.39~~ (15% off)

Gogh Sailing Sailor Sailboat Van Gogh Boating Starry Night Dad Hat

PaigeWoodShop

$24.97

~~$29.39~~ (15% off)

Sailboat Cartoon Baseball Cap

Scott Hayes

$20.99

~~$26.24~~ (20% off)

o captain my captain Dad Hat

JAKESSHOPPYY

$19.62

~~$23.09~~ (15% off)

Watcher of the Gilded Horizon Baseball Cap

ChloeDesigns401

$21.83

~~$27.29~~ (20% off)

Vintage Sailor Poster Propaganda Baseball Cap

aponwao

$19.81

~~$24.77~~ (20% off)

Into The Open Baseball Cap

ToyoJo

$18.47

~~$23.09~~ (20% off)

Lake Ontario Est 1615, Lakes Vintage 2 Baseball Cap

haloochichi

$22.16

~~$27.71~~ (20% off)

Lake Ontario Est 1615, Lakes Vintage Baseball Cap

haloochichi

$22.16

~~$27.71~~ (20% off)

Vintage Lake Ontario, Great Lakes Dad Hat

haloochichi

$23.55

~~$27.71~~ (15% off)

Porthmadog Harbour Sunrise Dad Hat

VnGphoto

$19.62

~~$23.09~~ (15% off)

Item preview, Puerto de Jávea, Spanish Mediterranean Sea fishing boats nautical painting by Joaquín Sorolla y Bastida designed and sold by Jéanpaul Ferro.

Puerto de Jávea, Spanish Mediterranean Sea fishing boats nautical painting by Joaquín Sorolla y Bastida Baseball Cap

Jéanpaul Ferro

$20.15

~~$25.19~~ (20% off)

Keep Your Eyes on the Horizon Dad Hat

ChromaArcana

$21.41

~~$25.19~~ (15% off)

Item preview, Sails at sea, Valencia nautical maritime sailing seascape painting print by Joaquín Sorolla y Bastida designed and sold by Jéanpaul Ferro.

Sails at sea, Valencia nautical maritime sailing seascape painting print by Joaquín Sorolla y Bastida Dad Hat

Jéanpaul Ferro

$21.41

~~$25.19~~ (15% off)

Skippers Famous 3 Hour Boat Tours Ltd Vintage Nautical Retro Boating | ⭐⭐⭐⭐⭐ Best Seller Baseball Cap

FlixDesigns

$27.87

~~$34.84~~ (20% off)

Born to Sails Baseball Cap

Mattigiov

$18.47

~~$23.09~~ (20% off)

Japanese Black Cat Biting Shark Graphic Tees Men Women Baseball Cap

Krwasatoune

$18.47

~~$23.09~~ (20% off)

Straw Hat Pirate Crew Legend - Adventure Awaits | ⭐⭐⭐⭐⭐ Best Seller Dad Hat

arshdhaliwal1

$29.62

~~$34.84~~ (15% off)

Yacht Life Aesthetic Baseball Cap

Mattigiov

$18.47

~~$23.09~~ (20% off)

Retro Enkhuizen Bauhaus Geometric Skyline Baseball Cap

k3rstman1

$20.15

~~$25.19~~ (20% off)

Pirate Snoopy And Woodstock Adventure Dad Hat

print lovers

$21.41

~~$25.19~~ (15% off)

Ha Long Bay National Park Scenic Wilderness Vietnam Travel Destination Dad Hat

Simsimah26Parks

$30.33

~~$35.68~~ (15% off)

King of the Ocean Vintage Nautical Dad Hat

KawaiiPixelClub

$24.08

~~$28.34~~ (15% off)

Space the final frontier these are the voyages of the first balloon spacecraft. Baseball Cap

Jonsmartdesigns

$18.47

~~$23.09~~ (20% off)

Sailboat on The Sea Dad Hat

PopPucks

$28.54

~~$33.58~~ (15% off)

Forge Your Destiny Cosmic Ship - Mystical Fantasy Ocean Dad Hat

rich-moda

$19.62

~~$23.09~~ (15% off)

Vintage Sailing Ship on the Ocean Dad Hat

NorthPeak Studio

$19.62

~~$23.09~~ (15% off)

The Journey of the Wanderer with the Moon Growing to Fullness Dad Hat

Marzena Salwowska

$21.41

~~$25.19~~ (15% off)

Nautical Christmas Baseball Cap

CampAndCoast

$18.47

~~$23.09~~ (20% off)

Peace & Love Save the World Dad Hat

Andrea Matarazzo

$19.62

~~$23.09~~ (15% off)

Martha's Vineyard Sailboat Sunset, Dad Hat

Travelpeak

$21.41

~~$25.19~~ (15% off)

Old Boat Baseball Cap

Carol-arts-

$18.47

~~$23.09~~ (20% off)

Maritime Aviation Squadron Navy Ship and Air Patrol Emblem Baseball Cap

otaku.edwardj

$20.15

~~$25.19~~ (20% off)

Sailor Shirt Ocean Guardians Squadron Vintage Ship Art Dad Hat

otaku.edwardj

$21.41

~~$25.19~~ (15% off)

Chasing Sunsets Est 2026 - Vintage Sailboat Ocean Graphic Dad Hat

Frafri92

$21.41

~~$25.19~~ (15% off)

Escape to Lake Ontario – Vintage Sailboat & Lighthouse Sunset Baseball Cap

BumbleBloom7

$18.47

~~$23.09~~ (20% off)

Lake Ontario Great Lakes Canadian Lighthouse Sailing Vacation Memories Dad Hat

HumansStuck12

$26.76

~~$31.49~~ (15% off)

Nautical Adventure Ship Mast Frame Baseball Cap

LYNNEWOLINSKY

$20.15

~~$25.19~~ (20% off)

Licensed Sailor Boat Hair Look Fabulous Nautical Graphic Baseball Cap

seteraccrapie

$20.15

~~$25.19~~ (20% off)

Knots Scaring Me Funny Rope Knot Pun Baseball Cap

mykingpndopazo

$20.15

~~$25.19~~ (20% off)

Dalmatian Paper Sailor Baseball Cap

PictoVibe

$20.15

~~$25.19~~ (20% off)

Blackbeard the Legendary Pirate Captain Portrait Baseball Cap

Owcomm

$20.15

~~$25.19~~ (20% off)

Ferdinand Magellan Explorer Portrait Compass Art Baseball Cap

Owcomm

$20.15

~~$25.19~~ (20% off)

MSC Cruises Nautical Compass Logo Dad Hat

yawewqr

$21.41

~~$25.19~~ (15% off)

Wooden Sailboats at Sunrise – Hyper‑Digital Ocean Cartoon Art Baseball Cap

The Art Queen Of Michigan

$25.19

~~$31.49~~ (20% off)

Sail Away With Me Retro Boat Pop Art Illustration Baseball Cap

NourArtCorner

$18.47

~~$23.09~~ (20% off)

Kalimoo – Beyond The Horizon Baseball Cap

KALIMOOO

$18.47

~~$23.09~~ (20% off)

Lake Ontario Vintage Nautical Anchor Great Lakes Baseball Cap

SamWoodrt

$20.15

~~$25.19~~ (20% off)

Lake Ontario Forever Est 1867 Sailboat Sunset Canada Maple Leaf Baseball Cap

haitrieuic96

$20.15

~~$25.19~~ (20% off)

Vintage Nassau Bahamas Tropical Coastal Sunset Travel Badge Baseball Cap

LittleArij

$19.31

~~$24.14~~ (20% off)

Berlingot sail Baseball Cap

ART22

$25.19

~~$31.49~~ (20% off)

Gocek Turkey Vintage Travel Badge – Turkish Riviera Sailing Souvenir Baseball Cap

DreamPaw Studio

$18.47

~~$23.09~~ (20% off)

The sailing ship glides smoothly across the mirror-like water. Baseball Cap

Sigtrix

$18.47

~~$23.09~~ (20% off)

Lake Ontario Social Club Est 1615 Vintage Nautical Anchor Baseball Cap

BumbleBloom7

$18.47

~~$23.09~~ (20% off)

Go Sailing Ignore Problems Sailboat Nautical Retro Art Baseball Cap

buliktikiniry

$20.15

~~$25.19~~ (20% off)

Funny Sailing License Boat Wind Adjustment Quote Gift Dad Hat

tomsonlxozaeta

$21.41

~~$25.19~~ (15% off)

I'd Rather Be Sailing The Seven Seas Sailor Boating Nautical Marine Dad Hat

JonesFlora2025

$26.76

~~$31.49~~ (15% off)

Lake Ontario Great Lakes Vintage Sailing Vacation T-Shirt Baseball Cap

MJLdesigns

$18.47

~~$23.09~~ (20% off)

Gogh Sailing Sailor Sailboat Van Gogh Boating Starry Night Dad Hat

Juansustait

$24.08

~~$28.34~~ (15% off)

Gogh Sailing Sailor Sailboat Van Gogh Boating Starry Night Baseball Cap

MatherFisher

$22.67

~~$28.34~~ (20% off)

Gogh Sailing Sailor Sailboat Van Gogh Boating Starry Night Baseball Cap

ArtByimamS

$22.67

~~$28.34~~ (20% off)

Gogh Sailing Sailor Sailboat Van Gogh Boating Starry Night Dad Hat

leevekaArt

$24.08

~~$28.34~~ (15% off)

sailing by moonlight by charlotte VanRoss Dad Hat

Charlotte VanRoss fine art

$22.30

~~$26.24~~ (15% off)

Angra Dos Reis Brazil Vintage Travel Tourism Baseball Cap

TravelersGems

$21.83

~~$27.29~~ (20% off)

Aegean Sea Coastal Town Boho Woman Art Baseball Cap

AfresStudio

$18.47

~~$23.09~~ (20% off)

Rejecting Kings Since 1776 – Patriotic American Sailing Ship Baseball Cap

WILLIAMS-BR

$18.47

~~$23.09~~ (20% off)

Rejecting Kings Since 1776 – Patriotic American Sailing Ship Dad Hat

WILLIAMS-BR

$19.62

~~$23.09~~ (15% off)

Maryland Black Eyed Susans Chesapeake Sunset Baseball Cap

Whimspired By Paxx

$20.15

~~$25.19~~ (20% off)

Lake Ontario Scenic Lighthouse And Sailboat Vintage Graphic Dad Hat

DYALEEZ-XCR

$21.23

~~$24.98~~ (15% off)

Lake Ontario Lighthouse Nature Scene Est 1656 Vintage Baseball Cap

DYALEEZ-XCR

$19.98

~~$24.98~~ (20% off)

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Sailing Caps

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