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Sailing Regatta Caps
1000+ items
Hats
Filters (2)
1000+ items
Newest
Oyster Harbor Yacht Club Dad Hat
VINTAGE BY LAMBERTINY
$20.52
$24.14
(15% off)
Oyster Harbor Yacht Club Baseball Cap
VINTAGE BY LAMBERTINY
$19.31
$24.14
(20% off)
Washington DC Sunset Sail – Monument Mast & Flag Dad Hat
Fenay Designs
$21.41
$25.19
(15% off)
Powered by Wind and Questionable Decisions Sunfish Sailboat Baseball Cap
francous03
$23.17
$28.97
(20% off)
Regatta Time in The Bahamas Baseball Cap
Jwesty Designs
$18.47
$23.09
(20% off)
Eat Sleep Sail Repeat Sailor Boating Enthusiast Baseball Cap
HumansStuck12
$25.19
$31.49
(20% off)
High-Performance Regatta Teamwork | Corporate Team Building and Strategic Yacht Racing Dad Hat
Creative-RE
$21.41
$25.19
(15% off)
Elite Yacht Navigation Training | Strategic Marine Leadership and High-Tech Sailing Masterclass Baseball Cap
Creative-RE
$20.15
$25.19
(20% off)
Yacht Season Nautical Summer Sailing Boating Vibe Dad Hat
JackCurtis1991
$21.41
$25.19
(15% off)
Sailing Because Murder Is Wrong Funny Sailor Dad Hat
StrideSuccess
$21.23
$24.98
(15% off)
Sailing Season Retro Varsity Typography Navy Blue Regatta Baseball Cap
JackCurtis1991
$20.15
$25.19
(20% off)
Into The Wind Sailing Club Design Dad Hat
MWSailingClub
$20.52
$24.14
(15% off)
Classic Yacht Regatta T-Shirt Baseball Cap
Matinez Pink
$18.47
$23.09
(20% off)
High Seas Regatta Baseball Cap
Finding Fortuity
$20.15
$25.19
(20% off)
ILCA7 Masters Laser Sailboat Silhouette - Competitive Dinghy Racing Logo Art Dad Hat
Boat Park Supply
$21.41
$25.19
(15% off)
Laser Sailing Dinghy Single-Handed Racing Sailor Sticker Baseball Cap
Boat Park Supply
$20.15
$25.19
(20% off)
Race Trim Win Sailing Boat Design – Fast Yacht Racing Graphic for Sailors & Regatta Fans Dad Hat
MWSailingClub
$20.52
$24.14
(15% off)
Sailing Dad Like a Normal Dad But Cooler – Vintage Sailboat Retro Nautical Gift for Fathers Dad Hat
MWSailingClub
$20.52
$24.14
(15% off)
Colorful Sailing Boat Ocean Adventure Baseball Cap
henryavincnt
$23.51
$29.39
(20% off)
Supertown Sailing Club 78 – Newport Ocean Race Dad Hat
MWSailingClub
$20.52
$24.14
(15% off)
WASZP Foiling Logo - Black Wasp Orange Shield Sailing Apparel Baseball Cap
Boat Park Supply
$20.15
$25.19
(20% off)
Sweden Olympic Sailing ILCA Laser - SWE Swedish Sailing Team Art Dad Hat
Boat Park Supply
$21.41
$25.19
(15% off)
Norway Olympic Sailing ILCA Laser - NOR Norwegian Sailing Team Art Baseball Cap
Boat Park Supply
$20.15
$25.19
(20% off)
New Zealand Olympic Sailing ILCA Laser - NZL Kiwi Sailing Team Art Baseball Cap
Boat Park Supply
$20.15
$25.19
(20% off)
Netherlands Olympic Sailing ILCA Laser - NED Dutch Sailing Team Art Baseball Cap
Boat Park Supply
$20.15
$25.19
(20% off)
South Korea Olympic Sailing ILCA Laser - KOR Korean Sailing Team Art Dad Hat
Boat Park Supply
$21.41
$25.19
(15% off)
Italy Olympic Sailing ILCA Laser - ITA Italian Sailing Team Art Baseball Cap
Boat Park Supply
$20.15
$25.19
(20% off)
France Olympic Sailing ILCA Laser - FRA French Sailing Team Art Dad Hat
Boat Park Supply
$21.41
$25.19
(15% off)
Finland Olympic Sailing ILCA Laser - FIN Finnish Sailing Team Art Dad Hat
Boat Park Supply
$21.41
$25.19
(15% off)
Brazil Olympic Sailing ILCA Laser - BRA Brazilian Sailing Team Art Dad Hat
Boat Park Supply
$21.41
$25.19
(15% off)
Australia Olympic Sailing ILCA Laser - AUS Australian Sailing Team Art Dad Hat
Boat Park Supply
$21.41
$25.19
(15% off)
Argentina Olympic Sailing ILCA Laser - ARG Argentine Sailing Team Art Dad Hat
Boat Park Supply
$21.41
$25.19
(15% off)
Sea is Calling Regatta Internationa Dad Hat
fferomananul
$21.41
$25.19
(15% off)
OPTIMIST CLUB Dad Hat
saragraya
$19.62
$23.09
(15% off)
OPTIMIST CLUB Baseball Cap
mollybettery
$18.47
$23.09
(20% off)
I Am The Captain of This Boat Sailboat Sail Boating Sailing Baseball Cap
Rrettgison
$18.47
$23.09
(20% off)
Minimalist Sailboat Pattern Illustration Baseball Cap
AlxVel
$18.47
$23.09
(20% off)
Mentally I'm Sailing Sarcastic Sailor Dad Hat
StrideSuccess
$21.23
$24.98
(15% off)
Sailing regatta Baseball Cap
sid1802
$18.47
$23.09
(20% off)
Aeris – Sailing Adventure, Yacht Cruises, Regattas, Ocean Navigation & Nautical Lifestyle Baseball Cap
Typologystudios
$20.99
$26.24
(20% off)
2026 Conundrum Dad Hat
G-B-C-A
$23.19
$27.29
(15% off)
Weathered Vintage Sailboat Art - Distressed Nautical Yacht Design Baseball Cap
alizye
$18.47
$23.09
(20% off)
GBCA Cruising Canvas Regatta Baseball Cap
G-B-C-A
$19.31
$24.14
(20% off)
2026 GBCA Peanut Regattas Baseball Cap
G-B-C-A
$19.31
$24.14
(20% off)
Regattas at Argenteuil by Claude Monet: Impressionist Riverside Sailing Poster Dad Hat
artofuniverse
$23.19
$27.29
(15% off)
Sailing regatta Baseball Cap
sid1802
$18.47
$23.09
(20% off)
Sailboat Dad Hat
magdalashore
$24.98
$29.39
(15% off)
2026 Cruzan Rum Icicle Series Baseball Cap
G-B-C-A
$19.31
$24.14
(20% off)
Regattas at Argenteuil – Claude Monet Baseball Cap
Art Outlaws
$20.15
$25.19
(20% off)
Sail Away Nautical Captain Cat Voyage Baseball Cap
Quillway
$18.47
$23.09
(20% off)
Aeris – Sailing, Sailboats, Yachts, Regattas, Wind Navigation & Ocean Adventure Guide Dad Hat
Typologystudios
$22.30
$26.24
(15% off)
Golden sea yacht. Golden sailboat. Dad Hat
MagelliShop
$21.41
$25.19
(15% off)
Golden sea yacht. Golden sailboat. Dad Hat
MagelliShop
$21.41
$25.19
(15% off)
Golden sea yacht. Golden sailboat. Baseball Cap
MagelliShop
$20.15
$25.19
(20% off)
Golden sea yacht Dad Hat
MagelliShop
$21.41
$25.19
(15% off)
Chester Nova Scotia | South Shore Sailing Regatta Art Print Dad Hat
TuncGK
$28.54
$33.58
(15% off)
Funny Sailor Resume Style Sarcastic Sailing Baseball Cap
StrideSuccess
$19.98
$24.98
(20% off)
I Love Sailing Dad Hat
shitpostee
$22.30
$26.24
(15% off)
Ross Barnett Reservoir Art | Mississippi Sailing Regatta Print Baseball Cap
TuncGK
$26.87
$33.58
(20% off)
Annapolis Maryland Harbor | Sailing Capital Poster Dad Hat
TuncGK
$28.54
$33.58
(15% off)
Saylorville Iowa Lake | Colorful Sailboats Poster Baseball Cap
TuncGK
$26.87
$33.58
(20% off)
2025 GBCA Chili Chase Regatta Dad Hat
G-B-C-A
$23.19
$27.29
(15% off)
Bluewater Sailboats on a Tranquil Sunlit Sea Baseball Cap
Georgia Mizuleva
$21.32
$26.66
(20% off)
Bluewater Sailboats on a Clear Day Baseball Cap
Georgia Mizuleva
$21.32
$26.66
(20% off)
Catamaran Cruising The Bay Dad Hat
NakishaHailstoc
$21.41
$25.19
(15% off)
Sailboat Symphony Dad Hat
HasifArtCollection
$18.38
$21.62
(15% off)
Barcolana Sail Fest Dad Hat
ViralVisionsCreating
$22.48
$26.45
(15% off)
Barcolana Sail Fest Dad Hat
ViralVisionsCreating
$22.48
$26.45
(15% off)
Barcolana Sail Fest Dad Hat
ViralVisionsCreating
$22.48
$26.45
(15% off)
Jibe Ho Sailing T-Shirt - Funny Nautical Gift Baseball Cap
TeesGalaxy
$20.15
$25.19
(20% off)
Harbor 20 Sailboats Rounding A Mark Dad Hat
CatlinReiners
$21.41
$25.19
(15% off)
2025 Cruzan Rum Fall Series Dad Hat
G-B-C-A
$23.19
$27.29
(15% off)
Sailing on the Norfolk Broads Dad Hat
yackers1
$21.41
$25.19
(15% off)
Harbor 20 Sailboats Rounding A Mark Baseball Cap
kucelcflotan
$20.15
$25.19
(20% off)
Sailing Blue Wavy Retro Sailor Boat Groovy Baseball Cap
StrideSuccess
$19.98
$24.98
(20% off)
Sailing Definition Funny Motivational Sailor Dictionary Baseball Cap
StrideSuccess
$19.98
$24.98
(20% off)
Sail 2025 Amsterdam Baseball Cap
JessicaLemmons
$20.15
$25.19
(20% off)
Waves Before Worries Baseball Cap
1KindTV
$20.15
$25.19
(20% off)
Life’s Better Under Sail Dad Hat
1KindTV
$21.41
$25.19
(15% off)
Sail More, Worry Less Baseball Cap
1KindTV
$20.15
$25.19
(20% off)
Anchor Down, Spirit Up Dad Hat
1KindTV
$21.41
$25.19
(15% off)
Origami Dragon Boat Sailing Under Puffy Paper Clouds Dad Hat
S-Dstyle
$20.52
$24.14
(15% off)
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