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Popular Caribbean Hats & Caps

425 results
St. Maarten Ocean Aqua Blue Gradient Sint Martin Trucker Hat
St. Maarten Ocean Aqua Blue Gradient Sint Martin Trucker Hat
Price$33.20
Cool Trip Cruising Lover Family Cruise 2025 Funny Trucker Hat
Cool Trip Cruising Lover Family Cruise 2025 Funny Trucker Hat
Price$32.75
Cuba Libre Motto Embroidery Embroidered Hat
Cuba Libre Motto Embroidery Embroidered Hat
Price$42.65
British Virgin Islands Trucker Hat
British Virgin Islands Trucker Hat
Price$29.75
Family Cruise Making Memories Vacation Squad Cool Trucker Hat
Family Cruise Making Memories Vacation Squad Cool Trucker Hat
Price$32.75
Guyana Flag Trucker Hat
Guyana Flag Trucker Hat
Price$29.75
Saint Barthélemy Flag Trucker Hat
Saint Barthélemy Flag Trucker Hat
Price$29.75
Dive The Bahamas Trucker Hat
Dive The Bahamas Trucker Hat
Price$33.25
Making Memories One Cruise Family Cruise Matching Trucker Hat
Making Memories One Cruise Family Cruise Matching Trucker Hat
Price$32.75
Curacao Trucker Hat
Curacao Trucker Hat
Price$33.25
Haiti Trucker Hat
Haiti Trucker Hat
Price$29.75
"Barbados Est. 1966" With Barbados Flag Art Trucker Hat
"Barbados Est. 1966" With Barbados Flag Art Trucker Hat
Price$31.40
St. Maarten The friendly Island Sint Martin Trucker Hat
St. Maarten The friendly Island Sint Martin Trucker Hat
Price$33.20
Saint Lucia Trucker Hat
Saint Lucia Trucker Hat
Price$29.75
Trunk Bay, St John USVI Trucker Hat
Trunk Bay, St John USVI Trucker Hat
Price$32.85
Havana Trucker Hat
Havana Trucker Hat
Price$29.75
MELANIN Awesome SWAG Trucker Hat
MELANIN Awesome SWAG Trucker Hat
Price$33.20
Guadeloupe Trucker Hat
Guadeloupe Trucker Hat
Price$29.75
Plan Your Ultimate Family Bahamas Vacation 2025 Trucker Hat
Plan Your Ultimate Family Bahamas Vacation 2025 Trucker Hat
Price$33.25
Bumboclaat Jamaican Inspired Hat
Bumboclaat Jamaican Inspired Hat
Price$33.25
Rum lover trucker hat
Rum lover trucker hat
Price$29.75
Jamaica Hat
Jamaica Hat
Price$30.05
US Virgin Islands Flag Madras Tropical Trucker Hat
US Virgin Islands Flag Madras Tropical Trucker Hat
Price$31.40
US Virgin Islands Flag St. Croix Madras Custom Trucker Hat
US Virgin Islands Flag St. Croix Madras Custom Trucker Hat
Price$31.40
US Virgin Islands Flag St. Croix USVI Madras Trucker Hat
US Virgin Islands Flag St. Croix USVI Madras Trucker Hat
Price$31.40
US Virgin Islands Flag St. Thomas USVI Trucker Hat
US Virgin Islands Flag St. Thomas USVI Trucker Hat
Price$31.40
"The Conductor" by Ruchell Alexander Trucker Hat
"The Conductor" by Ruchell Alexander Trucker Hat
Price$31.40
"Jamaica Est. 1962" Beach With Jamaica Flag Art Trucker Hat
"Jamaica Est. 1962" Beach With Jamaica Flag Art Trucker Hat
Price$31.40
Explore the Caribbean travel patch. Trucker Hat
Explore the Caribbean travel patch. Trucker Hat
Price$56.45
Bridgetown Barbados Trucker Hat
Bridgetown Barbados Trucker Hat
Price$31.40
Grenada Trucker Hat
Grenada Trucker Hat
Price$31.40
Aruba Sports Hat
Aruba Sports Hat
Price$40.95
Ocho Rios Jamaica Alpha Dive Flag Trucker Hat
Ocho Rios Jamaica Alpha Dive Flag Trucker Hat
Price$31.40
Grand Turk Turks and Caicos Alpha Dive Flag Trucker Hat
Grand Turk Turks and Caicos Alpha Dive Flag Trucker Hat
Price$31.40
aruba trucker hat
aruba trucker hat
Price$31.40
US Virgin Islands Flag St. Thomas USVI Madras Trucker Hat
US Virgin Islands Flag St. Thomas USVI Madras Trucker Hat
Price$31.40
US Virgin Islands St. Croix USVI Masqueraders Trucker Hat
US Virgin Islands St. Croix USVI Masqueraders Trucker Hat
Price$31.40
"Trinidad & Tobago Est. 1962" Beach With Flag Trucker Hat
"Trinidad & Tobago Est. 1962" Beach With Flag Trucker Hat
Price$31.40
turks and caicos islands flag trucker hat
turks and caicos islands flag trucker hat
Price$31.40
Trinidad Baseball Cap
Trinidad Baseball Cap
Price$50.75
Flamingo bird cartoon illustration trucker hat
Flamingo bird cartoon illustration trucker hat
Price$31.40
Cuba Flag Trucker Hat
Cuba Flag Trucker Hat
Price$31.40
UnBelizeable! Embroidered Hat
UnBelizeable! Embroidered Hat
Price$54.00
Generation Windrush T-Shirt Trucker Hat
Generation Windrush T-Shirt Trucker Hat
Price$31.40
Virgin Islands National Park Trunk Bay Beach Trucker Hat
Virgin Islands National Park Trunk Bay Beach Trucker Hat
Price$33.60
Tulum Mexico Trucker Hat
Tulum Mexico Trucker Hat
Price$33.20
Cancun Mexico Trucker Hat
Cancun Mexico Trucker Hat
Price$31.90
Government House, Nassau, Bahamas Vintage Photo Trucker Hat
Government House, Nassau, Bahamas Vintage Photo Trucker Hat
Price$32.10
Ocho Rios Jamaica Trucker Hat
Ocho Rios Jamaica Trucker Hat
Price$31.90
Riviera Maya Mexico Trucker Hat
Riviera Maya Mexico Trucker Hat
Price$31.90
Roatan Honduras Trucker Hat
Roatan Honduras Trucker Hat
Price$31.90
US Virgin Islands Flag St. Croix USVI Trucker Hat
US Virgin Islands Flag St. Croix USVI Trucker Hat
Price$31.40
Beautiful Floral Puerto Rico Flag Artwork Trucker Hat
Beautiful Floral Puerto Rico Flag Artwork Trucker Hat
Price$31.35
jamaicaonelove trucker hat
jamaicaonelove trucker hat
Price$34.65
US Virgin Islands Flag St. Thomas USVI Madras Trucker Hat
US Virgin Islands Flag St. Thomas USVI Madras Trucker Hat
Price$31.40
Grenada Born Grenadian Flag Yellow Typography Trucker Hat
Grenada Born Grenadian Flag Yellow Typography Trucker Hat
Price$31.40
Taino Nativo Trucker Hat
Taino Nativo Trucker Hat
Price$30.35
Great blue heron cartoon illustration trucker hat
Great blue heron cartoon illustration trucker hat
Price$31.40
Barbados Flag Heart Trucker Hat
Barbados Flag Heart Trucker Hat
Price$33.25
JAMAICA EMBROIDERED HAT
JAMAICA EMBROIDERED HAT
Price$41.90

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