Popular Caribbean Hats & Caps
497 results
Save 10%
Pink tartan Fabric Pattern Cloth Madras Trucker Hat
Sale Price £16.65. Original Price £18.50.
Save 10%
Puerto Rico Flag Trucker Hat
Sale Price £16.65. Original Price £18.50.
Save 10%
Saint Lucia Flag Saint Lucian Independence Trucker Hat
Sale Price £16.65. Original Price £18.50.
Save 10%
It's better in the Bahamas Trucker Hat
Sale Price £16.79. Original Price £18.65.
Save 10%
Saint Vincent and the Grenadines Flag Vincy Trucker Hat
Sale Price £16.65. Original Price £18.50.
Save 10%
I Love Cuba Trucker Hat
Sale Price £17.42. Original Price £19.35.
Save 10%
MELANIN C18 H10 N2 O4 TRUCKER HAT
Sale Price £17.60. Original Price £19.55.
Save 10%
Cruise Mode On Trucker Hat
Sale Price £19.94. Original Price £22.15.
Save 10%
St Barth Trucker Hat
Sale Price £17.60. Original Price £19.55.
Save 10%
Haiti's Coat of arms Trucker Hat
Sale Price £16.65. Original Price £18.50.
Save 10%
Someone in Jamaica loves me Trucker Hat
Sale Price £17.42. Original Price £19.35.
Save 10%
Cancun Beach Mexico Paradise Mexican Beach Trucker Hat
Sale Price £17.10. Original Price £19.00.
Save 10%
Bumboclaat Jamaican Inspired Hat
Sale Price £17.60. Original Price £19.55.
HAITI cap
Price£25.50
Save 10%
St. Maarten Sint Martin Gradient Trucker Hat
Sale Price £16.65. Original Price £18.50.
Save 10%
Scarlet ibis bird cartoon illustration trucker hat
Sale Price £16.65. Original Price £18.50.
Save 10%
Riviera Maya Mexico Palm Tree Vintage Travel 60s Trucker Hat
Sale Price £17.55. Original Price £19.50.
Save 10%
Jamaica Cricket Trucker Hat
Sale Price £16.65. Original Price £18.50.
Save 10%
St. Maarten Ocean Aqua Blue Gradient Sint Martin Trucker Hat
Sale Price £17.60. Original Price £19.55.
Save 10%
Antigua & Barbuda Trucker Hat
Sale Price £17.60. Original Price £19.55.
Save 10%
Curacao Trucker Hat
Sale Price £17.60. Original Price £19.55.
Save 10%
Rum lover trucker hat
Sale Price £15.75. Original Price £17.50.
Save 10%
Flag of the United States Virgin Islands Trucker Hat
Sale Price £15.75. Original Price £17.50.
Save 10%
Nassau Bahamas Retro travel Souvenir 1950s Trucker Hat
Sale Price £17.60. Original Price £19.55.
Save 10%
HAITI - emblem/coat of arms/flag/symbol Trucker Hat
Sale Price £16.65. Original Price £18.50.
Save 10%
"Aruba Est. 1986" Beach With Flag Trucker Hat
Sale Price £16.65. Original Price £18.50.
Save 10%
Making Memories One Cruise Family Cruise Matching Trucker Hat
Sale Price £17.37. Original Price £19.30.
Save 10%
Cool Trip Cruising Lover Family Cruise 2025 Funny Trucker Hat
Sale Price £17.37. Original Price £19.30.
Save 10%
Family Cruise Making Memories Vacation Squad Cool Trucker Hat
Sale Price £17.37. Original Price £19.30.
Save 10%
Guyana Flag Trucker Hat
Sale Price £15.75. Original Price £17.50.
Save 10%
British Virgin Islands Trucker Hat
Sale Price £15.75. Original Price £17.50.
Save 10%
Turks and Caicos Trucker Hat
Sale Price £15.75. Original Price £17.50.
Save 10%
Pitons from the Sea Custom Hat
Sale Price £16.65. Original Price £18.50.
Save 10%
Family Reunion Monogram Hat Cruise Group
Sale Price £16.65. Original Price £18.50.
Save 10%
Punta Cana Dominican Palm Tree Retro Sunset 80s Trucker Hat
Sale Price £17.55. Original Price £19.50.
Save 10%
MONTEGO BAY JAMAICA GREEN 876 MBJ TRUCKER HAT
Sale Price £15.75. Original Price £17.50.
Save 10%
Cuba Trucker cap
Sale Price £15.75. Original Price £17.50.
Save 10%
Classic American car in Vinales, Cuba Trucker Hat
Sale Price £16.65. Original Price £18.50.
Save 10%
Red US Virgin Islands Flag Madras Personalize Trucker Hat
Sale Price £16.65. Original Price £18.50.
Save 10%
Curacao Country Vacation Flag National Patriotic Trucker Hat
Sale Price £17.42. Original Price £19.35.
Save 10%
US Virgin Islands Flag St. Thomas USVI Trucker Hat
Sale Price £16.65. Original Price £18.50.
Save 10%
"The Conductor" by Ruchell Alexander Trucker Hat
Sale Price £16.65. Original Price £18.50.
Save 10%
British Virgin Islands Flag Trucker Hat
Sale Price £16.65. Original Price £18.50.
Save 10%
Panama City Toucan Retro Palm Trees Vintage Trucker Hat
Sale Price £16.83. Original Price £18.70.
Save 10%
"Barbados Est. 1966" With Barbados Flag Art Trucker Hat
Sale Price £16.65. Original Price £18.50.
Save 10%
Jamaican Beef Patty Patties Food Cooking Yellow Trucker Hat
Sale Price £19.44. Original Price £21.60.
Save 10%
St. Maarten The friendly Island Sint Martin Trucker Hat
Sale Price £17.60. Original Price £19.55.
Save 10%
US Virgin Islands St. Croix USVI Masqueraders Trucker Hat
Sale Price £16.65. Original Price £18.50.
Save 10%
Guadeloupe Trucker Hat
Sale Price £15.75. Original Price £17.50.
Save 10%
MELANIN Awesome SWAG Trucker Hat
Sale Price £17.60. Original Price £19.55.
Save 10%
Plan Your Ultimate Family Bahamas Vacation 2025 Trucker Hat
Sale Price £17.60. Original Price £19.55.
Save 10%
Dominica Caribbean Retro Vacation Vintage Island Trucker Hat
Sale Price £16.83. Original Price £18.70.
Save 10%
The Baths, Virgin Gorda B.V.I. Trucker Hat
Sale Price £17.01. Original Price £18.90.
Save 10%
Cinnamon Bay, St. John USVI Trucker Hat
Sale Price £17.01. Original Price £18.90.
Save 10%
A Pirates Life Trucker Hat
Sale Price £16.65. Original Price £18.50.
Save 10%
Flamingo bird cartoon illustration trucker hat
Sale Price £16.65. Original Price £18.50.
Save 10%
US Virgin Islands Flag Madras Tropical Trucker Hat
Sale Price £16.65. Original Price £18.50.
Save 10%
US Virgin Islands Flag St. Croix Madras Custom Trucker Hat
Sale Price £16.65. Original Price £18.50.
The Zazzle Promise
Order with Confidence
If something goes wrong on our end, we'll make it right, on every order. Learn more!
Easy International Delivery
Hassle-free shipping with no surprise fees. We cover any customs & duties.
Secure Shopping Guaranteed
100% Secure payment with SSL Encryption.
Search Feedback
If you need help or have a question for Customer Service, please visit our Help Centre