Popular Caribbean Hats & Caps

557 results
Magens Bay St Thomas USVI Minimal Palm Tree Trucker Hat
Magens Bay St Thomas USVI Minimal Palm Tree Trucker Hat
PriceCA$29.65
US Virgin Islands St. Croix U.S. VI Tropical Trucker Hat
US Virgin Islands St. Croix U.S. VI Tropical Trucker Hat
PriceCA$29.65
Dominican Republic Flag Trucker Hat
Dominican Republic Flag Trucker Hat
PriceCA$29.65
Playa del Carmen Mexico Retro Cocktail Vintage Trucker Hat
Playa del Carmen Mexico Retro Cocktail Vintage Trucker Hat
PriceCA$29.95
MELANIN C18 H10 N2 O4 TRUCKER HAT
MELANIN C18 H10 N2 O4 TRUCKER HAT
PriceCA$31.35
St Barth Trucker Hat
St Barth Trucker Hat
PriceCA$31.40
U.S. Virgin Islands Flag, Gold Glitter, Rasta Graduation Cap Topper
U.S. Virgin Islands Flag, Gold Glitter, Rasta Graduation Cap Topper
PriceCA$30.90
Collection
British Virgin Islands Flag Graduation Cap Topper
British Virgin Islands Flag Graduation Cap Topper
PriceCA$29.20
Day at the beach trucker hat
Day at the beach trucker hat
PriceCA$31.40
Cruise Mode On Trucker Hat
Cruise Mode On Trucker Hat
PriceCA$35.55
Saba Flag Trucker Hat
Saba Flag Trucker Hat
PriceCA$29.65
vintage tropical/Hawaiian surf truck Graduation Cap Topper
vintage tropical/Hawaiian surf truck Graduation Cap Topper
PriceCA$28.25
MONTEGO BAY JAMAICA GREEN 876 MBJ TRUCKER HAT
MONTEGO BAY JAMAICA GREEN 876 MBJ TRUCKER HAT
PriceCA$28.10
Cancun Beach Mexico Paradise Mexican Beach Trucker Hat
Cancun Beach Mexico Paradise Mexican Beach Trucker Hat
PriceCA$30.50
United States Virgin Islands Flag Trucker Hat
United States Virgin Islands Flag Trucker Hat
PriceCA$28.10
HAITI cap
HAITI cap
PriceCA$35.05
Pitons from the Sea Custom Hat
Pitons from the Sea Custom Hat
PriceCA$29.65
St. Maarten Sint Martin Gradient Trucker Hat
St. Maarten Sint Martin Gradient Trucker Hat
PriceCA$29.65
Saint Vincent and the Grenadines Flag Vincy Trucker Hat
Saint Vincent and the Grenadines Flag Vincy Trucker Hat
PriceCA$29.65
Scarlet ibis bird cartoon illustration trucker hat
Scarlet ibis bird cartoon illustration trucker hat
PriceCA$29.65
MELANIN Sweet Like Honey Trucker Hat
MELANIN Sweet Like Honey Trucker Hat
PriceCA$31.35
I LOVE CUBA EMBROIDERED HAT
I LOVE CUBA EMBROIDERED HAT
PriceCA$39.80
Simple Plain Jamaica Word Custom Colour Embroidered Hat
Simple Plain Jamaica Word Custom Colour Embroidered Hat
PriceCA$35.25
Turks and Caicos Trucker Hat
Turks and Caicos Trucker Hat
PriceCA$28.10
British Virgin Islands Trucker Hat
British Virgin Islands Trucker Hat
PriceCA$28.10
Guyana Flag Trucker Hat
Guyana Flag Trucker Hat
PriceCA$28.10
Hat with Flag of Jamaica
Hat with Flag of Jamaica
PriceCA$29.65
Cuba Libre Motto Embroidery Embroidered Hat
Cuba Libre Motto Embroidery Embroidered Hat
PriceCA$35.50
Flag of Dominica pride Trucker Hat
Flag of Dominica pride Trucker Hat
PriceCA$28.10
Making Memories One Cruise Family Cruise Matching Trucker Hat
Making Memories One Cruise Family Cruise Matching Trucker Hat
PriceCA$30.95
Riviera Maya Mexico Palm Tree Vintage Travel 60s Trucker Hat
Riviera Maya Mexico Palm Tree Vintage Travel 60s Trucker Hat
PriceCA$31.30
Nassau Bahamas Retro travel Souvenir 1950s Trucker Hat
Nassau Bahamas Retro travel Souvenir 1950s Trucker Hat
PriceCA$31.35
Drapeau d'Haïti - Flag of Haiti Trucker Hat
Drapeau d'Haïti - Flag of Haiti Trucker Hat
PriceCA$28.10
Curacao Trucker Hat
Curacao Trucker Hat
PriceCA$31.40
Cool Trip Cruising Lover Family Cruise 2025 Funny Trucker Hat
Cool Trip Cruising Lover Family Cruise 2025 Funny Trucker Hat
PriceCA$30.95
Family Cruise Making Memories Vacation Squad Cool Trucker Hat
Family Cruise Making Memories Vacation Squad Cool Trucker Hat
PriceCA$30.95
Antigua & Barbuda Trucker Hat
Antigua & Barbuda Trucker Hat
PriceCA$31.40
Bahamas Graduation Cap Topper
Bahamas Graduation Cap Topper
PriceCA$27.70
Curacao Country Vacation Flag National Patriotic Trucker Hat
Curacao Country Vacation Flag National Patriotic Trucker Hat
PriceCA$31.00
The Baths, Virgin Gorda B.V.I. Trucker Hat
The Baths, Virgin Gorda B.V.I. Trucker Hat
PriceCA$30.30
Cinnamon Bay, St. John USVI Trucker Hat
Cinnamon Bay, St. John USVI Trucker Hat
PriceCA$30.30
St. Maarten The friendly Island Sint Martin Trucker Hat
St. Maarten The friendly Island Sint Martin Trucker Hat
PriceCA$31.35
St. Maarten Blue Gradient Sint Martin Trucker Hat
St. Maarten Blue Gradient Sint Martin Trucker Hat
PriceCA$31.35
Punta Cana Dominican Palm Tree Retro Sunset 80s Trucker Hat
Punta Cana Dominican Palm Tree Retro Sunset 80s Trucker Hat
PriceCA$31.30
MELANIN Awesome SWAG Trucker Hat
MELANIN Awesome SWAG Trucker Hat
PriceCA$31.35
A Pirates Life Trucker Hat
A Pirates Life Trucker Hat
PriceCA$29.65
Plan Your Ultimate Family Bahamas Vacation 2025 Trucker Hat
Plan Your Ultimate Family Bahamas Vacation 2025 Trucker Hat
PriceCA$31.40
Panama City Toucan Retro Palm Trees Vintage Trucker Hat
Panama City Toucan Retro Palm Trees Vintage Trucker Hat
PriceCA$29.95
The Bahamas Flag Emblem Distressed Vintage Trucker Hat
The Bahamas Flag Emblem Distressed Vintage Trucker Hat
PriceCA$30.95
Haiti's Coat of arms Trucker Hat
Haiti's Coat of arms Trucker Hat
PriceCA$29.65
US Virgin Islands Flag Madras Tropical Trucker Hat
US Virgin Islands Flag Madras Tropical Trucker Hat
PriceCA$29.65
US Virgin Islands Flag St. Croix Madras Custom Trucker Hat
US Virgin Islands Flag St. Croix Madras Custom Trucker Hat
PriceCA$29.65
US Virgin Islands Flag St. Croix USVI Madras Trucker Hat
US Virgin Islands Flag St. Croix USVI Madras Trucker Hat
PriceCA$29.65
Jack Sparrow Pirate Graduation Cap Topper
Jack Sparrow Pirate Graduation Cap Topper
PriceCA$27.70
Jamaica Cricket Trucker Hat
Jamaica Cricket Trucker Hat
PriceCA$29.65
Colourful "It's Cruise Time" Countdown Cruise Ship Trucker Hat
Colourful "It's Cruise Time" Countdown Cruise Ship Trucker Hat
PriceCA$29.65
"Trinidad & Tobago Est. 1962" Sunset With Flag Trucker Hat
"Trinidad & Tobago Est. 1962" Sunset With Flag Trucker Hat
PriceCA$29.65
Chichen Itza Mexico Retro Mayan Vintage Yucatan Trucker Hat
Chichen Itza Mexico Retro Mayan Vintage Yucatan Trucker Hat
PriceCA$29.95
Rum lover trucker hat
Rum lover trucker hat
PriceCA$28.10
Flag of the United States Virgin Islands Trucker Hat
Flag of the United States Virgin Islands Trucker Hat
PriceCA$28.10

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

    No-hassle-free shipping with no surprise fees. We cover any customs & duties.

  • Secure Shopping Guaranteed

    100% Secure payment with SSL Encryption.

Search Feedback

Did you find what you were looking for?
If you need help or have a question for Customer Service, please visit our Help Centre