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Caribbean Hats

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Jamaica Tourism Shirt Hat
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Description: A replication of the shirt that Sintra Bronte wore in the 1972 Jamaican Tourism Board's sultry promotional poster.

Tags: jamaican, ska, rocksteady, studio one, trojan records

Jamaica Tourism Shirt Hat

by Miss Upsetter Designs

$12 $19

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Capitaine Haiti Hat
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Description: -

Tags: superheroes, superhero, comics, comic, haitian pride

Capitaine Haiti Hat

by ThirteenthFloor

$12 $19

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Curacao Sea Turle Trip 2026 Caribbean Vacation Group Matching Travel Hat
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Description: Celebrate 2026 in paradise with this vibrant Caribbean design inspired by the islands of Aruba, Bonaire, and Curacao. Featuring palm trees, ocean waves, and a glowing sun, it captures the essence of island travel and tropical adventure.

Tags: adventure, beach, caribbean, curacao caribbe, girls trip
Puerto-rico Hat
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Description: Puerto Rico, Puerto-Rico

Tags: beach, boricua, caribbean, jibaro, latina

Puerto-rico Hat

by DewaJassin

$12 $19

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Turks & Caicos Islands Marlin Hat

Description: Come on down, the fishing's fine!

Tags: beach, beaches, fishing, island, islands

Turks & Caicos Islands Marlin Hat

by JCombs Designs

$12 $19

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Trinidad & Tobago Typographic Map Hat

Description: A typographic map of Trinidad & Tobago with all the main cities and towns.

Tags: trini, tt, tobago, cartography, caribbean

Trinidad & Tobago Typographic Map Hat

by nicholashugginsdesign

$12 $19

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Saâda Bonaire Album Cover Fanart Design Hat
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Description: Saâda Bonaire is the fantastic disco/world music project duo out of Bremen, Germany that was never meant to be. Originally signed to EMI in 1982, their first and only single, “You Could Be More As You Are” was produced in studio by legendary Matumbi, Slits and Pop Group producer Dennis Bovell. There they were joined by jazz icon Charlie Mariano (previous collaborations include Gong, Stan Kenton and Charles Mingus) who lent his talents on saxophone. The resulting sound was a unique fusion of husky female vocals, Eastern instruments, dub and African music aesthetics, drum computers and synthesizers.

Tags: analog synthesizer, chromatics, coldwave, disco, italodisco

Saâda Bonaire Album Cover Fanart Design Hat

by CultOfRomance

$12 $19

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Puerto Rico Flag Vejigante Masks Boricua Festival Party Sanse Hat
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Description: This design features 5 Boricua "Vejigante" Masks in our Puerto Rican flag colors, in honor of festivals and traditional parties such as "Fiestas de la Calle San Sebastian" or "Sanse". People dress up as "Vejigantes" during carnivals as a tradition from our African, Caribbean and Spanish roots. They represent mischievous devils, throwing water from their cow bladder bottles/bags called "vejigas" just for fun. These costumes are made by artisans in our island and always as colorful as our culture. Because, as Boricuas, we love to wear our colors, you have the freedom to choose your tops and hats colors or styles, as well as explore the variety of matching accessories available for you! Abrazos, byDarling♥

Tags: boricua, caribbean, carnival, festival, fiesta

Puerto Rico Flag Vejigante Masks Boricua Festival Party Sanse Hat

by bydarling

$12 $19

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Gustavia, St-Barthelemy, French West Indies Hat
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Description: Gustavia is the capital of St. Barts which is considered an "overseas collectivity" of the nation of France.

Tags: caribbean, french west indies, saint barthelemy, saint barths, saint barts

Gustavia, St-Barthelemy, French West Indies Hat

by JCombs Designs

$12 $19

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Cuba Heritage Vintage Flag Hat
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Description: Cuba flag in a vintage design effect.

Tags: cuba libre, cuban, cuban american, cuban flag, cuban patriot

Cuba Heritage Vintage Flag Hat

by Tshirt Nation Store

$12 $19

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Bandera de Lares Hat
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Description: Flag of the town of Lares in Puerto Rico, with a distressed effect.

Tags: puerto rican, flag

Bandera de Lares Hat

by Soanix

$12 $19

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Defunct - Havana Sugar Kings Baseball Hat
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Description: The Havana Sugar Kings were a Cuban-based minor league baseball team that played from 1946 to 1960. From 1954 until 1960, they belonged in the Class AAA International League, affiliated with Major League Baseball's Cincinnati Reds. Their home stadium was El Gran Estadio del Cerro (sometimes called Gran Stadium) in Havana.

Tags: baseball, havana, little league, minor league, mlb

Defunct - Havana Sugar Kings Baseball Hat

by Localzonly

$12 $19

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Puerto Rico San Juan Hat

Description: This Puerto Rican pride design features San Juan, the Capital of Puerto Rico.

Tags: boricua, boriken, coqui, isla del encanto, proud puerto rican

Puerto Rico San Juan Hat

by Nikolay Todorov

$12 $19

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escudo Puerto Rico Hat
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Description: Puerto Rico Escudo, Retro escudo Puerto Rico, escudo Puerto Rico, Puerto Rican Coat of Arms, Boricua, Puerto Rico Flag, Proud Puerto Rico,Puerto Rico gift, Puerto Rico roots,

Tags: boricua, boric, puerto rico flag, puerto rico gift, puerto rico roots

escudo Puerto Rico Hat

by Jayd World

$12 $19

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Island Hoppers - Helicopter Charter Service - vintage logo Hat
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Description: Magnum PI was incredible.

Tags: 80s, beach, detective, ferrari, hawaii

Island Hoppers - Helicopter Charter Service - vintage logo Hat

by BodinStreet

$12 $19

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Swizzle Inn Hat
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Description: Rum

Tags: alcohol, drink, drinking, rum, swagger

Swizzle Inn Hat

by pjsignman

$12 $19

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Aruba One Happy Island - all in colors. Hat
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Description: I fell in love with an island named Aruba. This is my take on their design.

Tags: beach, bon bini, island, life, vacation

Aruba One Happy Island - all in colors. Hat

by JossSperdutoArt

$12 $19

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Vintage Travel Poster USA Puerto Rico Hat
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Description: Fully restored vintage travel poster from Puerto Rico. Please note that our posters are high quality reproductions based on professional, very high resolution scans of the originals. Our manual retouching process does not involve the use of filters that remove any original details or texture that you will see in the original prints. All details remain intact. Colors corrected. Imperfections removed.

Tags: america, united states, tourism, visit, usa

Vintage Travel Poster USA Puerto Rico Hat

by Vintage Treasure

$12 $19

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Philipsburg Hat
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Description: Perfect surfing beach tee if you are going to Philipsburg. Grab this cool flag of Saint Maarten holiday souvenir gift for the Caribbean.

Tags: caribbean, caribbean beach, caribbean island, caribbean islands, caribbean sea

Philipsburg Hat

by Footballomatic

$12 $19

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It's Better in the Bahamas Vintage 80s 70s Hat
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Description: It's Better in the Bahamas Vintage 80s 70s graphic

Tags: 70s, 80s, bahamian, beach, ocean

It's Better in the Bahamas Vintage 80s 70s Hat

by Tingsy

$12 $19

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Aruba One Happy Island Aruba Island Flamingo Hat
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Description: Aruba One Happy Island Aruba Island Flamingo Sunset Design

Tags: aruba flag, aruba flamingo, aruba island, aruba lover, aruba one happy island

Aruba One Happy Island Aruba Island Flamingo Hat

by ButterflyX

$12 $19

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Turks & Caicos Islands Hat

Description: Swim with the sea turtles at Turks & Caicos Islands!

Tags: beach, beaches, island, islands, seaturtle

Turks & Caicos Islands Hat

by JCombs Designs

$12 $19

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Puerto Rico - Estrella Hat
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Description: Visita Puerto Rico - Puerto Rico Tourism -

Tags: afro latina, bandera de puerto rico, borinquen, el coqui, fania all stars

Puerto Rico - Estrella Hat

by verde

$12 $19

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Dorado Mahi Mahi Whisperer Hat
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Description: Design with colorful dorado mahi mahi fish illustration.

Tags: florida keys, whisperer, fishing, dolphin fish, mahi mahi

Dorado Mahi Mahi Whisperer Hat

by dimakrukart

$12 $19

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Antigua Retro Waves Sunset – Islands of 365 Beaches Vintage Travel Hat
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Description: This Antigua design brings warm island vibes with flowing retro wave stripes, tall palm silhouettes, and a soft glowing sunset. The bold ANTIGUA text and “Islands of 365 Beaches” tagline highlight what the island is famous for. Perfect for travelers, beach lovers, cruise fans, and anyone who loves Caribbean destinations.

Tags: antigua and barbuda, beach life, beach vibes, caribbean travel, ibes
Puerto Rico Tropical Sunset Hat
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Description: This cool and awesome classic looking design inspired by the hot summers of the 1980s features a retro vintage style sunset with palm trees and sea birds in the beautiful sky. This Shirt is perfect to wear in the sand on the beach or just in the sun at a pool party. Nice to wear when you travel on your holiday and vacation to your favorite resort and city in the world. The colors of the print are yellow, orange, red and black.

Tags: holiday, vacation, paradise, tropics, water

Puerto Rico Tropical Sunset Hat

by Nerd_art

$12 $19

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Puerto Rico Frog 2025 Seguimo Aqui Hat
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Description: Puerto Rico Frog 2025 Seguimo Aqui

Tags: caribbean wildlife, coqui 2025, coqui frog, coqui lover, frog design

Puerto Rico Frog 2025 Seguimo Aqui Hat

by Bernhard Robel

$12 $19

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Puerto Rican Coqui Maga Flower Hat
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Description: Fun colorful design perfect for Puerto Ricans who love the Puerto Rican maga flower and the boricua coqui.

Tags: coqui, puerto rico apparel, maga flower, coqui frog, puertoriqueno

Puerto Rican Coqui Maga Flower Hat

by SoLunAgua

$12 $19

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St. Lucia Hat
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Description: beach, summer, sun, sunset, palm, holiday, vacation, 80s, hot,warm,palms,pink,cool,1980s,sunrise, This cool and awesome tee shirt inspired by the hot summers of the 1980s features a beautiful sunset, a palm tree and seagulls at the beach by the see. This shirt is perfect for the 80s theme costume party at the beach or by the pool.

Tags: holiday, sunset, hot, 80s, palm

St. Lucia Hat

by Nerd_art

$12 $19

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Punta Cana Hat
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Description: This cool and awesome tee shirt inspired by the hot summers of the 1980s features a beautiful sunset, a palm tree and seagulls within classic pop art synth like triangle patterns. This shirt is perfect for the 80s theme costume party at the beach or by the pool.

Tags: dominican, dominican republic, palm, summer, sunrise

Punta Cana Hat

by Nerd_art

$12 $19

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Turks & Caicos Palm Trees Beach Scene (Distressed) Hat

Description: This is where you want to be, isn't it?

Tags: beach, beaches, fish, fishing, island

Turks & Caicos Palm Trees Beach Scene (Distressed) Hat

by JCombs Designs

$12 $19

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ST CROIX RODS Hat
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Description: ST CROIX RODS

Tags: abu garcia, bass pro shop, berkley, daiwa, fishing

ST CROIX RODS Hat

by GeorgeDean89

$12 $19

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curacao Hat
Main Tag:  

Description: curacao heartbeat , heart Flag Of curacao - Gift For curacao From curacao , Colorful design fitting for friends who like curacao flag. It can also be given as a birthday or Christmas gift to your best friend, boyfriend, girlfriend or relative who also loves this country.

Tags: caribbean, caribbean beach, caribbean beaches, caribbean island, caribbean islands

curacao Hat

by daybeear

$12 $19

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Nassau, The Bahamas, Vintage Sailfish (Distressed) Hat
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Description: A classic design for the Bahamas.

Tags: bahamas, beach, distressed, fishing, nassau

Nassau, The Bahamas, Vintage Sailfish (Distressed) Hat

by JCombs Designs

$12 $19

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Havana Club Hat
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Description: One of the oldest and exquisite rum ever made, famous in the '50 and 60' as the most fine rum to drink.

Tags: che, che guevara, cuban, cubana, cubano

Havana Club Hat

by Jun824

$12 $19

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St. Croix State Park Minnesota MN Trail Marker Trailhead Sign Hat
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Description: St. Croix State Park Minnesota MN Trail Marker Trailhead Sign, perfect birthday gift, Christmas gift for travelers, hikers, camper and nature lovers

Tags: minnesota, mn, sainte croix, st croix, st croix state park

St. Croix State Park Minnesota MN Trail Marker Trailhead Sign Hat

by Christian Oliver Art

$12 $19

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