Caribbean Adventure Hats

Pirate Freebooter Buccaneer Caribbean Adventure Hat

$19.99

$24.99

Trucker Hat

Pirate Freebooter Buccaneer Caribbean Adventure Hat

+46 more

$19.99

$24.99

Trucker Hat

Vintage Pirate Skull Hat

+15 more

Nassau The Bahamas Pirate Skull & Crossbones Hat

$19.99

$24.99

Trucker Hat

Nassau The Bahamas Pirate Skull & Crossbones Hat

+15 more

$19.99

$24.99

Trucker Hat

Progresso Mexico Cruise Destination Hat

+46 more

$19.99

$24.99

Trucker Hat

Scuba Dive CuraçAo Hat

+46 more

Bahamas Islands Souvenir Spring Break Bahamas Hat

$19.99

$24.99

Trucker Hat

Bahamas Islands Souvenir Spring Break Bahamas Hat

+15 more

The Bahamas Cruise Half Moon Bahamas Travel Bahamas Vacation Hat

$19.99

$24.99

Trucker Hat

The Bahamas Cruise Half Moon Bahamas Travel Bahamas Vacation Hat

+25 more

$19.99

$24.99

Trucker Hat

Dead Tell No Tales Hat

+15 more

You Better Belize It Funny Belize Vacation Hat

$19.99

$24.99

Trucker Hat

You Better Belize It Funny Belize Vacation Hat

+15 more

$19.99

$24.99

Trucker Hat

Nassau Bahamas Pirate Hat

+15 more

Diver Bonaire Caribbean Islands Souvenir Gift For Diver Hat

$19.99

$24.99

Trucker Hat

Diver Bonaire Caribbean Islands Souvenir Gift For Diver Hat

+15 more

$19.99

$24.99

Trucker Hat

Haiti Labadee Hat

+15 more

Maya Site Tulum Mexico Vintage Ruins Caribbean Riviera Maya Hat

$19.99

$24.99

Trucker Hat

Maya Site Tulum Mexico Vintage Ruins Caribbean Riviera Maya Hat

+15 more

Get Sunk Pirate Sea Thieves Of Oceans Hat

$19.99

$24.99

Trucker Hat

Get Sunk Pirate Sea Thieves Of Oceans Hat

+25 more

$19.99

$24.99

Trucker Hat

Spooky Skeleton Pirate Adventure Hat

+15 more

$19.99

$24.99

Trucker Hat

Aruba Bonaire Curacao Cruise 2026 Hat

+46 more

Retro Grand Cayman Scuba Dive Vintage Dive Flag Diving Hat

$19.99

$24.99

Trucker Hat

Retro Grand Cayman Scuba Dive Vintage Dive Flag Diving Hat

+15 more

$19.99

$24.99

Trucker Hat

Belize Hat

+46 more

Punta Cana Vacation Dominican Republic Summer Paradise Hat

$19.99

$24.99

Trucker Hat

Punta Cana Vacation Dominican Republic Summer Paradise Hat

+25 more

$19.99

$24.99

Trucker Hat

Belize Hat

+15 more

Republic Of Pirates Nassau Cool Vintage Hat

$19.99

$24.99

Trucker Hat

Republic Of Pirates Nassau Cool Vintage Hat

+15 more

Belize Caribbean Beach Vacation Diving Trip Vintage Shark Hat

$19.99

$24.99

Trucker Hat

Belize Caribbean Beach Vacation Diving Trip Vintage Shark Hat

+46 more

Abc Islands Aruba Bonaire Curacao Cruise Vacay Caribbean Hat

$19.99

$24.99

Trucker Hat

Abc Islands Aruba Bonaire Curacao Cruise Vacay Caribbean Hat

+15 more

$19.99

$24.99

Trucker Hat

Virgin Islands National Park Hat

+46 more

Pirate Bermuda Vacation Vintage Distressed Image Hat

$19.99

$24.99

Trucker Hat

Pirate Bermuda Vacation Vintage Distressed Image Hat

+15 more

$19.99

$24.99

Trucker Hat

Punta Cana Dominican Republic Shark Hat

+15 more

$19.99

$24.99

Trucker Hat

Yo Ho A Pirates Life For Me! Hat

+25 more

St. Thomas, Usvi Vintage Retro Tribal Shark Vacation Hat

$19.99

$24.99

Trucker Hat

St. Thomas, Usvi Vintage Retro Tribal Shark Vacation Hat

+15 more

Trip Barbados 2026 Weekend Vacation Birthday Squad Hat

$19.99

$24.99

Trucker Hat

Trip Barbados 2026 Weekend Vacation Birthday Squad Hat

+46 more

Exuma Islandsbahamas Tribal Stingray Vacation Hat

$19.99

$24.99

Trucker Hat

Exuma Islandsbahamas Tribal Stingray Vacation Hat

+15 more

Pirate Freebooter Buccaneer Caribbean Adventure Flat Bill Trucker Hat

$24.99

$29.99

Flat Bill Trucker Hat

Pirate Freebooter Buccaneer Caribbean Adventure Flat Bill Trucker Hat

+19 more

Vintage Pirate Skull Flat Bill Trucker Hat

$24.99

$29.99

Flat Bill Trucker Hat

Vintage Pirate Skull Flat Bill Trucker Hat

+7 more

Nassau The Bahamas Pirate Skull & Crossbones Flat Bill Trucker Hat

$24.99

$29.99

Flat Bill Trucker Hat

Nassau The Bahamas Pirate Skull & Crossbones Flat Bill Trucker Hat

+7 more

Progresso Mexico Cruise Destination Flat Bill Trucker Hat

$24.99

$29.99

Flat Bill Trucker Hat

Progresso Mexico Cruise Destination Flat Bill Trucker Hat

+19 more

Scuba Dive CuraçAo Flat Bill Trucker Hat

$24.99

$29.99

Flat Bill Trucker Hat

Scuba Dive CuraçAo Flat Bill Trucker Hat

+19 more

Bahamas Islands Souvenir Spring Break Bahamas Flat Bill Trucker Hat

$24.99

$29.99

Flat Bill Trucker Hat

Bahamas Islands Souvenir Spring Break Bahamas Flat Bill Trucker Hat

+7 more