Island Adventure Hats

Personalized

Design view

Safe search

Results updated

Custom

From $19.99

Trucker Hat

Add your own photo, logo or text

Customize →

Birthday Cruise Squad 2027 Making Memories Together 7 Panel Mesh Trucker Snapback Hat

$32.99

$38.99

7 Panel Mesh Trucker Snapback Hat

Birthday Cruise Squad 2027 Making Memories Together

Great Lakes Michigan Country Yupoong Adult 5-Panel Trucker Hat

$29.99

$34.99

Yupoong Adult 5-Panel Trucker Hat

Great Lakes Michigan Country

+7 more

Iceland Arctic Circle Polar North Island Icelandic Flag 7 Panel Mesh Trucker Snapback Hat

$32.99

$38.99

7 Panel Mesh Trucker Snapback Hat

Iceland Arctic Circle Polar North Island Icelandic Flag

Waiting For Something To Happen Oak Island Treasure Hunt Hat

$19.99

$24.99

Trucker Hat

Waiting For Something To Happen Oak Island Treasure Hunt

+16 more

Whidbey Island Mountains Washington Hiking Outdoors Retro Flexfit Unipanel Trucker Cap

$32.99

$39.99

Flexfit Unipanel Trucker Cap

Whidbey Island Mountains Washington Hiking Outdoors Retro

+8 more

Acadia National Park Flexfit Unipanel Trucker Cap

$32.99

$39.99

Flexfit Unipanel Trucker Cap

Acadia National Park

+8 more

Sea Island Georgia Ga Js04 Vintage Athletic Sports Flexfit Unipanel Trucker Cap

$32.99

$39.99

Flexfit Unipanel Trucker Cap

Sea Island Georgia Ga Js04 Vintage Athletic Sports

+8 more

Tribal Hawaiian Hook Fishing 7 Panel Mesh Trucker Snapback Hat

$32.99

$38.99

7 Panel Mesh Trucker Snapback Hat

Tribal Hawaiian Hook Fishing

Road To Hana Survivor Curvy Palm Maui Hawaii Lover Flat Bill Trucker Hat

$24.99

$29.99

Flat Bill Trucker Hat

Road To Hana Survivor Curvy Palm Maui Hawaii Lover

+7 more

Galapagos Islands Ecuador Graphic Flat Bill Trucker Hat

$24.99

$29.99

Flat Bill Trucker Hat

Galapagos Islands Ecuador Graphic

+7 more

Pirate Freebooter Buccaneer Caribbean Adventure 7 Panel Mesh Trucker Snapback Hat

$32.99

$38.99

7 Panel Mesh Trucker Snapback Hat

Pirate Freebooter Buccaneer Caribbean Adventure

Punta Cana Vacation Dominican Republic Summer Paradise Flat Bill Trucker Hat

$24.99

$29.99

Flat Bill Trucker Hat

Punta Cana Vacation Dominican Republic Summer Paradise

+6 more

Maui Hawaii Floral Hibiscus Surf Surfer Vintage Hawaii Yupoong Adult 5-Panel Trucker Hat

$29.99

$34.99

Yupoong Adult 5-Panel Trucker Hat

Maui Hawaii Floral Hibiscus Surf Surfer Vintage Hawaii

Fiji Islands South Sea Fiji Islands Souvenir 7 Panel Mesh Trucker Snapback Hat

$32.99

$38.99

7 Panel Mesh Trucker Snapback Hat

Fiji Islands South Sea Fiji Islands Souvenir

Stay Wild Ocean Child Kwajalein Atoll Yupoong Adult 5-Panel Trucker Hat

$29.99

$34.99

Yupoong Adult 5-Panel Trucker Hat

Stay Wild Ocean Child Kwajalein Atoll

+7 more

Kauai Kauai Hawaii Yupoong Adult 5-Panel Trucker Hat

$29.99

$34.99

Yupoong Adult 5-Panel Trucker Hat

Kauai Kauai Hawaii

+3 more

Jamaican Flag Jamaica Souvenir Love Travel Vacation 7 Panel Mesh Trucker Snapback Hat

$32.99

$38.99

7 Panel Mesh Trucker Snapback Hat

Jamaican Flag Jamaica Souvenir Love Travel Vacation

Bali Souvenir Bali Indonesia Souvenir Bali Hat

$19.99

$24.99

Trucker Hat

Bali Souvenir Bali Indonesia Souvenir Bali

+16 more

Nassau Bahamas Pirate 7 Panel Mesh Trucker Snapback Hat

$32.99

$38.99

7 Panel Mesh Trucker Snapback Hat

Nassau Bahamas Pirate

Hawaii Cruise 2026 Vacation Trip Matching Family Group Flexfit Unipanel Trucker Cap

$32.99

$39.99

Flexfit Unipanel Trucker Cap

Hawaii Cruise 2026 Vacation Trip Matching Family Group

+8 more

Trip Barbados 2026 Weekend Vacation Birthday Squad Hat

$19.99

$24.99

Trucker Hat

Trip Barbados 2026 Weekend Vacation Birthday Squad

+47 more

Put In Bay Ohio Yupoong Adult 5-Panel Trucker Hat

$29.99

$34.99

Yupoong Adult 5-Panel Trucker Hat

Put In Bay Ohio

$29.99

$34.99

Yupoong Adult 5-Panel Trucker Hat

Bahamas Islands Souvenir Spring Break Bahamas

+3 more

Hawaii Volcanoe National Park Flat Bill Trucker Hat

$24.99

$29.99

Flat Bill Trucker Hat

Hawaii Volcanoe National Park

+6 more

Aruba retro Nautical Paddles Sports Oars 7 Panel Mesh Trucker Snapback Hat

$32.99

$38.99

7 Panel Mesh Trucker Snapback Hat

Aruba retro Nautical Paddles Sports Oars

TcS Island Hoppers Helicopter Charters Hawaii Since 1980 Flexfit Unipanel Trucker Cap

$32.99

$39.99

Flexfit Unipanel Trucker Cap

TcS Island Hoppers Helicopter Charters Hawaii Since 1980

+8 more

Oak Island Treasure Hunter Skull Gift Yupoong Adult 5-Panel Trucker Hat

$29.99

$34.99

Yupoong Adult 5-Panel Trucker Hat

Oak Island Treasure Hunter Skull Gift

+3 more

Nassau The Bahamas Pirate Skull & Crossbones Hat

$19.99

$24.99

Trucker Hat

Nassau The Bahamas Pirate Skull & Crossbones

+16 more

Hawaii Cruise 2026 Vacation Trip Matching Family Group Flat Bill Trucker Hat

$24.99

$29.99

Flat Bill Trucker Hat

Hawaii Cruise 2026 Vacation Trip Matching Family Group

+19 more

Spooky Island Est 2002 Amusement Park Island Resort Flexfit Unipanel Trucker Cap

$32.99

$39.99

Flexfit Unipanel Trucker Cap

Spooky Island Est 2002 Amusement Park Island Resort

+8 more

Road To Hana Survivor Curvy Palm Maui Hawaii 7 Panel Mesh Trucker Snapback Hat

$32.99

$38.99

7 Panel Mesh Trucker Snapback Hat

Road To Hana Survivor Curvy Palm Maui Hawaii

Saint Thomas USVI Vintage Boating 70s Retro Boat Design Flexfit Unipanel Trucker Cap

$32.99

$39.99

Flexfit Unipanel Trucker Cap

Saint Thomas USVI Vintage Boating 70s Retro Boat Design

+8 more

Get Me To Madagascar Vintage Vacation Hat

$19.99

$24.99

Trucker Hat

Get Me To Madagascar Vintage Vacation

+47 more

S.S. Minnow Island Tour Light Trip Flat Bill Trucker Hat

$24.99

$29.99

Flat Bill Trucker Hat

S.S. Minnow Island Tour Light Trip

+19 more

The Bahamas Cruise Half Moon Bahamas Travel Bahamas Vacation Flat Bill Trucker Hat

$24.99

$29.99

Flat Bill Trucker Hat

The Bahamas Cruise Half Moon Bahamas Travel Bahamas Vacation

+6 more