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Bestsellers
Apparel
Women
Short Sleeve
Tank Tops
Long Sleeve
Men's
Short Sleeve
Performance Shirts
Tank Tops
Button Down Shirts
Long Sleeve
Hoodies & Hats
All Hats
Caps
Sun Hats
Hoodies & Pullovers
Package Deals
Home & Gift
Beach Bar
Tumblers
Mugs
Can & Bottle Coolers
Drink Mixes
Shot Glasses
Bottle Openers
Tiki Mugs
Water Bottles
Gifts
Beach & Tote Bags
Signs & Decor
Jewelry
Sunglasses
Stickers
Ornaments
Coloring Books
Accessories
Car Accessories
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All Sale Items
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Felicia The Flamingo
I'm The Cabana Boy
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Caps
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Hoodies
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Men's Long Sleeve T-Shirts
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Men's Short Sleeve T-Shirts
(40)
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Size
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Key West
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Men's Beach T-Shirts
Learning to relax is learning how to live the beach life. Your departure on that journey starts with a single step...followed by a 2 hour nap in a hammock. - Island Jay
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Howard Livingston Meet Me in the Keys T-Shirt
No reviews
$ 27.95
Navy
Island Reef Green
Howard Livingston Blame It On the Margaritas T-Shirt
No reviews
$ 27.95
Navy
Island Reef Green
Chambray Light Blue
Retired But Not Expired T-Shirt
63 reviews
$ 27.95
Navy
Island Reef Green
Lagoon Blue
Tiki Man Radio The Chocolate Bar T-Shirt
No reviews
$ 27.95
Black
Conch Republic Key West T-Shirt
3 reviews
$ 27.95
Navy
Flo Blue
Sale
I'm Just Full of Sunshine And Whiskey - ORGANIC USA MADE TEE
1 review
$ 19.95
Regular price
$ 40.00
Sale price
Save $ 20.05
Olive
Cabana Boy Training Academy Vintage Art T-Shirt
45 reviews
$ 27.95
Island Reef Green
Flo Blue
I'm Her Cabana Boy T-Shirt
5 reviews
$ 27.95
Island Reef Green
Flo Blue
I'm The Cabana Boy STAFF T-Shirt
570 reviews
$ 29.95
Island Reef Green
Chambray Light Blue
Lagoon Blue
Working on my Bucket List T-Shirt
23 reviews
$ 29.95
Navy
Felicia Be Your Own Flamingo T-Shirt
12 reviews
$ 27.95
Island Reef Green
Tiki Man Radio What Could Possibly Go Wrong? T-Shirt
6 reviews
$ 27.95
Lagoon Blue
Black
Navy
Life Is Better In Flip Flops T-Shirt
10 reviews
$ 27.95
Navy
Flo Blue
Lagoon Blue
I'm Not Waiting Til 5 Parrot T-Shirt
320 reviews
$ 29.95
Lagoon Blue
Navy
Island Reef Green
Livin On Key West Time Howard Livingston T-Shirt
27 reviews
$ 27.95
Ocean White
Flo Blue
Island Reef Green
Lagoon Blue
Sale
Mystery Bag Hoodie
7 reviews
$ 25.00
Regular price
$ 45.00
Sale price
Save $ 20.00
Sale
Cabana Boy T-Shirt Package Deal His & Hers
284 reviews
$ 49.95
Regular price
$ 54.95
Sale price
Save $ 5.00
I'm The Cabana Boy T-Shirt
2377 reviews
$ 29.95
Island Reef Green
Lagoon Blue
Chambray Light Blue
Flo Blue
Island Jay's Freaky Tiki Beach Shack & Bar T-Shirt
43 reviews
$ 29.95
Navy
Lagoon Blue
Flo Blue
Where is my Cabana Boy T-Shirt
30 reviews
$ 27.95
Flo Blue
Sale
Mystery Bag Men's T-Shirt
24 reviews
$ 12.00
Regular price
$ 27.95
Sale price
Save $ 15.95
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Men's Beach T-Shirts from $9.99