Three holiday-themed shirts with palm tree designs and promotional text on a colorful background.

Holiday Designs Have Arrived!

...with more on the way

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Check Out Our Favorite Collections

I'm The Cabana Boy T-Shirt Island Reef
Short Sleeve T-Shirts
Women's V-Neck
Women's V-Necks
New Long Sleeve Shirts
Long Sleeve Shirts
Sweatshirts
Sweatshirts
Warm beach hoodies for those chilly beach days. Shop for unique designs and cozy nights at your favorite beach destination
Hoodies
Mens Beach Tank Tops
Men's Tank Tops
beach inspired caps, fedoras, safari hats, and visors with unique designs.
Beach Caps & Hats
Aprons
Aprons
tote bags and beach bags
Totes
Starfish & Turtle Seedbead Bracelet
Jewelry & Accessories

Island Jay's Featured Collection of the Week

Retired But Not Expired with New Design!

20%
White sweatshirt with a colorful graphic and text 'Retired But Not Expired' on a white background
Retired But Not Expired Tikiman Sweatshirt
$ 27.16 $ 33.95 Save $ 6.79
20%
Black hoodie with a colorful graphic and text on a white background
Retired But Not Expired Tiki Man Hoodie
$ 36.76 $ 45.95 Save $ 9.19
20%
Navy blue long-sleeve shirt with a retirement-themed graphic on a white background
Retired But Not Expired Tiki Man Long Sleeve Shirt
$ 31.80 $ 39.75 Save $ 7.95
20%
Green apron with a embroidered design on a white background
Retired But Not Expired Tiki Man Full-Length Apron
$ 23.16 $ 28.95 Save $ 5.79
20%
Black hoodie with a tropical graphic and 'Retired But Not Expired' text on a white background
Retired But Not Expired Hoodie
$ 36.76 $ 45.95 Save $ 9.19
20%
green apron with retired but not expired design on it
Retired But Not Expired Full-Length Apron
$ 23.16 $ 28.95 Save $ 5.79
20%
Turquoise sweatshirt with "Retired But Not Expired" design
Retired But Not Expired Sweatshirt
$ 27.16 $ 33.95 Save $ 6.79
20%
Retired But Not Expired T-Shirt Navy
Retired But Not Expired T-Shirt
$ 23.16 $ 28.95 Save $ 5.79
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13 products

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I'm The Cabana Boy T-Shirt Island Reef
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Women's 'Life is Better in Flip Flops' V-Neck T-Shirt
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I'm The Cabana Boy - Satisfying My Wife & Her Friends T-Shirt natural
I'm The Cabana Boy® - Satisfying My Wife & Her Friends T-Shirt (Sunset)
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Navy blue sweatshirt with 'The Beach is my Happy Place' text and graphics on a white background
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Women's Drinks Well With Others V-Neck T-Shirt
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Mint Green t-shirt with 'I'm The Cabana Boy' graphic design featuring a woman with a cocktail.
Men's I'm The Cabana Boy® Training Academy Vintage Art T-Shirt
$ 28.95
20%
Retired But Not Expired T-Shirt Navy
Retired But Not Expired T-Shirt
$ 23.16 $ 28.95 Save $ 5.79
USA Flag & Palms T-Shirt White
USA Flag & Palms T-Shirt
$ 28.95
Mint green t-shirt with a colorful graphic and text reading "Living On Key West Time".
Livin On Key West Time Howard Livingston T-Shirt
$ 28.95
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356 products

New Product Spotlight

20%
Red apron with colorful graphic design on a white background
Felicia The Flamingo Deck The Palms Full-Length Apron
$ 23.16 $ 28.95 Save $ 5.79
20%
Felicia Deck The Palms Tote Beach Bag
$ 15.96 $ 19.95 Save $ 3.99
20%
Red tote bag with Christmas-themed design featuring a flamingo and tree on a white background
Felicia Flockin' Around The Christmas Tree Tote Beach Bag
$ 15.96 $ 19.95 Save $ 3.99
20%
Red apron with a Christmas-themed design on a white background
Felicia The Flamingo Flockin' Around the Christmas Tree Full-Length Apron
$ 23.16 $ 28.95 Save $ 5.79
20%
Pink hoodie with Christmas-themed design on a white background
Felicia The Flamingo Flockin' Around The Christmas Tree Hoodie
$ 36.76 $ 45.95 Save $ 9.19
Navy blue t-shirt with a circular graphic design on a white background
Retired But Not Expired Tiki Man T-Shirt
$ 28.95
20%
Black t-shirt with Halloween-themed design of a pumpkin on a beach.
Halloween Is Better On The Beach V-Neck
$ 24.76 $ 30.95 Save $ 6.19
20%
Black t-shirt with Halloween-themed design featuring a pumpkin, palm tree, and beach scene on a white background.
Halloween Is Better On The Beach T-shirt
$ 23.16 $ 28.95 Save $ 5.79
20%
Black hoodie with Halloween design featuring a palm tree and beach scene on a white background
Halloween Is Better On The Beach Hoodie
$ 36.76 $ 45.95 Save $ 9.19
20%
White hoodie with 'Deck the Palms' graphic design on a white background
Felicia The Flamingo Deck The Palms Holiday Hoodie
$ 36.76 $ 45.95 Save $ 9.19
20%
White sweatshirt with 'Deck the Palms' graphic design featuring cartoon characters on a white background
Felicia The Flamingo Deck The Palms Holiday Sweatshirt
$ 27.16 $ 33.95 Save $ 6.79
20%
Pink sweatshirt with a Christmas-themed graphic on a white background
Felicia Flockin' Around The Christmas Tree Sweatshirt
$ 27.16 $ 33.95 Save $ 6.79
Pink sweatshirt with 'Mermaid Hair Don't Care' text and mermaid graphic on a white background
Mermaid Hair Don't Care Sweatshirt
$ 33.95
20%
Halloween Is Better On The Beach Sweatshirt
$ 27.16 $ 33.95 Save $ 6.79
20%
Retired But Not Expired Tiki Man Beach Bag/Tote
$ 15.96 $ 19.95 Save $ 3.99
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294 products
Navy blue sweatshirt with 'He's my Cabana Boy' text and flower design on a white background
Turquoise sweatshirt with 'He's my Cabana Boy' text on a white background
Mint green sweatshirt with 'He's my Cabana Boy' text and flower design on a white background
Pink sweatshirt with 'He's my Cabana Boy' text and flower design on a white background
Gray sweatshirt with 'He's my Cabana Boy' text and flower graphic on a white background
Blue sweatshirt with 'He's my Cabana Boy' text on a white background
Red sweatshirt with 'He's my Cabana Boy' text on a white background
Light blue sweatshirt with 'He's my Cabana Boy' text and flower design on a white background
Beige sweatshirt with 'He's my Cabana Boy' text and pink flower on a white background
Green sweatshirt with 'He's my Cabana Boy' text and flower design on a white background
Purple sweatshirt with 'He's my Cabana Boy' text and flower design on a white background
Navy blue sweatshirt with 'He's my Cabana Boy' text and flower design on a white background
Turquoise sweatshirt with 'He's my Cabana Boy' text on a white background
Mint green sweatshirt with 'He's my Cabana Boy' text and flower design on a white background
Pink sweatshirt with 'He's my Cabana Boy' text and flower design on a white background
Gray sweatshirt with 'He's my Cabana Boy' text and flower graphic on a white background
Blue sweatshirt with 'He's my Cabana Boy' text on a white background
Red sweatshirt with 'He's my Cabana Boy' text on a white background
Light blue sweatshirt with 'He's my Cabana Boy' text and flower design on a white background
Beige sweatshirt with 'He's my Cabana Boy' text and pink flower on a white background
Green sweatshirt with 'He's my Cabana Boy' text and flower design on a white background
Purple sweatshirt with 'He's my Cabana Boy' text and flower design on a white background

He's My Cabana Boy Sweatshirt

$ 33.95
/

He's My Cabana Boy Sweatshirt

Let the shirt do the talking while he does the fetching.

Sweatshirt Details:

Available in 4 Stocked Colors and 7 Special Order Colors from the Jerzees brand of premium apparel. Special order colors are priced +$6 higher due to their limited availability and our special order need from the distributor.

SPECIAL ORDER COLORS ARE: Light Blue, Columbia Blue, Burnt Orange, Sandstone, True Red, Deep Purple, Neon Pink, and Kelly Green (not all colors work with each design, so some colors may not be shown). Special order colors take longer to receive because we have to order them special, receive them, then produce and ship them. This can add 2-4 days to our shipping time, but wow those colors are worth the wait!

Unisex Sweatshirt sizing based on t-shirt sizes. If it does not fit, no worries, we offer 90 day exchanges.

For Ladies sizing, order a size down. Example, if you are a lady Parrothead that normally wears a Large Ladies T-Shirt, select a Medium Sweatshirt. If you wear an XL Ladies T-Shirt, select a Large Sweatshirt.

For Men's or Unisex sizing, order by normal t-shirt sizing. If you wear a Men's or Unisex XL T-Shirt, order an XL Sweatshirt.

    • Oxford is 48/52 cotton/polyester
    • Pre-shrunk
    • NuBlend pill-resistant fleece
    • High-stitch density for a smooth printing canvas
    • Seamless body with set-in sleeves
    • 1x1 ribbed collar, cuffs and waistband with spandex
    • Double-needle stitched collar, armholes, and waistband
    • Concealed seam on cuffs
    • Quarter-turned
    • Tear away label

This product meets the following Sustainable Style subcategories:

Sustainable Manufacturing

Socially Conscious Manufacturing

Responsible Mindset

Color
Size

Limited Stock - Get 'em While we have 'em!

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from 28701 reviews
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The quality and craftsmanship shines through! Customer service support is fantastic.

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Love my sweatshirt

I’m a very happy repeat customer

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Absolutely LOVE this tee shirt!!! This is my families “motto” so I couldn’t believe I found it on one of y’all’s tee shirts AND sweatshirts!!! I love ALL of your merchandise!!!! Will continue to order!!!!!

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Shirt and Hat

Love them both. As always it’s been a pleasure dealing with Island Jay

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Linda C.
PERFECTION !

This is an appropriate gift for a hard to buy for friend! Last winter, Pittsburgh's weather certainly did suck!

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Karen
Great Quality!!

I have been ordering from Island Jay for years. LOVE everything I have! Years later still in great shape!!

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Chris
Just Chillin!

Love my new sweatshirt!!

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I'm The Cabana Boy® STAFF T-Shirt
Judy Stronach
Recent Order and Shipment

I was very happy that Island Jay is around again. I had a great experience with my order and the delivery time. Arrived much sooner that I had anticipated.

I'm The Cabana Boy® STAFF T-Shirt
Livin On Key West Time Howard Livingston T-Shirt
Jim Orlowski
Great Items For The Beach Goer

Have purchased several clothing/jewelry items. Always good quality and quick shipping. Highly recommend

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Women's Felicia Be Your Own Flamingo V-Neck T-Shirt
Kathy Slabaugh
Happy Place

Love the softness and I've already received compliments on it

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John
Loving the new hat!

Comfortable hat, easy ordering, fast delivery and overall great customer service.

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Linda Anderson
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True to size, good quality, bright colors. A fun shirt to wear.

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Mark Stuckie
Consistently good quality

I’ve bought two shirts from Island Jay and the actual shirts are good quality and the prints are great. Not a cheap shirt.

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I'm The Cabana Boy® Long Sleeve Shirt
Lorraine Morton
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Very pleased with the quality of the T-shirts. They hold their shape and color wash after wash!

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Ken Grosser
So Glad Island Jay is Back

Always a good fit, quality material and workmanship.
The only suggestion is to work on a better shipping strategy. I’m really frustrated with customs constantly swiping the rum! 🍹
😎😎😎

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