A turquoise blue hoodie shown from the back, featuring a large, colorful graphic print with palm trees, hibiscus flowers, a beach bar scene, and the text 'I'M THE CABANA BOY' and 'OFFICIAL RESORT STAFF'.
A turquoise blue pullover hoodie with a small colorful graphic on the left chest, displayed flat against a plain white background.
A mint green pullover hoodie shown from the back, featuring a large, colorful retro graphic print with palm trees, hibiscus flowers, cocktails, and the text 'I'M THE CABANA-BOY' and 'OFFICIAL RESORT STAFF'.
A mint green pullover hoodie with a small colorful graphic on the left chest, displayed flat against a plain white background.
A light pink pullover hoodie shown from the back, featuring a large, colorful graphic print of a tropical resort scene with palm trees, hibiscus flowers, cocktails, and the text 'I'M THE CABANA BOY' and 'OFFICIAL RESORT STAFF'.
A light pink pullover hoodie with a small graphic on the left chest featuring a red rose and the text 'The Best Way to Cowboy' in stylized lettering, displayed on a clean white background.
A white pullover hoodie shown from the back, featuring a large, colorful retro-style graphic print with palm trees, hibiscus flowers, a resort building, and the text 'I'M THE CABANA-BOY' and 'OFFICIAL RESORT STAFF'.
A white pullover hoodie with a small red and yellow graphic on the left chest, displayed on a clean white background.
A black pullover hoodie shown from the back, featuring a large graphic print with the words 'ISLAND JAY' in red, a vintage airplane over a tropical sunset, and a banner reading 'Find Your Purpose'.
Black hoodie with skull design and 'Unknown Tattoo Co.' text on a white background
A black pullover hoodie shown from the back, featuring a large, colorful graphic print with the text 'I'm The Cabana Boy' and tropical resort-themed illustrations.
Black hoodie with skull design and 'Unknown Tattoo Co.' text on a white background
A light heather gray hoodie shown from the back, featuring a large, colorful graphic print of a tropical resort scene with palm trees, hibiscus flowers, cocktails, and the text 'I'M THE CABANA BOY' and 'OFFICIAL RESORT STAFF'.
A turquoise pullover hoodie with a small 'Island Air Transportation' graphic printed on the left chest, displayed on a clean white background.
A light blue hoodie shown from the back, featuring a large, colorful graphic print with the text 'I'M THE CABANA BOY' and tropical resort-themed artwork including palm trees, hibiscus flowers, a cabana, and cocktails.
A light blue pullover hoodie with a small multicolor graphic on the left chest, displayed on a clean white background.
A red pullover hoodie shown from the back, featuring a large, colorful graphic print with tropical elements, palm trees, hibiscus flowers, and the text 'I'M THE CABANA BOY' and 'OFFICIAL RESORT STAFF'.
Black hoodie with skull design and 'Unknown Tattoo Co.' text on a white background
A light blue hoodie shown from the back, featuring a large, colorful retro-style graphic print with palm trees, hibiscus flowers, a beach scene, and the text 'I'M THE CABANA BOY' and 'OFFICIAL RESORT STAFF'.
A light blue pullover hoodie with a small red and yellow graphic on the left chest, displayed on a clean white background.
A beige hooded sweatshirt shown from the back, featuring a large colorful graphic print with palm trees, hibiscus flowers, a beach resort scene, and the text 'I'm The Cabana-Boy' and 'Official Resort Staff'.
A light beige pullover hoodie with a small red and yellow graphic on the left chest, displayed against a solid white background.
A green pullover hoodie shown from the back, featuring a large, colorful retro-style graphic print with the text 'I'M THE CABANA BOY' and tropical beach illustrations.
Black hoodie with skull design and 'Unknown Tattoo Co.' text on a white background
An orange pullover hoodie shown from the back, featuring a large, colorful graphic print with the text 'I'M THE CABANA BOY' and tropical resort-themed illustrations.
A heather orange pullover hoodie with a small graphic logo on the left chest, displayed flat against a solid white background.
A bright pink pullover hoodie shown from the back, featuring a large colorful graphic print with palm trees, tropical drinks, flowers, and the text 'I'M THE CABANA BOY' and 'OFFICIAL RESORT STAFF'.
A bright pink pullover hoodie with a small graphic on the left chest featuring a red rose and the text 'Cleveland Cleaners'.
A black pullover hoodie shown from the back, featuring a large graphic print with the words 'ISLAND JAY' in red, a vintage airplane over a tropical sunset, and a banner reading 'Find Your Purpose'.
Black hoodie with skull design and 'Unknown Tattoo Co.' text on a white background
An orange heather pullover hoodie shown from the back, featuring a large colorful graphic print with palm trees, hibiscus flowers, a beach bar scene, and the text 'I'M THE CABANA BOY' and 'OFFICIAL RESORT STAFF'.
An orange pullover hoodie with a small multicolor crest graphic on the left chest, displayed on a clean white background.

I'm The Cabana Boy Resort Hoodie

$ 45.95 Regular price
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Color
Size

Many of our pullover hoodies, zip hoodies, and sweatshirts are unisex sized, including this one.

Helpful Tips
Women can order one size down from your women's tee size for a good fit with some bagginess.
Example: If you wear our tees in a size womens XL, then we suggest selecting a hoodie or sweatshirt in size L.

Men can order the same men's size tee they wear now.

We securely accept: Visa, Mastercard, Discover, American Express, PayPal, Apple Pay, & Google Pay.

Processing Time: Island Jay prints, packs, and ships your orders from Florida usually within 4 business days.

Special Order Colors: We are testing special order colors with some product lines (long sleeve shirts are first).  These orders may take an additional 2-4 days to produce and ship.

Free or Ground Shipping:  Orders with free shipping or ground shipping will arrive about 5-10 days after your order is placed.

"Get It Faster" Shipping: Your order will be processed faster & will ship with Priority Mail. It will arrive 3-6 days after your order is placed (depending on your location-we ship from Tampa Florida).  Please note that for Special Order Colors - the production time is 2-4 days longer than stocked colors.

You can reach Island Jay by email at:

90 Day Returns: Island Jay offers a 90 day return policy for a refund or exchange.

Free Returns/Exchanges: If you need to make a return or exchange within the USA, there is no restocking fee or return charge, simply:

1) Email us at support@islandjay.com what you would like to return and why you want to return it (we like to understand why our products haven't met your needs)

2) Send the order back and we will exchange the item or refund the price of the items ordered (not including shipping). 

Ship the return to:

Island Jay

8631 Stone Run Court

Town 'N' Country, FL 33615


I'm The Cabana Boy Resort Hoodie

Step into the golden age of poolside service with Island Jay’s I’m The Cabana Boy design.

Cocktails, towels, lotion application and personal services—this dependable resort professional keeps every vacation running smoothly.

Richly illustrated in the style of classic 1950s resort advertising, the artwork combines old-school luxury with a playful wink.

Wear it at the beach, pool, cruise or resort, and pair it with Where Is My Cabana Boy? when the staff and guest are traveling together.

Hoodie Details:

Available in 6 Stocked Colors and 9 Special Order Colors from the Jerzees brand of premium apparel. Special order colors are priced +$7 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 Hoodie 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 Hoodie. If you wear an XL Ladies T-Shirt, select a Large Hoodie.

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 Hoodie.

8-ounce, 50/50 cotton/poly NuBlend® pill-resistant fleece2-ply hood with grommets and matching drawcordPouch pocketSeamless body with set-in sleeves1x1 ribbed collar, cuffs and waistband with spandexDouble-needle stitched collar, armholes, and waistband

This product meets the following Sustainable Style subcategories:

Sustainable Manufacturing

Socially Conscious Manufacturing

Responsible Mindset


About the fit of our I'm The Cabana Boy Resort Hoodie

  • The relaxed fit is not skin tight and is for everyday wear. The shirt is stitched well and will hold up wash after wash. Click the size chart above to find your best fit.
  • The prints are vivid and have a soft feel to them.

How to care for your Island Jay Shirt:

  • Wash cold and hang dry. That's it!
  • We both know you are not going to hang dry this tee, so tumble dry low and it should be good.
  • You turned the dryer on high, didn't you? It will be fine if you do this from time to time. 
  • If you ever decide to iron your shirt (Trying hard not to laugh as I type this), be sure to iron it inside out.

    Island Jay: Your One-Stop Destination for Relaxation

    Island Jay: Your One-Stop Destination for Relaxation

    As the Chief Relaxation Officer, my goal is to help you embrace the beach lifestyle and find peace and tranquility in your everyday life.

    Our collection of beach products is carefully curated to help you bring the essence of paradise into your home. But at Island Jay, we believe in more than just shopping. That's why we encourage you to explore our blog posts and social media pages, where you'll find inspiration and advice on how to live the beach life.

    So why wait? Take a 60-second break from reality and come back to Island Jay. Whether you're shopping for beach products or just looking for a moment of peace and relaxation, you'll find what you need to "Relax Your Life" here.

    Yours in tropical relaxation,
    Island Jay


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