A turquoise crewneck sweatshirt shown from the back, featuring a large colorful graphic print with the text 'I'm The Cabana Boy' and a tropical resort illustration.
A bright turquoise crewneck sweatshirt with a small graphic on the left chest reading '2024 Texas A&M Aggies Champion' with a red soccer ball, shown on a plain white background.
A turquoise crewneck sweatshirt shown from the back, featuring a large, colorful graphic print on the center back with the text 'I'm The Cabana Boy' and a tropical resort illustration.
A turquoise crewneck sweatshirt with a small 'Tucson Champion' graphic on the left chest, displayed flat against a solid white background.
A light pink crewneck sweatshirt shown from the back, featuring a large, colorful graphic print on the upper back with palm trees, red hibiscus flowers, and the text 'Tiki Cabana Boy Official Resort Staff'.
A light pink crewneck sweatshirt with a small graphic on the left chest reading 'Bloomer's Not Crying' in a retro font above a red rose, shown on a plain white background.
A white crewneck sweatshirt shown from the back, featuring a large, colorful graphic print with palm trees, red hibiscus flowers, and a resort illustration with the text 'JAZZ AT THE CABANA BOY'.
A white crewneck sweatshirt with a small graphic on the left chest featuring the text 'Terry's Coffee Shop' in a retro font above a red rose, displayed on a clean white background.
A navy blue crewneck sweatshirt shown from the back, featuring a large, colorful graphic print with the text 'I'm The Cabana Boy' and tropical illustrations including palm trees, hibiscus flowers, and a beach house.
A navy blue crewneck sweatshirt with a small graphic on the left chest reading 'The Cleanest Country' in yellow and red with a red flower, displayed on a solid white background.
A black crewneck sweatshirt shown from the back, featuring a large, colorful graphic print with the text 'I'm The Cabana Boy' and tropical resort-themed illustrations.
A black crewneck sweatshirt with a small graphic on the left chest reading 'Welcome to the Countryside' in a retro font, accented with a red flower, shown on a plain white background.
A light heather gray crewneck sweatshirt shown from the back, featuring a large, colorful graphic print of a tropical cabana resort with palm trees, red hibiscus flowers, and the text 'I'M THE CABANA BOY'.
A light heather gray crewneck sweatshirt with a small graphic on the left chest featuring the words 'Buckeye County' in a stylized font above a red rose, shown on a plain white background.
A light blue crewneck sweatshirt shown from the back, featuring a large colorful graphic print with palm trees, red hibiscus flowers, a beach resort scene, and the text 'I'm The Cabana Boy' and 'Official Resort Staff'.
A bright blue crewneck sweatshirt with a small 'Tucson, Arizona Champion' graphic on the left chest, displayed on a clean white background.
A red crewneck sweatshirt shown from the back, featuring a large, colorful graphic print with palm trees, red hibiscus flowers, a beach scene, and the text 'I'm The Cabana Boy' and 'Official Resort Staff'.
A red crewneck sweatshirt with a small graphic on the left chest reading 'Fighting Cheer Boy' with a red soccer ball, shown on a plain white background.
A light blue crewneck sweatshirt shown from the back, featuring a large, colorful graphic print with palm trees, red hibiscus flowers, and a beach resort illustration with the text 'I'm The Cabana Boy' and 'Official Resort Staff'.
A light blue crewneck sweatshirt with a small graphic on the left chest featuring a red rose and the text 'BLOOMING GEMSTONE UNIVERSITY'.
A beige crewneck sweatshirt shown from the back, featuring a large, colorful graphic print of a tropical cabana resort with palm trees, red hibiscus flowers, and the text 'J'MY THE CABANA BOY'.
A beige crewneck sweatshirt with a small graphic on the left chest featuring the text 'BLOOMING CHERNY' and a red rose, displayed on a clean white background.
A bright green crewneck sweatshirt shown from the back, featuring a large, colorful graphic print with the text 'I'm The Cabana Boy' and tropical resort-themed illustrations.
A bright green crewneck sweatshirt with a small graphic on the left chest reading 'Hunting Camp 2024' with a red poppy flower, shown on a plain white background.
An orange crewneck sweatshirt shown from the back, featuring a large graphic print with the text 'I'm The Cabana Boy' and a tropical resort illustration.
A bright orange crewneck sweatshirt with a small graphic on the left chest reading 'Former Champions' with a soccer ball, shown on a plain white background.
A bright pink crewneck sweatshirt shown from the back, featuring a large colorful graphic print with palm trees, a beach resort illustration, and the text 'I'm The Cabana Boy' and 'Official Resort Staff'.
A bright pink crewneck sweatshirt with a small graphic on the left chest reading 'Bloomer Alley' with a red flower illustration, displayed on a clean white background.
A purple crewneck sweatshirt shown from the back, featuring a large, colorful graphic print with the text 'I'm The Cabana Boy' and a tropical resort illustration.
A purple crewneck sweatshirt with a small graphic on the left chest reading 'Proudly Colorful California' in yellow and red with a red flower, displayed on a clean white background.

I'm The Cabana Boy Resort Sweatshirt

$ 33.95 Regular price
/

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 Sweatshirt

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.

Sweatshirt Details:

Available in 5 Stocked Colors and 8 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.

  • 8-ounce, 50/50 cotton/poly NuBlend® pill-resistant fleece
  • 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

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 Sweatshirt

  • 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


    Recently viewed