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Retreat in (island) Style

Your bags are practically packed with our Cruise In (Island) Style Collection. Bid farewell to the chill, and say hello to balmy sunshine, island excursions and new adventures.

SHOP THE CRUISE WEAR COLLECTION
RESORT WEAR Background texture

Retreat in (island) Style

Your bags are practically packed with our Cruise In (Island) Style Collection. Bid farewell to the chill, and say hello to balmy sunshine, island excursions and new adventures.

SHOP THE CRUISE WEAR COLLECTION
RESORT WEAR Background texture

Retreat in (island) Style

Your bags are practically packed with our Cruise In (Island) Style Collection. Bid farewell to the chill, and say hello to balmy sunshine, island excursions and new adventures.

SHOP THE CRUISE WEAR COLLECTION
RESORT WEAR Background texture

Retreat in (island) Style

Your bags are practically packed with our Cruise In (Island) Style Collection. Bid farewell to the chill, and say hello to balmy sunshine, island excursions and new adventures.

SHOP THE CRUISE WEAR COLLECTION
RESORT WEAR Background texture

Retreat in (island) Style

Your bags are practically packed with our Cruise In (Island) Style Collection. Bid farewell to the chill, and say hello to balmy sunshine, island excursions and new adventures.

SHOP THE CRUISE WEAR COLLECTION
Experience Background Texture
Compass KW to FL

Our roots run deep in Key West.

For the last decade, we’ve been fully immersed in the splendor of Key West. We’ve relished its recreational delights, embraced its vibrant communities, and cherished the warmth of its people. From the dynamic art scene to the expansive ocean vistas, Key West has woven its magic into our souls. Madda Fella is more than a brand; it’s a tribute to this paradise we call home. Our collections are born from the endless playground that is Key West and the breathtaking palette of colors that paints its skies, particularly as the sun dips below the horizon in the west.

We invite you to experience the Madda Fella brand at these four Key West destinations each within steps of each other and a stunning sunset.

Bid farewell to arctic temperatures.

When the season beckons for a shift in scenery. Our Cruise In (Island) Style Collection has got your back. When you’re on the high seas, you’ve got to be ready for anything so that means packing your bags with versatile gear. Whether you’re kicking back by the pool or exploring onshore, we’ve got you covered.

SHOP THE CRUISE WEAR COLLECTION SweatersSHOP LINEN SHORTS

Featured Item: THE ERNEST LINEN SHIRT

The shirt that’s as ready for anything as it’s namesake.

Whether you’re island hopping, going out to dinner, or hanging out to watch the sunset, this shirt is perfect for every occasion. Choose from subdued solids, or embrace your outward adventurous spirit with our accent prints. No matter your flavor, you’ll exude the inherent sophistication of this timeless linen classic.

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STAY COOL & SHOW YOUR PERSONALITY

Ernest Linen Shirt

Featuring Linen Accent Prints

We’ve taken our top-selling linen shirt and added bold accent prints to pair with your unique personality. Inspired by its namesake, the Ernest Linen button-down effortlessly blends casual simplicity with thoughtful design. Crafted from 100% soft Irish linen this shirt harmoniously integrates custom accent prints.

SHOP THE ERNEST LINEN SHIRT
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BEFORE YOU SAY BON VOYAGE, CHECK OUT OUR

Cruise Wear Buyers GUIDE

Our Cruise In (Island) Style Collection makes it easy to build a cruise-ready wardrobe that is as versatile as it is stylish.


SHOP THE CRUISE WEAR BUYERS GUIDE

Featured Item: TRUMAN LINEN SHORT

Timeless, effortless, and good looking.

These Truman Linen Shorts can take you anywhere. Soft and breathable, they are the perfect short for cruising the high seas. And with the vintage pre-wash, they’ll add that casual, lived in beach style to any look.

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AIRY AND QUICK-DRYING

Truman Linen Shorts

Imagine the timeless look of linen shorts so soft and comfortable past Presidents would wear them to the Oval Office if they could. Great for any setting, this classic style will complement your summer wardrobe. Paired with your favorite polo, linen shirt, or tee, our linen shorts will make a statement at the next casual gathering.

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Who’s behind our brand?

Our Brand originated from the beautiful surroundings of Key West. We’ve played, lived and fished in the area on and off for the past decade.

SEE WHAT INSPIRED US
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What makes a Madda Fella?

Like the place that inspires them, a Madda Fella raises a glass to the unpredictable and embraces the adventure in every day.

SEE WHAT IT TAKES
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Good ideas come when sipping rum.

Toast a great day and plan the next one over a glass. Our Rum Guide will take you from wet behind the ears to seasoned sipper in no time.

EXPLORE OUR RUM GUIDE
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In Key West? Stop in and Say Hello.

Want to check out our shop, or better yet our official Madda Fella Rum Bar next time you’re in Key West? Head on down to Ocean Key Resort at 0 Duval Street, and join us for a cold one.

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Shop The Shack.

Located a stone's throw from our Ocean Key location is our laid-back Sunset Pier Surf Shack, located, well you guessed it, at Sunset Pier.

SHOP THE SHACK ONLINE