Be Legendary

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… and have been impressed with the good nature of the people, the thriving art and creative communities, the water… and all that comes with the gorgeous, endless playground and the vibrant colors… particularly as the sun sets in the west.

We invite you to Shop Our Collection.

The Journey Is The Destination

Sooo… who are we… a group of people that give a damn, are passionate, demand quality in all aspects of our business, are engaged in life… and in some small way want to motivate you to look at how you live your life and to feel good in our brand.

Explore with us. It’s a journey… and a beautiful one.

Our Backstory The Fellas

Rum Guide Featured

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A listing of our favorite Caribbean Rums, history, fun facts, awards, recipes and much more...

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Our Journal 4.20.18

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Conch Republic Independence...Backstory
Key West started appearing on European maps and documents in the mid-1600’s. It wasn’t until 1819...

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Shot Of The Day

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When we are there, in the sun...in this gorgeous slice of the world, we change.

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Cool Videos

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Our Reviews

Check out what everyone is saying about the Madda Fella brand, and our fine line of accessories and clothing.

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The Castaway Collection

Click any image to shop an item or a collection.

Escape the world in our Castaway shirt-slightly oversized, like a beach bum’s vintage pullover with a polished twist. Throw on after a dip in the ocean or layer over a soft T-shirt on a breezy night.
Size:
  • S
  • M
  • L
  • XL
  • XXL
Color:
  • Chocolate/White Stripe
  • India Ink/White Stripe
  • Khaki/White Stripe
  • Mineral Red/White Stripe

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Castaway Shirt

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Throw on after a dip in the ocean or layer over a soft t-shirt on a breezy night.

  • 100% double-brushed cotton
  • Heavy garment wash applied for maximum comfort
  • Button-cuff long sleeves, crew collar with four-button placket, and understated breast pocket
  • Embroidered swordfish at the back nape
No matter what the tide brings, our hoodies are up for the task. Sport these laid back looks on your next off-shore adventure, travel day or lazy afternoon.
Size:
  • XS
  • S
  • M
  • L
  • XL
  • XXL
Color:
  • India Ink/White
  • Charcoal/India Ink

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Castaway Hoodie

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Sport this laid-back look on your next off-shore adventure, travel day, or lazy afternoon.

  • 100% double-brushed cotton
  • Yarn dyed, with heavy garment wash
  • No logo reflected outside of label
  • 4 button chest and one button sleeve plackets
Get on island time with our Linen Beach Pants, Castaway and Buccaneer Cargo Shorts. Comfortable and lightweight, they are the perfect compliment to sun-kissed shores or a picture perfect day at sea.
Size:
  • S
  • M
  • L
  • XL
  • XXL
Color:
  • India Ink

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Castaway Drawstring Short

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This short will be your go-to on those days you want to let the world just slide on by.

  • 100% cotton
  • Heavy pre-wash for maximum comfort
  • 10” inseam, drawstring tie at belt line
  • Two patch pockets
Our laid back,comfortable and relaxed Chambray and Striped Linen Shirts embody the island attitude. Handsome and versatile, these shirts are ready for any adventure that comes your way.
These will become your new “old favorites” with a lived in feel and a great fit. Made of 100% cotton with a vintage wash for ultimate softness.
Size:
  • S
  • M
  • L
  • XL
  • XXL
Color:
  • Coral

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Long Sleeve Excursion - Adventure Print

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Embrace the adventure spirit! Long sleeve with vintage seaplane graphic and "Adventure is worthwhile in itself". 

  • 100% cotton
  • Pre-washed for softness and maintains sizing
  • Rib trim on collar and cuffs
Size:
  • S
  • M
  • L
  • XL
  • XXL
Color:
  • Canyon Clay
  • Citadel

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Oil Wash Henley

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We've created a fresh look on the Henley, capturing the faded look and feel of our popular oil washed tee's and styled for summer time comfort. Instant classic built from 100% cotton, The Oil Wash Henley can be a perfect base garment or worn as-is.

  • 100% cotton, oil washed for that aged, desirable look
  • Stylized, lived-in look and feel that’s perfect for a Tee
  • Machine wash for your convenience

Very soft, with warm colors and “ready-now” look.