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2025 RESULTS

MENS PRO

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WOMENS PRO

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MENS NOT SO PRO

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WOMENS NOT SO PRO

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MARATHON 2 KEY WEST
DOWNWINDER

CALLING ALL KITERS! EMBARK ON AN EPIC 60 MILE DOWNWINDER FROM GRASSY KEY TO KEY WEST. NOT FEELING THE WHOLE 60 MILER? NO PROBLEM, GO FOR THE 20 MILE DIVISION TO VETERANS PARK!

FOR THE FIRST YEAR WE ARE RUNNING THE RACE WITHOUT FOILING. WHILE ALL OF US HERE AT GRASSY FLATS LOVE FOILING, FOR THE FIRST YEAR WE HAVE TO TEST THE WATERS AND FLATS BEFORE ALLOWING FOILERS. BROUGHT TO YOU BY THE MONROE COUNTY TOURISM DEVELOPMENT COUNCIL

WIND WINDOW

NOVEMBER 29 - DECEMBER 14

DIVISIONS

MALE PRO

FEMALE PRO

MALE TEAM NOT SO PRO

FEMALE TEAM NOT SO PRO

NOT SO PRO TEAM SHORT COURSE:

20 MILES

GRASSY FLATS TO VETERANS MEMORIAL PARK

PRO DIVISION LONG COURSE:

60 MILES

GRASSY FLATS TO SMATHERS BEACH

ENTRY FEE 

INCLUDES WELCOME PARTY, BOAT SUPPORT, TRANSPORTATION, AFTERPARTY, SWAG BAG

PRO DIVISION $149 

FULL 60 MILES FROM GRASSY FLATS RESORT AND BEACH CLUB TO SMATHERS BEACH. 

SHORT COURSE TEAM DIVISION $150

2-PERSON BUDDY SYSTEM FROM GRASSY FLATS RESORT AND BEACH CLUB TO VETERANS MEMORIAL PARK.

$75 PER PERSON, MUST CROSS THE FINISH LINE WITH YOUR TEAMMATE.

DINNER + AFTERPARTY GRASSY FLATS

THE ULTIMATE ISLAND CELEBRATION UNDER THE GLOWING MOON. DANCE THE NIGHT AWAY WITH LIVE MUSIC, SAVOR TROPICAL COCKTAILS, AND ENJOY OUR DELICIOUS ISLAND-INSPIRED BITES. DON'T MISS OUT!

FINAL DAY

BORDER CROSS RACE + EXPRESSION SESSION

ROOM PACKAGES

INCLUDES:

 TWO NIGHT STAY, 2 DOWNWINDER ENTREES FRIDAY NIGHT WELCOME EVENT + AFTERPARTY FOR ALL

TWO-BEDROOM $1099

MAXIMUM 4 PEOPLE

THREE-BEDROOM $1399

MAXIMUM 6 PEOPLE

HUMIDOR KING SUITE $899

MAXIMUM 2 PEOPLE

GALLEON KING SUITE $999

MAXIMUM 2 PEOPLE

WRECKERS KING ROOM $699

MAXIMUM 2 PEOPLE

WRECKERS DOUBLE QUEEN ROOM $899

MAXIMUM 4 PEOPLE

SPONSORS

OCEAN SAFETY

STAY IN TOUCH

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