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Downwindapalooza 2025

Sun December 7, 2025 Marathon, FL 33050-6024 US Directions

Events

PRO DIVISION

$149 9:00AM EST Registration ends December 6, 2025 at 11:59pm EST

NOT SO PRO TEAM DIVISION

$75 9:00AM EST Registration ends December 6, 2025 at 11:59pm EST

Race Website

Additional race information can be found at https://www.floridakeyswatermancompany.com/downwindapalooza.

Place

58182 Overseas Hwy
Marathon, FL US 33050-6024

Description

Calling all kiters and windsurfers! Embark on an epic 60 mile downwinder from Grassy Key to Key West. Not feeling the whole 60 miler? No problem, go for our 20 mile division to Veterans Park! Wind window is from December 7th to the 21st. Entry fee includes boat support, transportation, welcome cocktail party, after party, clinics, and more!


WIND WINDOW: DECEMBER 7 - 21 ​

DIVISIONS: KITESURF | WINDSURF

  • 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

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ENTRY FEE INCLUDES: Welcome Party, Boat Support, Downwinder Transportation, Afterparty, Swag Bag

PRO DIVISION $149 

  • Full 60 miles from Grassy Flats to Smathers Beach. Kitesurf or windsurf. 

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.

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DINNER + AFTERPARTY GRASSY FLATS​​​​

The ultimate island celebration under the glowing moon. Dance the night away with live music, savor tropical cocktails, and enjoy a delicious dinner. Don't miss out!

 

FINAL DAY: BORDER CROSS RACE + EXPRESSION SESSION

Race Contact Info

If you have any questions about this race, click the button below.

Directions

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