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The 28th Annual Key West Paddle Classic 2025

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The 28th Annual Key West Paddle Classic 2025

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Higgs Beach
1000 Atlantic Blvd
Key West, FL 33040
The 28th Annual Key West Paddle Classic 2025
 

Join Florida Keys Watermans Company as we celebrate taking over as hosts of the Key West Paddle Classic!  The event has a long history, originating in 1997 under the direction of Micheal O'Shaunessy, and is celebrating its 28th year in 2025! Lazy Dogs hosted the event from 2013-2024 and graciously passed the torch to us for this year!   

If you have been a regular and racing the event for years, we thank you for coming back!  If it is on your race ‘bucket’ list, well my friends, THIS IS YOUR YEAR!  

Registration is now open via PaddleGuru. Expect nothing different!  An affordable race, a challenging course, and great stories of our paddle experience together on the water!

 

Paddle Around Key West - 12 Mile open water 

Starting point is at Higgs Beach, Paddle South toward the Southernmost Point, through the Key West harbor, around the USCG base and under the Fleming Key Bridge. From here we cross the sailboat mooring field and paddle around Dredger's Key (Sigsbee) into Cow Key Channel which connects Key West and Stock Island.  Exit Cow Key Channel back out at the front side and continue past Smather's Beach and White St. Pier to return to Higgs Beach for the finish.

RELAY TEAMS ONLY

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  • A Guide to Tourist Development Tax for Home Rentals
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  • Community Calendar
  • Getting Here
  • Map & Places of Interest
  • Places to Stay >
    • Lodging Online Booking
  • Places to Dine
  • Things to Do >
    • The Florida Keys & Key West
  • Weddings
  • Sunset Times
  • New Residents Guide
  • Important Telephone Numbers
  • City of Key West >
    • Utilities
    • Disaster Preparedness Resources
  • Monroe County >
    • School/College Registration
    • Auto/Drivers License Info
    • Fishing/Hunting/Boating Licenses Info
  • Latest Community News
  • Job Listings >
    • Job Board
  • Why Join the Chamber >
    • Membership Application
    • Testimonials
    • Member Login
    • Membership Referral
  • Board of Directors >
    • How to Become A Board Member
  • Chamber Staff
  • Chamber Calendar
  • Advocacy >
    • Legislative Agenda >
      • Advocacy Request Form
    • Election Information
  • Committees
  • Chamber Resources >
    • Business Magazine Archive
    • Business Directory
    • Member Discounts and Affinity Programs
  • Awards >
    • Athena Award Nominations
  • Chamber News >
    • Cybersecurity and Ransomware
  • Photo Gallery
  • Blog
  • Contact Us
  • Tom Sawyer Five Star Program
  • Teacher Appreciation
  • Past Scholarship Award Winners
  • Scholarships