Welcome to the 30th Annual Key West Paddle Classic!
As a Favorite Destination Race, we offer one of the largest paddle categories on the East Coast!
The Key West Paddle Classic is officially ON for May 8th, 2027!
We’re excited to announce our new partnership with: Beachside Resort & Residences + Blue Flamingo Hotel
The event will be hosted start and finish right here at Beachside and official after parties at Blue Flamingo Hotel!
New location, same awesome race. This one’s going to be epic.
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 29th year in 2026! 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 RunSignUp. Expect nothing different! An affordable race, a challenging course, and great stories of our paddle experience together on the water!
RACE INFO - Follow us HERE for updates!
https://www.facebook.com/KeyWestClassic/
DATE: MAY 8, 2027
FEES ARE NON-REFUNDABLE - Please plan accordingly.
PRICING:
May 2025 Registration: $65
Pricing will increase $10 per month until race day.
HOTEL BOOKING:
Room Rates at Blue Flamingo
ONE KING BED: $229 PER NIGHT
Rates do not include current city and state taxes totaling 12.5%. Tax rates are subject to change at any time based on government regulation.
BLUE FLAMINGO LINK
Room Rates at Hilton Garden Inn Key West:
TWO QUEEN BEDS: $249 PER NIGHT
Rates do not include current city and state taxes totaling 12.5%. Tax rates are subject to change at any time based on government regulation.
HILTON GARDEN LINK
Room Rates at Beachside:
Standard Rooms $239 Per Night
One Bedroom Suite Resort View $339 Per Night
One Bedroom Suite Water View $379 Per Night
Three Bedroom Suites $699 Per Night
Rates do not include current city and state taxes totaling 12.5%. Tax rates are subject to change at any time based on government regulation.
TO BOOK:
Hotel Directly - Call to make their reservations 305-296-8100 use Key West Paddle Classic as the group name
Link to Book - Complete the form use Key West Paddle Classic as the group name in the form, they will get a confirmation by email from BRIGHTWILD with in 24 hours.
Guests will need to book prior to Monday April 13, 2026 and identify Key West Paddle Board Classic and dates of the event. Room Rates at Fairfield Inn Key West:
KING BED: $264 PER NIGHT
Rates do not include current city and state taxes totaling 12.5%. Tax rates are subject to change at any time based on government regulation.
FAIRFIELD INN LINK
May 08, 2027
Distance — 12 Miles
Type — Water sports
06:00
$65.00
May 08, 2027
Distance — 12 Miles
Type — Water sports
06:00
$65.00
May 08, 2027
Distance — 12 Miles
Type — Water sports
06:00
$65.00
May 08, 2027
Distance — 12 Miles
Type — Water sports
06:00
$65.00
May 08, 2027
Distance — 12 Miles
Type — Water sports
06:00
$65.00
May 08, 2027
Distance — 12 Miles
Type — Water sports
06:00
$65.00
May 08, 2027
Distance — 12 Miles
Type — Water sports
06:00
$65.00
May 08, 2027
Distance — 12 Miles
Type — Water sports
06:00
$65.00
May 08, 2027
Distance — 12 Miles
Type — Water sports
06:00
$65.00
These values represent the 3-year monthly averages for May in Key West.
Learn more about the host city, Key West.
Key West, in the Florida Keys, is a city and an island of the same name. It is the county seat of Monroe County and is considered the southernmost city in the continental United States.
Read more launchRead what other athletes have to say about their experience at the Key West Paddle Classic 2027.
Be the first to share your experience with the community!
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