Key West Paddle Classic 2027
- Date
- May 8, 2027
- Distance
- OC-1 · OC-2 · Prone & more
From the Organizer
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 or Two Queen Bed: $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.
Room Rates at Hilton Garden Inn Key West:
One King Bed or 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.
Room Rates at Fairfield Inn Key West:
One King Bed: $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.
Room Rates at Beachside:
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.
Events
Weather
Typical Conditions
It's too far out for a forecast, so here's what weather on this date is normally like in the area. A race day forecast will replace this as race week approaches.
Typical High
85°
Typical Low
73°
Chance of Rain
24%
Based on US Climate Normals data from Key W Wfo.
Host City
About Key West, FL
Population
25,824
as of 2023
Elevation
3 ft
Nearest Airport
EYW
Key West International Airport · 1 mi
Major Hub
MIA
Miami International Airport · 127 mi
Time Zone
Eastern Time
From Endurance Grid
A mid-size host city. Enough lodging and amenities to keep race weekend easy, without big-city sprawl.
Race Location
Your Next Start Line
What Are You
Waiting For?
Every finish line starts with a single decision. Claim your spot at Key West Paddle Classic 2027, put it on the calendar, and turn “someday” into a start date.
334
Days to train
- Race
- Key West Paddle Classic 2027
- Date
- May 8, 2027
Coming Up
More Running races near Key West, FL
Rotary Club of Key West 4th of July 5K
5K
Less than a mile away
Hemingway 5K Sunset Run
5K
Less than a mile away
Parrots and Margaritas 5K Run/Walk
5K
Less than a mile away
Southernmost Half Marathon and 10K
Half Marathon · 10K
Less than a mile away
From Endurance Grid
About This Sport
Endurance Grid is here to help you understand the sport, decide if it's the right fit, and learn how to prepare. For course distances, logistics, and race-day specifics, always defer to the race organizer's event page.
With running, there's a distance for every fitness level, a community at every start line, and nothing beats the feeling of crossing a finish line you trained for.
Running is an endurance sport that rewards consistency, and showing up every week compounds in ways that will surprise you.
Running
From 5K to marathon, running races are the most accessible entry point into endurance sport. There's a distance for every fitness level and a community at every start line.
Frequently Asked Questions (FAQs)
- What is the Key West Paddle Classic 2027?
- Key West Paddle Classic 2027 is a running race held in Key West, Florida on May 8, 2027. It is one of the many endurance events listed on Endurance Grid, a multi-sport endurance event calendar covering running races, triathlons, HYROX, and more endurance sports across the United States. Find more running races near you or explore our sports guides to learn what race day actually feels like.
- When and where is the Key West Paddle Classic 2027?
- Saturday, May 8, 2027 in Key West, Florida at 3841 N Roosevelt Blvd, Key West, FL. Check the event page for exact start times and wave schedules.
- How do I register for the Key West Paddle Classic 2027?
- Registration is handled through the event's registration page. Confirm pricing and distances there, and sign up.
Key West Paddle Classic 2027
May 8, 2027