Sun, Aug 16, 2026 at 6:55 AM
A destination race in paradise!! The City Bikes Key Largo Triathlon is set at world famous John Pennekamp Coral Reef State Park in Key Largo (just a short drive from Miami) and will take place on
August 16, 2026. This event will feature an Olympic and Sprint distance Triathlon and Duathlon, as well as an Olympic distance Aquabike race. Come for the weekend or make it an escape. The flat calm, crystal clear water is calling your name!
The picturesque swim takes place at the main beach at John Pennekamp Coral Reef State Park (MM 102.5). The beautiful clear salt water with no current, will be warm and relatively shallow. Your bike will be out and back on Overseas Highway/Card Sound Road. The 3.5 or 6.2 run takes you through a lovely, laid back Florida Keys neighborhood where you will take in the sights of the colorful conch houses in a relaxed atmosphere.
Finish back at John Pennekamp Coral Reef State Park and bask in the glory as you receive your corral reef finisher medal. There will be hand-crafted, "reef" awards 3 deep for age-groups to 80+!
Space is limited. Sign up today!
The first undersea park in the U.S., John Pennekamp Coral Reef State Park encompasses approximately 70 nautical square miles. While the mangrove swamps and tropical hammocks in the park's upland areas offer visitors a unique experience, it is the coral reefs and their associated marine life that bring most visitors to the park. Many enjoy the view of the reef from a glass-bottom boat tour, but visitors can get a closer look by scuba diving or snorkeling. Canoeing and kayaking through the park's waters are popular activities; fishing is permitted in designated areas. Visitors can enjoy walking on short trails, picnicking, or swimming at the beach. The Visitor Center has a 30,000-gallon saltwater aquarium and nature videos are shown in its theater.
15.75 Miles 16.5 Miles 25.7 Miles 31.9 Miles 32 Miles Aquabike Cycling Duathlon Run Swim Trail Triathlon Walk
Sat, Sep 12, 2026 at 7:45 AM
“The 8-mile swim to Alligator Lighthouse is a challenge. It’s not for the faint of heart"
How it started
When World Renowned Artist, Lighthouse Larry decided to swim, in his native town of
Islamorada, to Alligator Lighthouse and back, alone and self-supported, his friends thought he was crazy. When he then said out loud “every open water swimmer should experience this,” Larry became the anchor to the Swim for Alligator Lighthouse.
The Fighting Manatee Swim Club, the Masters swim club of Islamorada, accepted the challenge to present a world class open water swim event in the Florida Keys to help raise awareness and funds to Save Alligator Lighthouse. The Fighting Manatees presented the Inaugural Swim for Alligator Lighthouse in 2013. It’s here to stay!
Race Overview
The Swim for Alligator Lighthouse is an 8-mile open water swim. Participants swim 4 miles, circle Alligator Lighthouse, and swim 4 miles back. The event is open to solo swimmers, 2 person, 3 person and 4 person teams. Every solo or relay team requires a support kayak. Solo swimmers will need to enlist a kayaker to accompany them the entire race, while relay groups will alternate kayaking with swimming.
Full Event Details can be found at https://www.swimalligatorlight.com/
8 Miles Open Water Swim
Sat, Oct 03, 2026 at 7:30 AM
Challenge your best time in the Annual Old Highway Run/Walk. Run or walk our legendary highway. It is the legendary Old Highway in Islamorada. It's an awesome flat course with lots of shade.
The race
is a timed 5K Run/Walk that starts and finishes at Coral Shores High School, which will be the benefiting partner with 50% of the proceeds going to the school.
Race shirts and participant medals will be available to the first 200 participants to register.
Awards will be presented to the Overall Top Three Finishers Male & Female, Overall Masters Male & Female, as well as, to the Top Three Male & Female for the following age groups:
5k Awards
<9
10-13
14-15
16-19
20-24
25-29
30-34
35-39
40-44
45-49
50-54
55-59
60-64
65-69
70-74
75-79
80+
After your race, you can reunite with family and friends while enjoying snacks, refreshments, and music.
Please note disclaimer:
Race management reserves the right to postpone or cancel the event due to events outside of managements control such as natural disaster and/or other emergencies. No Refunds will be issued under these circumstances. Management may also alter the course and distances for the safety of athletes.
Entry is Non-Refundable, Non-Deferable, and Non-Transferable.
NO Pets, Skateboards, Rollerblades will be permitted on the course.
All times and locations are subject to change.
5k Run Walk
Sat, Nov 14, 2026
150 m from Islamorada5k Run
Sat, Dec 05, 2026
25.8 km from Islamorada5k Run
Sat, Dec 12, 2026
132 m from Islamorada1 Mile 5k 10k Half Marathon Run
Sat, Dec 12, 2026
150 m from Islamorada5k 10k Half Marathon Run
Sat, Dec 12, 2026 at 8:00 AM
Welcome to the 12th annual Islamorada Half Marathon & 10K, Rumrunner Run 5K and Beach N’ Beer Mile! Our full weekend of road races and parties has become a bucket list event for people from all over the world. As the largest event in the upper Keys, we love bringing all our runners down to our little island to enjoy everything Islamorada has to offer.
1 Miles 5k 6.2 Miles 10k 13.1 Miles Half Marathon Run
Sat, Feb 06, 2027 at 7:00 AM
All Finishers receive a Luxury Custom Sterling Silver Signature Pendant and Necklace, Custom Race Shirt, all Professional Race Photos, a Custom Tote Bag, Mimosas, and Continental Breakfast Food at the finish.
13.1 Miles Half Marathon Run
Sat, Feb 13, 2027
150 m from IslamoradaHalf Marathon Run