Tortuga Triple Challenge 22.4
Experience the ultimate running challenge, and run THREE races in one weekend! Run the 5K and 10K on Saturday, then the Half Marathon on Sunday. Finishers receive 6 medals (3 races + Tortuga Triple Challenge medal, Dolphin Double medal, and Stingray Double Play medal) and a Tortuga hat/visor.
Double Challenges – Choose Your Double
If you want to go the extra distance, run your choice of TWO races! The Stingray Double Play Challenge is the 5K + 10K on Saturday. The Dolphin Double Challenges let you choose one of 2 
options: 5K on Saturday + Half Marathon on Sunday, or 10K on Saturday + Half Marathon on Sunday. Finishers receive 3 medals (2 individual races + extra Stingray Double Play or Dolphin Double Challenge medal).
3 Daughters Manatee Marathon Challenge
Run the Pier Run 4 miles on July 4th AND the Tortuga Triple Challenge at St Pete Run Fest in November to receive a special commemorative medal at Run Fest. It’s a total of 26.4 miles – just a bit more than a full marathon!
3-PETE Challenge
Run the St Pete Half Marathon three consecutive years in a row, and receive a special 3-Pete Challenge medal the third year. Make sure to check the box in registration if you are eligible to receive the 3-PETE medal. Once you receive the medal, your count resets (ie. you won’t be eligible for another 3-PETE medal until you complete three more years.)
Burg 2 Bayshore (B2B) Challenge
The Burg to Bayshore Challenge celebrates the spirit of Tampa Bay running by connecting two iconic races — the St. Pete Regenexx Half Marathon, presented by St. Pete Run Fest in November (’26) and the Publix Gasparilla Half Marathon in February (’27). As the challenge has grown in popularity — nearly doubling participation this year — we’re excited to continue enhancing the experience with a commemorative medal, special race amenities, and exclusive access to the Burg to Bayshore hospitality tent at Gasparilla’s 2027 Q105 Post-Race Celebration, presented by Michelob Ultra.
To help support these elements, and ensure the long-term sustainability of the program, the Burg to Bayshore Challenge will now include a $10 challenge registration fee. Because both races are charitable events, we carefully evaluate how resources are used to support our missions and the communities we serve. This fee helps cover a portion of the increased costs associated with the program while allowing both races to continue delivering the high-quality experience runners have come to expect.
Registration for the 2027 Burg to Bayshore Challenge will be available as an option when registering for the Publix Gasparilla Distance Classic (Half Marathon, Ultra & Pure Gold Challenges), with proceeds shared between the two organizations to help cover the costs associated with delivering the challenge experience.
Runners registering for the Publix Gasparilla Distance Classic use the regular registration link (2027 Publix Gasparilla Distance Classic) and select it as an add-on (Half Marathon, Ultra & Pure Gold Challenges).
If they already registered and want to add the B2B Challenge, go to the registered runner store: Burg 2 Bayshore Challenge.
Team Challenge 
Teams that run together stay together, and work better! Its proven that a healthier workforce is more productive, so what better way to gain a competitive advantage than improving your company’s wellness, and building their competitive spirit!
Bring out your company, team, running club or large group of friends and make this a running party! For teams of 20 more you will get a 10×10 tent space to set up in our Tailgate Zone. This zone will be set up near the finish line to serve as a meeting place for your group and a great spot to cheer on other runners! We will also have a reserved parking spot for the team leader, snacks and drinks, and your own set of tailgate portos!