The Naples Island Swim & SUP events consist of 9 swimming and SUP (stand up paddleboard) races of varying length. The races are a 3-Mile fun SUP loop around Naples Island, a 6-Mile elite SUP double loop around the island, a 1 mile swim through the canals of Naples Island, a 3-Mile swim around the island, a 1000-Meter swim buoy line loop, a 500-Meter swim buoy line point to point and a 200-Meter pier swim. In addition, ambitious racers can do either the 3-Mile Sup + the 3-Mile swim in combination, or the 1 Mile swim + the 1000M swim in combination (total time for the 2-race combination will determine placings). All races take place within the Los Alamitos Bay in Long Beach, CA. The water temperature can range from the mid to high 60s. All race starts and finishes occur between 2nd St. and Ocean Blvd off Bay Shore Ave. and 54th Pl.

Competitors in the SUP events and the 3-Mile swim must be at least 13 years old. Swimmers must be at least 11 years old to enter the 1-mile and 1000-Meter swims . The 500-Meter swim is limited to the 9-10 age group and the 200-Meter swim is limited to the 7-8 age group.

Registration for the swim races is open to all interested competitors with sufficient swimming ability. Current participation in competitive aquatic organizations such as US Masters Swimming, USA Swimming or USA Water Polo is preferred, but not required. In open water swimming there are no walls to grab and rest. Competitors should be certain of their capability to swim their desired race distance without stopping. Competitors may switch their entered distance at beach registration on race day for any reason.

Registration for the SUP events is limited to 12'6" length boards for women and 14' length boards for men in the main age group categories. There is an Unlimited Open class for both men and women with non-standard board lengths. In addition, prone paddleboarders can compete in the Prone Open class categories for men and women.