Florida is the hotbed for poker runs, rendezvous, and fun runs. Why is that? Probably because of the sheer number of boats and year-round sunshine. While attending a large-scale boating event for the first time can be intimidating, it’s an opportunity to explore new waters and find your people.
Marine poker runs have their origins in the motorcycle industry, with riders drawing a playing card at each stop. The best poker hand at the end won a prize.
The first documented powerboat poker run was organized by a Florida marina in 1985, taking place from Fort Lauderdale to Marathon in the Florida Keys. Over the decades, poker runs grew in popularity, and at the peak some events paid $25,000 for the winning hand.
“You got to meet like-minded individuals and gearheads,” said Billy Frenz, who founded the New York City Poker Run, which celebrated 30 years in 2026. “You could exchange ideas about propellers or trim tabs and really get into the psychology of it all.”
But some high-profile incidents and the lawsuits that followed have reshaped these events. Today’s poker runs place a greater emphasis on safety and usually have a more formalized structure. Organizers impose strict speed limits and minimum separation between boats while underway.
For the novice poker runner, the driver’s meeting before the event is the best source of information. Organizers go over the rules and local regulations in hopes of preventing incidents, like the time a turbine-powered catamaran was clocked going 157 mph in a 30-mph zone. Organizers will talk about local launch ramps and the process for approaching boats and docks to receive playing cards or poker chips. The cards come in a sealed envelope, or the chip is later exchanged for a card.
Most poker runs use a group start, sorting the boats by speed and size. The growing trend is for poker runners to depart on their own schedule, returning to the host site by a set time. It helps spread the boat traffic, which matters most at larger events that draw upward of 100 boats.
A poker run might bill itself as open to everyone, but that doesn’t mean every boat belongs. A pontoon boat does not belong on a poker run from Miami to the Bahamas, so the boat owner should check before signing up.
“It’s an opportunity to think, ‘Do I need a center console or a boat with a bathroom,’” Frenz said. “As soon as everybody takes off, a lot of those questions get answered.”
Frenz has seen his poker runs shift from go-fast V-bottoms and catamarans to more center consoles, which hold larger crews. Organizers are entertaining larger crowds onshore, and that creates its own challenges.

Rendezvous are a great option for boaters looking for a relaxed alternative to a poker run. Often organized by dealerships or brands such as Riviera and Pursuit, they are a great way to explore new waterways with boaters who know the area well. The catch is you typically need to be a brand owner to attend.
Boaters should be comfortable running inshore and offshore, especially traveling to and from the Florida Keys.
Year-round sunshine is only part of the reason Florida earns its poker run crown. It has a natural beauty that makes it a boating paradise, and organizers make the most of it.
To the north, Destin’s stretch of the Gulf of Mexico is famous for turquoise water thanks to white quartz sand. The Florida Powerboat Club is part of a weeklong celebration called Emerald Coast Boat Week.
The St. Johns River in northern Florida is a unique boating destination. Silver Glen Springs, a spring-fed area where the water is 72 degrees Fahrenheit year-round, boasts emerald waters teeming with sea life. The Toys Tour hosts an annual raft-up during its early December event.
Key West Powerboat Week, an annual event that coincides each November with the Key West World Championship powerboat races, is popular with boaters. More than 200 high-performance boats will make the trip from Miami to the southernmost U.S. city during the week. The organizer no longer runs it as a poker run–style event, instead operating more like a concierge, securing hotel rooms and dockage for participants.
Proving Florida boating can be year-round on Florida’s West Coast, there’s the Joey Gratton Memorial New Year’s Day Fun Run. Plus, Fort Myers Offshore holds an informal event to Punta Gorda over the holiday break.
Most poker runs have a charity component, with the money raised from entry fees, sponsorships, and selling extra poker hands. Nothing beats the energy of the post-run party, when the poker hands are finally revealed.
Organizers typically post poker hands on a board for everyone at the party to follow. If you don’t hold at least a full house, you’re likely not in the money.
Any poker run worth its entry fee will have live music and DJs to keep the party lively. Entry fees can range from $150 to more than $1,500. The real money makers for the charities are typically the silent and live auctions following the run, where boaters can bid on everything from luxury vacations to custom boat paint jobs.
The afterparty is where the real bonds of the poker run community are formed, while helping a charity. Making new friends, exploring new waters, that’s the real payoff.
“The best runs are the ones you’re still talking about at the Christmas party,” Frenz said.