- March 12, 2025
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Tristan Lovell (Optimist RWB — Blue) of Davis Island Race Team, Piper Roberts (Optimist RWB — White) of Sarasota Yacht Club and Ryan Rossignol (Optimist RWB — Red of Sarasota Youth Sailing) emerge from a bend in the course.
Photo by Ian SwabyCurt Wheeler and Brynn DeJongh of Sarasota Yacht Club sail a Club 420.
Photo by Ian SwabyCole Wall and Kyan Clark of Sarasota Youth Sailing unfurl the sail on their Club 420.
Photo by Ian SwabyHarper Ross (Optimist Green) of the Davis Island Race Team takes a moment to enjoy the water.
Photo by Ian SwabyA dolphin visits Optimist RWB sailors during a race.
Photo by Ian SwabyClub 420s race with their colorful spinnakers unfurled.
Photo by Ian SwabyNathan Allen and Walker Richards of Florida Yacht Club unfurl the spinnaker on their Club 420.
Photo by Ian SwabyEliott Kamenev of the Optimist Green fleet of the Sarasota Sailing Squadron keeps an eye on the waters ahead.
Photo by Ian SwabyKatie Boyle and James McCauley of Venice Youth Boating Association unfurl the spinnaker on their Club 420.
Photo by Ian SwabyJames McCauley and Katie Boyle of the Venice Youth Boating Association; Curt Wheeler and Brynn DeJongh of the Sarasota Yacht Club and Ian Richardson and Blake Vincent of Davis Island Race Team sail Club 420s.
Photo by Ian SwabyClub 420s line up for a race.
Photo by Ian SwabyJohn Wood of St. Petersburg Yacht Club and Rick Ericson of St. Petersburg Yacht Club sail Lasers.
Photo by Ian SwabyAnda Taksinapan of Sarasota Youth Sailing sails in a Laser.
Photo by Ian SwabyTimothy Parker of Lorain Harbor Boat Club sails a Laser.
Photo by Ian SwabyAnda Taksinapan of Sarasota Youth Sailing and Rory Maher of St. Petersburg Yacht Club race in Lasers.
Photo by Ian SwabyJackson Bjorklund of Sarasota Youth Sailing sails in a Laser.
Photo by Ian SwabyEthan Perri of Sarasota Yacht Club and Ryder Ellis of St. Petersburg Yacht Club race in Lasers.
Photo by Ian SwabyOptimist Emerald sailors race near the shore in Sarasota Bay.
Photo by Ian SwabyGriffin Roberts (Optimist RWB — Red) of Sarasota Yacht Club and Rafi Ahmed (Optimist RWB — Blue) of Sopraventus/Chicago Yacht Club compete with one another.
Photo by Ian SwabyEddie Miersch (Optimist RWB — Blue) of Sarasota Yacht Club focuses on the course ahead.
Photo by Ian SwabyMcRae Busey of Florida Yacht Club in Jacksonville hikes on Club 420 she is sailing with Mary Katherine Monahan.
Photo by Ian SwabyJade Campbell and Matthew Ray of Sarasota Youth Sailing balance their Club 420.
Photo by Ian SwabyGrant Campbell (Optimist RWB — Blue) of Sarasota Yacht Club
Photo by Ian SwabyCahan Raymond and Nils Wheeler of Sarasota Yacht Clubs sail a Club 420.
Photo by Ian SwabyFinnegan Cox of St. Petersburg Yacht Club brings his Laser in to the dock.
Photo by Ian SwabySophia Woodbury of Sarasota Youth Sailing and Jackson Wilcox of Sarasota Sailing Squadron push their Lasers ashore after finishing the day's races.
Photo by Ian SwabyMark Liebel first sailed with the Sarasota Sailing Squadron in 1981, after his family moved to the area from Cincinnati when he was 9 years old.
Soon, he was headed into the water for his first Annual Labor Day Regatta.
“I loved it so much, I never stopped,” he said.
For the past 10 years, including at the 75h Annual Labor Day Regatta the weekend of Sept. 2-3, he has served as principal race officer (PRO), supervising the race courses at the event.
Over time, he has seen the regatta evolve into a more youth-oriented event, a change he said shows that the sport is being passed on to the next generation.
“Not only does it bring back memories, it's just great to see the youth in the sport,” he said. “They’re the future of the sport. The more youth we can get out on water, the better the chance the sport has to survive.”
Liebel said the event was one of the biggest in recent history. It drew about 175 sailors from organizations including the sailing squadron, the Sarasota Yacht Club, the Davis Island Race Team in Tampa.
The young participants, who had the chance to pilot their boats in Sarasota Bay, said they were also enjoying what sailing had to offer.
13-year-old Coco Claypoole of Longboat Key began sailing at age 7 and now belongs to the Red fleet of the Optimist RWB fleets at Sarasota Youth Sailing, a nonprofit organization that provides coaching and instruction for young sailors at the Sarasota Sailing Squadron.
Claypoole said she enjoyed the sport from the time she first started alongside her brother Brice Claypoole. She grew to enjoy it more and more as she improved. It even resulted in her mother, Ali Claypoole, taking up sailing as well.
“I just enjoy being in my own boat and being in control of the boat,” she said, adding that she sees herself continuing to sail into the future.
Everett Vaughan, 10, of Sarasota began sailing after he was inspired by his brother, Sam Vaughn, and currently belongs to the entry-level Optimist Green fleet of Sarasota Youth Sailing.
When he started the sport, which he has practiced for about three years while taking a break at one point, he found it difficult, especially as the boat rocked considerably.
“It was difficult, and then easy, and then difficult,” he said.
As he mastered the skills his feelings began to change, however.
One of his favorite aspects of the sport has always been the speed involved, something that becomes important during a regatta.
“Sailing is fun because you get to be on the water, and then regattas are fun because it’s a challenge against other people, he said.
He said he would advise others to try Sarasota Youth Sailing as well.
“Do SYS — it’s better than anything,” he said. “A lot of it is just the camaraderie about the people. I love the fact that it's you trying to figure out Mother Nature, which you're always going to lose. You just try your best. It's always a challenge, no matter if we're running races or sailing.”
Regatta Chair Dave Hillmyer said on Saturday that the event was proceeding smoothly.
“It’s really great conditions today,” he said. “You look around and see everyone having a good time. Everyone just goes with the flow. It’s a good vibe.”