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Florida sailing events & regattas
Upcoming regattas, race series, and championships from yacht clubs, sailing squadrons, and schools across the state. Each event links to its host club, where you'll find the notice of race and how to enter.
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Upcoming sailing events in Florida
Regattas, race series, and championships hosted by clubs and schools across Florida.
Optimist dinghy youth regatta on Pensacola Bay over the GYA summer circuit's Labor Day week.
The Squadron's longest-running invitational regatta, sailed on Sarasota Bay since 1946.
Second annual poker run at the Squadron on Labor Day Monday, capping the Labor Day Regatta weekend.
Nederlanden Memorial Coastal Race
Traditional HISC coastal race off the Hillsboro Inlet, on the club's published 2026 racing calendar.
Pensacola Beach Multihull Race & Cruise Week
Inaugural multihull race and cruise week on Pensacola Bay, co-hosted by PBYC and Windcraft Multihulls.
54th annual youth regatta on Biscayne Bay for Optimist, ILCA 4 & 6 and Club 420 fleets, hosted by KBYC since 1971.
HISC's Commodore's Cup coastal race off the Hillsboro Inlet, with the awards party the following day.
Flying Scot District Championship
Florida District championship of the Flying Scot class, hosted by CGSC's resident fleet on Biscayne Bay.
One-day Choctawhatchee Bay challenge race hosted by Fort Walton Yacht Club.
Season-opening bay race on Tampa Bay, the first fixture of SPYC's 2026–27 regatta schedule.
Tampa Sailing Squadron's fall keelboat regatta on Tampa Bay out of Apollo Beach.
One-day memorial regatta on Choctawhatchee Bay, a long-running fixture of FWYC's fall racing season.
World championship for the classic Fish one-design class, hosted on Pensacola Bay.
NACRA 15 Youth World Qualifier
Youth catamaran qualifier for the Nacra 15 class, run with Sarasota Youth Sailing on Sarasota Bay.
CGSC Annual One Design Regatta
The club's annual one-design regatta on Biscayne Bay; the PHRF edition follows the next day.
Navigation race on the Indian River. Each skipper plots their own route around five virtual marks. Open to all sailboats, members or not.
One-day regatta on Tampa Bay from SPYC's downtown waterfront clubhouse.
Sunfish Florida Regional Championship II
USSCA Florida-region Sunfish championship on Buttonwood Sound, a Sunfish World Championship qualifier.
The club's annual PHRF handicap regatta on Biscayne Bay, the day after the one-design edition.
Downwind pursuit race with a staggered start on the Indian River, from Smyrna Yacht Club toward Mosquito Lagoon. Open to all sailboats.
Halloween Howler Youth Regatta
Two-day youth regatta on Biscayne Bay hosted by CGSC.
One-day club regatta on Choctawhatchee Bay hosted by Fort Walton Yacht Club.
LEYSF Inland Lakes Championship
Youth championship regatta on Lake Eustis, run with the Lake Eustis Youth Sailing Foundation.
Star Class North American Championship
Star class continental championship hosted by DIYC on Hillsborough Bay.
Club coastal race off the Hillsboro Inlet, part of HISC's fall racing calendar.
Open Flying Scot invitational hosted by the club's resident fleet on Lake Eustis.
Melges 24 class regatta on Pensacola Bay, a stop on the U.S. class racing calendar.
A-Class Catamaran Admiral's Cup
Pre-Worlds regatta for the A-Class catamaran fleet, hosted by DIYC on Hillsborough Bay.
The Star class world championship, hosted by CRYC on Biscayne Bay. Ten days of racing, the class's premier title.
MC Scow Southeast Regional Championship
Three-day MC Scow Southeast Regional on Lake Eustis, the opening leg of the class Triple Crown.
A-Class Catamaran World Championship
World championship of the A-Class catamaran, hosted by DIYC in Tampa.
One-day November regatta on Choctawhatchee Bay hosted by Fort Walton Yacht Club.
Two-day Atlantic offshore regatta out of the Lake Worth Inlet, capped at 40 boats.
Tipsy Turtle Commemorative Coastal Race
Commemorative coastal race off the Hillsboro Inlet on the HISC fall calendar.
PHRF cruising and performance regatta on the waters off St. Augustine, followed by a Friendsgiving dock party at the club.
J/70 Mixed-Plus US National Championship
National championship for J/70 mixed-crew (Mixed Plus) teams, hosted by SPYC on Tampa Bay.
North American championship of the Finn class, hosted at CGSC on Biscayne Bay.
Gobbler Regatta and Leftover Feast
Post-Thanksgiving club regatta on Apalachee Bay off Shell Point, followed by a leftovers potluck at the clubhouse.
Thanksgiving-weekend coastal race off the Hillsboro Inlet.
Opening event of DIYC's J/70 winter series on Hillsborough Bay.
ILCA (Laser) District 13 championship for Florida, hosted at CGSC on Biscayne Bay.
Season-closing holiday coastal race off the Hillsboro Inlet.
High School Keelboat Nationals
National championship for high-school keelboat sailing, raced in J/70s on Tampa Bay.
One-design dinghy and small-boat racing on Tampa Bay at Apollo Beach.
Orange Bowl International Youth Regatta
The largest international youth regatta in the Americas for sailors aged 8–18, organized by CRYC on Biscayne Bay. Dinghies launch from the club.
Orange Bowl International Youth Regatta (ILCA launch site)
Shake-A-Leg's Biscayne Bay basin serves as the ILCA (Laser) launch site for the Orange Bowl, the Americas' largest international youth regatta.
Orange Bowl International Youth Regatta (Club 420 launch site)
The US Sailing Center hosts the Club 420 launch site for the Orange Bowl, the Americas' largest international youth regatta, organized by Coral Reef Yacht Club.
Open companion regatta to the Orange Bowl youth championship week, raced from CGSC on Biscayne Bay.
New Year's Day club regatta on Apalachee Bay, run by the ABYC vice commodore.
Midwinter championship of the 470 class on Biscayne Bay, hosted at CGSC.
Second event of DIYC's J/70 winter series on Hillsborough Bay.
Opening event of the Squadron's Viper 640 winter series on Sarasota Bay.
Team-race regatta for senior helms, part of SPYC's winter one-design calendar.
Selection trials for Lightning-class Pan American Games berths, hosted by SPYC on Tampa Bay.
Joint North American championship for the International 420 and 470 classes on Biscayne Bay, hosted at CGSC.
Bacardi Winter Series, Event 1
Opening stop of the J/70 and Melges 24 winter series, sailed from the Shake-A-Leg regatta village on Biscayne Bay.
Long-distance race down Charlotte Harbor to Useppa Island, on the club's published 2026-27 schedule.
John Jennings Memorial Regatta
One-day memorial regatta on Tampa Bay honoring the longtime SPYC sailor and race official.
Final event of DIYC's J/70 winter series on Hillsborough Bay.
Second event of the Squadron's Viper 640 winter series on Sarasota Bay.
Helly Hansen Sailing World Regatta Series (Melges 24 Midwinters)
National one-design and offshore circuit stop hosted by SPYC; doubles as the Melges 24 Midwinter Championship.
Midwinter championship of the ILCA (Laser) class East circuit, hosted by SPYC on Tampa Bay.
Sarasota Bay Multihull Regatta
Multi-day multihull regatta hosted by the Squadron on Sarasota Bay.
Bacardi Winter Series, Event 2
Second stop of the Bacardi Winter Series for J/70 and Melges 24 fleets, hosted at Shake-A-Leg Miami.
Long-distance club race on Charlotte Harbor, on the published 2026-27 schedule.
Gasparilla-season regatta on Tampa Bay, hosted by Tampa Sailing Squadron.
Long-running Snipe-class regatta on Biscayne Bay, hosted at CGSC as part of the class winter circuit.
100th Bacardi Cup (Star Class)
Centennial edition of the historic Star-class regatta on Biscayne Bay, co-hosted with Coral Reef Yacht Club.
100th Bacardi Cup (Star Class)
Centennial edition of the Star-class Bacardi Cup, raced on Biscayne Bay since 1962 and co-hosted with Biscayne Bay Yacht Club.
Youth edition of Miami Sailing Week on Biscayne Bay, hosted at CGSC.
Final event of the Squadron's Viper 640 winter series on Sarasota Bay.
ISCA Midwinters Series (Sunfish)
Weeklong Sunfish class midwinters series on Pensacola Bay, a World Championship qualifier.
Lightning-class winter championship on Tampa Bay in the run-up to the class world championship.
E Scow class midwinter championship on Sarasota Bay; practice race on the opening day.
Invitational midwinter regatta on Tampa Bay out of Apollo Beach.
Bacardi Cup Invitational Regatta
Multi-class championship (J/70, Melges 24, Snipe, VX One) with Shake-A-Leg Miami as the regatta village; the J/70 division doubles as the class Midwinter Championship.
Bacardi Invitational Winter Series, Event 3
Final event of the Bacardi Invitational winter series on Biscayne Bay, per CGSC's race calendar.
World championship of the Lightning class, hosted by SPYC on Tampa Bay.
Flying Scot Midwinter Championship
National Flying Scot Sailing Association Midwinters, hosted by PYC on Pensacola Bay.
Spring invitational regatta weekend at the Sarasota Sailing Squadron.
World championship of the VX One class on Biscayne Bay, hosted at CGSC.
Bird Key Yacht Club's annual regatta on Sarasota Bay, listed on the Sarasota Sailing Squadron's 2026–27 regatta schedule.
Margarita Madness Ladies Regatta
Women's one-day regatta on Tampa Bay out of Apollo Beach.
TSS Tampa Bay Sea Scout Regatta
Sea Scout camporee and regatta at the TSS clubhouse, with pierside competition and sailing on Tampa Bay; club members skipper the boats.
The Ocean Race: St. Petersburg Stopover
The round-the-world Ocean Race calls at St. Petersburg, per SPYC's 2026–27 regatta schedule.
Tampa Sailing Squadron's season-closing regatta on Tampa Bay out of Apollo Beach.
Signature annual events
A few of the races and gatherings that anchor the Florida sailing calendar year after year:
- Feb–Mar · Bacardi Cup & Winter Series. Olympic and one-design fleets converge on Biscayne Bay through the winter: Star, Melges, J/70, Snipe. Biscayne Bay
- Feb · Sailing World Regatta Series: St. Petersburg. One of the country's biggest one-design weekends, hosted out of St. Petersburg Yacht Club on Tampa Bay. Tampa Bay
- Apr · Regata del Sol al Sol. 456 nautical miles from St. Petersburg to Isla Mujeres, Mexico. A classic Gulf passage race for offshore-rated boats. St. Pete → Isla Mujeres
- May · The Mug Race. Palatka to Jacksonville, 42 miles down the St. Johns, billed as the world's longest river sailboat race and hosted by the Rudder Club since 1954. St. Johns River
- Oct · Columbus Day Regatta. Miami's oldest regatta and its famous raft-up on Biscayne Bay, a Columbus Day weekend tradition since 1954. Biscayne Bay
- Oct · Fort Lauderdale International Boat Show. The largest in-water boat show in the world, and the weekend every Florida sailor walks the docks. Fort Lauderdale
Planning a trip around one? Start with the region hubs (each carries a live local forecast and its own upcoming-events calendar), or browse the sailing guides.