Sailing events
Race nights, regattas, socials, classes and try-sailing days, posted by clubs and sailors.
Dec 2026
Dec4Fri
Race or regattaWirth Munroe Ocean RaceAll day · Miami to Palm Beach · Miami, FL
Dec12Sat
SocialKey Largo Boat Parade5 PM – 9 PM · Sundowners, MM 104 bayside · Key Largo, FL
Dec12Sat
SocialSeminole Hard Rock Winterfest Boat Parade6 PM – 8:30 PM · Starts at Stranahan House on the New River · Fort Lauderdale, FL
Jan 2027
Jan7Thu
Race or regattaFort Lauderdale to Key West RaceJan 7–9 · Lauderdale Yacht Club · Fort Lauderdale, FL
Jan18Mon
Race or regattaSouthernmost RegattaJan 18–22 · Galleon Resort, 617 Front St · Key West, FL
Jan22Fri
Race or regattaBacardi Winter Series, Event 1Jan 22–24 · Shake-A-Leg Miami · Miami, FL
Feb 2027
Feb10Wed
Boat showMiami International Boat ShowFeb 10–14 · Miami Beach Convention Center and venues around Miami · Miami Beach, FL
Feb11Thu
Race or regattaNassau Cup Ocean RaceFeb 11–13 · Miami to Nassau, Bahamas · Miami, FL
Feb12Fri
Race or regattaHelly Hansen Sailing World Regatta, St. PetersburgFeb 12–14 · St. Petersburg Yacht Club · St. Petersburg, FL
Feb19Fri
Race or regattaBacardi Winter Series, Event 2Feb 19–21 · Shake-A-Leg Miami · Miami, FL
Mar 2027
Apr 2027
Apr1Thu
Race or regattaBacardi Invitational RegattaApr 1–3 · Coconut Grove, Biscayne Bay · Miami, FL
Apr16Fri
Boat showBay Bridge Boat ShowApr 16–18 · Grasonville, MD
Apr23Fri
Boat showAnnapolis Spring Sailboat ShowApr 23–25 · City Dock · Annapolis, MD
Apr30Fri
Race or regattaHelly Hansen Sailing World Regatta, AnnapolisApr 30 – May 2 · Annapolis Yacht Club · Annapolis, MD
May 2027
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