The Baja Ha-Ha is a sailboat race that start in San Diego, California and runs all the way to Cabo San Lucas, Mexico.2. Black Tie Regatta
The Black Tie Regatta is hosted in Dallas, Texas.3. Clark Mills Regatta
The Clark Mills Regatta is hosted in Clearwater, Florida.4. Cowes Week
Cowes Week is one of the UK's longest running and most successful sporting events.
5. Hobie 14 Frostbite Series
The Hobie Frostbite Series is so named for the cold conditions that sailors face during the race.