Advertisement Contents BAJA HA-HA Black Tie Regatta Clark Mills Regatta Cowes Week 1. BAJA HA-HA The Baja Ha-Ha is a sailboat race that start in San Diego, California and runs all the way to Cabo San Lucas, Mexico. Advertisement 2. Black Tie Regatta The Black Tie Regatta is hosted in Dallas, Texas. Advertisement 3. Clark Mills Regatta The Clark Mills Regatta is hosted in Clearwater, Florida. Advertisement 4. Cowes Week Cowes Week is one of the UK's longest running and most successful sporting events. 5. Hobie 14 Frostbite Series Advertisement The Hobie Frostbite Series is so named for the cold conditions that sailors face during the race. See More Enthusiast Lists 5 Hottest Deserts on Earth Top 5 Weirdest Sports Top 5 Sailing Tips 5 Most Dangerous Whitewater Rapids 5 Most Exciting Saltwater Game Fish See All Enthusiast Lists Read More