- Aegean Rally, Aegean Sea, Greece
- America's Cup, hosted by prior winner
- Auckland Anniversary Regatta held annually on the Waitemata Harbour to celebrate Auckland Anniversary Day
- Balmain Regatta held annually on Sydney Harbour, Australia
- Bass Week, Bassenthwaite Lake, Cumbria
- Bay Week, Put-in-Bay, Ohio
- Block Island Race Week, Rhode Island
- Canada's Cup, held periodically on the Great Lakes.
- Columbus Day Regatta, Miami, Florida, annually in October.
- CASON Grand Prize Solo Regatta, Lake Balaton, Hungary, held annually in September.
- Charleston Race Week, Charleston, South Carolina, held each April for three days, with races staged both in Charleston Harbor and offshore.
- Chicago to Mackinac Boat Race, held annually in July, starting in Chicago on Lake Michigan and ending at Mackinac Island on Lake Huron.
- Cork Week, Cork, Ireland. Hosted by the Royal Cork Yacht Club bi-annually.
- Cowes Week, Royal Yacht Squadron, England
- Lighthouse Regatta, Lake Hefner hosted by the Oklahoma City Boat Club
- Færderseilasen, Royal Norwegian Yacht Club (KNS), from Oslo to Horten via Færder lighthouse.
- Port of Dartmouth Royal Regatta, held annually at the end of August over three days on the River Dart.
- Fowey Royal Regatta, Fowey Cornwall annually in August
- Hangon Regatta, an annual event in the city of Hanko, Finland, infamous for attracting large groups of partying youths with a tangential interest in the sailing itself
- Kamer 2 Sailing Marathon, Kaag, Netherlands, annually in September
- Key West Race Week, Key West, Florida
- Kiel Week, Kiel/Germany - the largest sailing event in the world
- Lake Ontario 300, Port Credit, Ontario - the longest fresh-water sailboat race in the world, held annually in July
- Larchmont Race Week, Larchmont Yacht Club, New York
- Long Beach Race Week, Long Beach, California
- Louis Vuitton Trophy, a world series of regattas, multiple locations
- Mardi Gras Race Week - New Orleans Yacht Club, large One Design regatta held on Lake Pontchartrain
- National Offshore One Design (NOOD)
- New World Regatta, held every year between the ports of Koper, Slovenia and Baltimore, Maryland.
- Port Huron to Mackinac Boat Race, Mighigan
- Round Texel, Texel, Netherlands, annually in June
- Sail Melbourne, Held annually on Melbourne's Port Phillip Bay
- Sint Maarten Heineken Regatta, Sint Maarten, annually in March
- Sint Maarten Classic Yacht Regatta, Sint Maarten, held last weekend of March
- Sawadee.com Regatta Samui, Thailand, http://www.samuiregatta.com Annually on the island of Koh Samui, Thailand in June
- Tall Ships Race
- Lysekil Women's Match, Lysekil, Sweden, annually in August
- Tjörn Runt, Tjörn, Sweden, annually in August
- Washington's Birthday Regatta, at the Barnacle Historic State Park, Coconut Grove, Florida, annually in February
- Vintage Yachting Games, each time in another country first in 2008, Medemblik, The Netherlands since then every four years. 2012 Lake Como Italy
- Voiles de Saint-Tropez, Saint-Tropez, France, annually in October
- West Highland Yachting Week, Oban, W Coast Scotland
- Whale of a Sail, Carlyle Sailing Association, Carlyle, IL
- Youngstown Levels, Youngstown, New York
- Figawi Race, Hyannis, Massachusetts
- Monsoon regatta Monsoon Regatta India
- Regatta Vava'u held annually in Vava'u, Kingdom of Tonga in September
- Whiskeytown Regatta, Whiskeytown Lake—Redding, CA
- Carriacou Regatta Festival, Hillsborough, Carriacou, Grenada. W.I. - First weekend in August each year.
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Famous quotes containing the word sailing:
“The Colonel went out sailing,
He spoke with Turk and Jew
With Christian and with Infidel
For all tongues he knew.
O whats a wifeless man? said he
And he came sailing home.”
—William Butler Yeats (18651939)