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| May / 2008 | |||
| 17/May-20/Sep | SAFRAM M2 Speed Tour 2008 (More...) | , Switzerland | |
| June / 2008 | |||
| 26/Jun-29/Jun | J24 Internatinal Womens Open Championship (More...) | Marion, MA, USA | |
| July / 2008 | |||
| 14/Jul-28/Jul | Pacific Cup (More...) | San Francisco, CA, USA | |
| 19/Jul-01/Aug | Baltic Sprint Cup (More...) | Copenhagen, Denmark | |
| 22/Jul-27/Jul | 14ª Regata Breitling Illes Balears (More...) | Calviá, Mallorca, Spain | |
| 22/Jul-26/Aug | GPSC Sundown Summer Series (More...) | Grosse Pointe Park, MI, USA | |
| 22/Jul-25/Jul | The Metre Regatta (More...) | Cowes, Isel of Wight, United Kingdom | |
| 22/Jul-25/Jul | The Metre Regatta/Classic Keelboat Regatta (More...) | Cowes, Isle of Wight, Unitred Kingdom | |
| 23/Jul-27/Jul | Six Senses Phuket Raceweek (More...) | Phuket, Thailand | |
| 24/Jul-27/Jul | Bemus Point, NY, USA | ||
| 24/Jul-27/Jul | New York Yacht Club Race Week Presented by Rolex (IRC, PHRF, OD) (More...) | Newport, RI, USA | |
| 24/Jul-27/Jul | Sperry Top-Sider NOOD Regatta (More...) | Marblehead, MA, USA | |
| 25/Jul-27/Jul | 2008 Rolex US-IRC National Championship (More...) | Harbor Springs, MI, USA | |
| 25/Jul-27/Jul | 29er US National Championships (More...) | Cascade Locks, OR, USA | |
| 25/Jul-27/Jul | Bemus Bay Regattas (More...) | Bemus Point, NY, USA | |
| 25/Jul-27/Jul | Brotz Leukemia Cup Regatta (More...) | Sheboygan, WI, USA | |
| 25/Jul-27/Jul | LTYC Invitational Regatta and One-Design Series (More...) | Harbor Springs, MI, USA | |
| 25/Jul-26/Jul | New England Solo/Twin Race (More...) | Newport, RI, USA | |
| 25/Jul-27/Jul | North Wales Boat Show (More...) | Vaynol Estate, Bangor, North Wales | |
| 26/Jul-02/Aug | 27 Copa del Rey (More...) | Palma de Mallorca, Balearic Islands, Spain | |
| 26/Jul-03/Aug | Breitling MedCup - Copa del Rey (More...) | Palma de Mallorca, Spain | |
| 26/Jul-26/Jul | Bristol, RI, USA | ||
| 26/Jul | Edey & Duff Builder's Cup (More...) | Mattapoisett, MA, USA | |
| 26/Jul | Long Island Sound Match Racing Championship (Taylor Trophy) (More...) | Southport, CT, USA | |
| 26/Jul-27/Jul | Youngstown, NY, USA | ||
| 26/Jul-27/Jul | Ashland, OR, USA | ||
| 26/Jul-27/Jul | Youngstown Level Regatta (More...) | Youngstown, NY, USA | |
| 27/Jul | Sail For Heart Regatta (More...) | Windsor, Ontario, CAN | |
| 27/Jul | The Corinthians - Stonington to Boothbay Harbor Ocean Race (More...) | Stonington, CT, USA | |
| 28/Jul-03/Aug | 2008 LYRA Annual Regatta (More...) | Whitby, Ontario, Canada | |
| 30/Jul-03/Aug | I-LYA Power Boat Regatta (More...) | Put-in-Bay, South Bass Island, OH, USA | |
| August / 2008 | |||
| 01/Aug-06/Aug | 2008 I-LYA Regatta (More...) | Put-In-Bay, OH, USA | |
| 01/Aug-03/Aug | Aldo Alessio Perpetual Trophy - IRC Pacific Coast Championships (More...) | San Fancisco Yacht Club, CA, USA | |
| 01/Aug-03/Aug | Alpine Bank Dillon Open (More...) | Dillon, CO, USA | |
| 01/Aug-03/Aug | Bayview Yacht Club's Women's Invitational Regatta & Clinic (More...) | Detroit, MI, USA | |
| 01/Aug-03/Aug | Buzzards Bay Regatta (More...) | Marion, MA, USA | |
| 01/Aug-03/Aug | Dillon Open Regatta (More...) | Dillon, CO, USA | |
| 01/Aug-02/Aug | Santa Barbara to King Harbor Race (More...) | Santa Barbara / Redondo Beach, CA, USA | |
| 02/Aug-08/Aug | 2008 Shark Worlds (More...) | Hamilton, Ont, Canada | |
| 02/Aug-09/Aug | Corsair 2008 Nationals (More...) | Beverly, MA, USA | |
| 02/Aug-03/Aug | SCIRA USA Junior National Championship Regatta (More...) | Pt. Richmond, CA, USA | |
| 02/Aug-09/Aug | Skandia Life Cowes Week (More...) | Cowes, Isle of Wight, United Kingdom | |
| 02/Aug | Pensacola, FL, USA | ||
| 02/Aug | Pensacola, FL, USA | ||
| 03/Aug | Corinthian Summer Ocean Race (More...) | Marblehead, MA, USA | |
| 04/Aug-06/Aug | I-LYA Sailing Regatta (More...) | Put-In-Bay, South Bass Island, OH, USA | |
| 04/Aug-08/Aug | SCIRA USA National Championship Regatta (More...) | Pt. Richmond, CA, USA | |
| 04/Aug-08/Aug | Pensacola, FL, USA | ||
| 05/Aug-08/Aug | 2008 Corsair National Regatta (More...) | Marion, MA, USA | |
| 06/Aug-10/Aug | U.S. Singlehanded Championship (O'Day Trophy) (More...) | Sayville, NY, USA | |
| 08/Aug-10/Aug | 2008 U.S. Laser National Championship Regatta (More...) | Long Beach, CA, USA | |
| 08/Aug-09/Aug | Beaver Island Race (More...) | Harbor Springs, MI, USA | |
| 08/Aug-09/Aug | Flip Flop Regatta (More...) | Boston, MA, USA | |
| 08/Aug | Kauai Channel Race (More...) | Lihue, HI / Kauai, USA | |
| 09/Aug-10/Aug | Edgartown Yacht Club 12 Metre Regatta (More...) | Edgartown, Ma, USA | |
| 09/Aug-10/Aug | Lake Ontario Challenge Cup Regatta & North Americans (More...) | Pultneyville , NY, USA | |
| 09/Aug-10/Aug | Optimist Dinghy West Coast Championships (More...) | Cascade Locks, OR, USA | |
| 10/Aug-15/Aug | Down East Race Week XIV (More...) | Blue Hill Bay, ME, USA | |
| 10/Aug-12/Aug | Interlake Nationals 2008 (More...) | Traverse City, MI, USA | |
| 10/Aug-15/Aug | RIPS Canadian Race Week 2008 (More...) | Port Browning, Pender Island, BC, Canada | |
| 11/Aug-16/Aug | International Race-Lake Superior (More...) | , WI, USA | |
| 11/Aug-16/Aug | Ramsgate Week (More...) | Ramsgate, United Kingdom | |
| 14/Aug-16/Aug | IRC East Coast UK Championships (More...) | Ramsgate, Kent, United Kingdom | |
| 14/Aug-15/Aug | Nantucket Yacht Club 12 Metre Regatta (More...) | Nantucket, MA, USA | |
| 15/Aug-17/Aug | Farr 40 New England Regatta (More...) | Edgartown, MA, USA | |
| 15/Aug | Ida Lewis Distance Race (More...) | Newport, RI, USA | |
| 15/Aug-17/Aug | International Moth US National Championships (More...) | Cascade Locks, OR, USA | |
| 15/Aug-17/Aug | Laser Masters North American Championships (More...) | Cascade Locks, OR, USA | |
| 15/Aug-17/Aug | Verve Cup Offshore Regatta (More...) | Chicago, IL, USA | |
| 16/Aug-23/Aug | Aegean Regatta (More...) | Rhodes, Greece | |
| 16/Aug | Bay Jam! (More...) | Georgetown , MD, USA | |
| 16/Aug | U.S. O'pen Cup (More...) | New Bedford, MA, USA | |
| 17/Aug-23/Aug | Aegean Regatta 2008 (More...) | Rodos, Greece | |
| 17/Aug | Annual Opera House Cup Regatta (More...) | Nantucket, MA, USA | |
| 17/Aug-21/Aug | C. Thomas Clagett Jr. Memorial Clinic and Regatta (More...) | Newport, RI, USA | |
| 18/Aug-20/Aug | Lido 14 Class Championships (More...) | Eugene, OR, USA | |
| 19/Aug-24/Aug | 2008 J 22 World Championship (More...) | Rochester, NY, USA | |
| 19/Aug-24/Aug | J22 World Championship (More...) | Rochester, NY, USA | |
| 19/Aug-24/Aug | Knickerbocker Cup (More...) | Port Washingon, NY, USA | |
| 20/Aug-24/Aug | J 105 North American Championship (More...) | San Francisco, CA, USA | |
| 21/Aug-24/Aug | Beneteau Cup (More...) | Cowes, Isle of Wight, England | |
| 22/Aug-24/Aug | 2008 M 30 North American Championship (More...) | Newport, RI, USA | |
| 22/Aug-24/Aug | Long Point Race Week (More...) | Newport Harbor, CA, USA | |
| 22/Aug-27/Aug | Torbay Week & Tobay Championship (More...) | Torquay, United Kingdom | |
| 23/Aug-24/Aug | 27th Annual Govenor's Cup Regatta (More...) | Lake DuBay/Portage County, WI, USA | |
| 23/Aug | American Cancer Society Regatta (More...) | Mount Sinai, NY, USA | |
| 23/Aug-24/Aug | Cape Charles Cup (More...) | Virginia Beach, VA, USA | |
| 23/Aug-24/Aug | Tupper Lake, NY, USA | ||
| 23/Aug-24/Aug | San Diego, CA, USA | ||
| 23/Aug | Vermillion, OH, USA | ||