| Event | Discipline | Start Date | End Date | Location | ||
| Oyster Roast | Social | 2/23/08 | 2/23/08 | WCC | ||
| Dock Fixing | Work Party | 4/5/08 | 4/5/08 | WCC | ||
| Spring Work Party | Work Party | 4/12/08 | 4/12/08 | WCC | ||
| US Olympic Team Trials | Sprint | 4/18/2008 | 4/20/2008 | Oklahoma City, OK | ||
| Kumu'ohu Challenge | Outrigger | 4/19/2008 | 4/19/2008 | Washington, DC | ||
| Lynnhaven Race | Outrigger | 4/26/2008 | 4/26/2008 | Virginia Beach, VA | ||
| Run of the Charles | Sprint | 4/26/2008 | 4/26/2008 | Boston, MA | ||
| Buckroe Beach | Outrigger | 5/3/08 | 5/3/08 | Hampton, VA | ||
| Commodore's Cruise | Work Party | 5/10/08 | 5/10/08 | WCC | ||
| Semi-annual Meeting | Meeting | 5/15/08 | 5/15/08 | WCC | ||
| Pan Am Championships | Sprint | 5/15/2008 | 5/18/2008 | Montreal, CAN | ||
| Kent Island OC-1 | Outrigger | 5/17/2008 | 5/17/2008 | Kent Island, MD | ||
| Philly Spring Regatta | Sprint | 5/18/08 | 5/18/08 | Philly, PA | ||
| Fish Fry | Social | 5/31/08 | 5/31/08 | WCC | ||
| General Clinton | Marathon | 5/24/2008 | 5/26/2008 | NY | ||
| Milford OC-1 | Outrigger | 6/7/08 | 6/7/08 | Milford, CT | ||
| Rappahannock Whitewater Race | Standard Canoe | 6/7/08 | 6/8/08 | Fredericksburg, VA | ||
| WCC Annual Regatta | Sprint | 6/14/08 | 6/14/08 | WCC | ||
| Wai Nui Why Not | Outrigger | 6/14/2008 | 6/15/2008 | Toronto, CAN | ||
| Beaver Dam Paddle Jam | Outrigger | 6/14/08 | 6/14/08 | Gloucester, VA | ||
| Monumental | Outrigger | 6/21/2008 | 6/21/2008 | Washington, DC | ||
| National Development Camp | Sprint | 6/22/2008 | 7/7/2008 | Lake Placid, NY | ||
| Liberty Cup | Outrigger | 6/28/2008 | 6/28/2008 | New York, NY | ||
| New England Championships | Outrigger | 6/29/2008 | 6/29/2008 | Maine | ||
| Toronto Outrigger Race | Outrigger | 7/5/2008 | 7/6/2008 | Toronto, CAN | ||
| Lake Placid International | Sprint | 7/5/2008 | 7/6/2008 | Lake Placid, NY | ||
| Blackburn Challenge | Outrigger | 7/12/2008 | 7/12/2008 | Gloucester, MA | ||
| Crab Feast | Social | 7/20/08 | 7/20/08 | WCC | ||
| Paddle for the Bay | Outrigger | 7/26/2008 | 7/26/2008 | Norfolk, VA | ||
| World Sprints | Outrigger | 8/2/2008 | 8/9/2008 | Sacramento, CA | ||
| National Championships | Sprint | 8/5/2008 | 8/9/2008 | Oklahoma City, OK | ||
| Na Pali Cost Race | Outrigger | 8/16/08 | 8/16/08 | Hawaii | ||
| Perennial Paddle | Marathon | 8/17/08 | 8/17/08 | Norfolk, VA | ||
| Olympic Games | Sprint | 8/18/2008 | 8/23/2008 | Beijing, CHN | ||
| WCC Family Regatta | Sprint | 8/23/08 | 8/23/08 | WCC | ||
| Kent Island Relay | Outrigger | 8/30/2008 | 8/30/2008 | Kent Island, MD | ||
| Pre-World Jr. Championships | Sprint | 9/4/2008 | 9/5/2008 | Moscow, RUS | ||
| 90 Miler | Marathon | 9/5/2008 | 9/7/2008 | Saranac, NY | ||
| World University Championships | Sprint | 9/12/2008 | 9/14/2008 | Belgrade, SER | ||
| Silver Beach | Outrigger | 9/13/08 | 9/14/08 | Jamesville, VA | ||
| Wye Island | Outrigger | 9/13/2008 | 9/13/2008 | MD | ||
| Fall Work Party | Work Party | 9/20/08 | 9/20/08 | WCC | ||
| Chestertown | Outrigger | 9/27/2008 | 9/27/2008 | Chestertown, MD | ||
| Outdoorsman Triathlon | Standard Canoe | 9/27/08 | 9/28/08 | Wesser, NC | ||
| Pig Roast | Social | 9/27/08 | 9/27/08 | WCC | ||
| Mayor's Cup | Outrigger | 10/4/2008 | 10/4/2008 | New York, NY | ||
| Back Bay Hei Hei | Outrigger | 10/11/08 | 10/11/08 | Sandbridge, VA | ||
| Middle States Championships | Sprint | 10/11/08 | 10/11/08 | WCC | ||
| Master's Invitational Regatta | Sprint | 10/12/08 | 10/12/08 | WCC | ||
| Seaford Challenge | Outrigger | 10/18/2008 | 10/18/2008 | Seaford, VA | ||
| Frank Havens 10K | Standard Canoe | 10/25/2008 | 10/25/2008 | WCC | ||
| WCC Awards Banquet | Social | 10/25/08 | 10/25/08 | WCC | ||