The 2011 Astoria Regatta celebration, held in August, included several competitions.

As part of the Sail on Regatta promotion, merchants participated in the Astoria Regatta window decorating contest in much larger numbers than in the past, with 22 entries. The winner was Finn Ware, and owner Saara Mathews received a plaque from the Regatta Association and advertising space from the Astoria Downtown Historic District Association (ADHDA). The theme of the contest was Celebrate the 200th Birthday of Astoria.

Winners of the merchant drawings for the ADHDA Sail on Regatta promotion were Kathleen Hudson, who received a 43-inch television donated by Sears of Astoria, and Vickie Baker who received a Michael Foster print.

The Englund Marine Twilight Boat Parade winners were judged from the deck of the U.S. Coast Guard Cutter Alert, which carried the Astoria Regatta Queen and Court and several royal courts from visiting cities. The boat parade was judged by Queen Rebecca Alfaro and Princesses Meg Dowaliby, Jessica Helligso and Bethany Workman. The winners were:

Best of Power Columbia, Patrick Albers, Tongue Point Job Corps Center; Best of Sail Waioli, Herb and Tami Florer; Best of Classic boat owned by Bob and Carrie Dorning; Best of Commercial Lady Laura, Martin McMaster; and Queens Choice Luscious, Bo Knab.

The Astoria Regatta Grand Land Parade, sponsored by Lektro Inc., was one of the largest Astoria Regatta parades. The award winners were:

Mayors Trophy   Clatsop Care; Admirals Trophy Spokane (Wash.) Lilac Festival; Presidents Trophy Portland Royal Rosarians; Grand Marshals Award Olympia (Wash.) Lakefair; Ambassadors Trophy Marysville (Wash.) Strawberry Festival; Lord Astor Award Puyallup, Wash., Daffodil Festival; Waldorf Award New Westminister (B.C.) Hyack Festival; 200th Anniversary Award Leavenworth (Wash.) Autumn Leaf Festival; City of Astoria Award Astoria Scandinavian Festival; Queens Award Wenatchee (Wash.) Apple Blossom Festival; First Place Commercial Cannery Pier Hotel; Second Place Commercial Cecils Trolley Stop; First Place Miscellaneous Entry Bigby Tree Service; Second Place Miscellaneous Entry Astoria Clowns; First Place Equestrian Wells Fargo Bank; First Place Band Sumner, Wash., High School Band; Second Place Band Clan MacCleay Pipe Band; and Drill Team Award Highlanders Drill Team.