Welcome to SpinSheet Magazine's sailing photo galleries! Here you'll find images from various sailboat racing events and regattas on the Chesapeake Bay. These sailing photos are captured by SpinSheet's staff as well as contributing photographers such as Will Keyworth, Al Schreitmueller, Ben Cushwa, Walter Cooper, and Dan Phelps. Photos are available for purchase at the corresponding links below. Please contact [email protected] for more information on commercial use of images.
2024 Events
Find the full gallery of 2024 events here. Find the collection of Mount Gay Rum Red Cap of the week gallery here. Click to individual regatta links below.
- ILCA Frostbite Racing 11.17.24
- EYC Fall Brawl
- J/24 East Coast Championships
- J/105 Chesapeake Bay Championships
- AYC Fall Series 2 - Harbor 20s
- AYC Fall Series 2
- RBSA Wednesday Night Races 10.2.24
- AYC Fall Series 1 2024
- Cal 25 Nationals 2024
- AYC Fall Race to Solomons
- Hospice Cup
- J/30 North American Championships
- RBSA Wednesday Night Racing 9.11.24
- Navy Fall Race to Cambridge
- SCC J/105 Women's Regatta Awards Party
- SCC J/105 Women's Regatta 2024
- EYC Labor Day Invitational 2024
- AYC Wednesday Night Racing 8.28.24
- US Sailing Team Racing Championship for the Hinman Trophy
- CRAB Cup
- CRAB CUP RESULTS AND PARTY PHOTOS********
- AYC Wednesday Night Racing 8.14.24
- Oxford Regatta - Saturday
- Oxford Regatta - Sunday
- OXFORD REGATTA SHORE AND SEA PHOTOS******
- Governor's Cup Yacht Race 2024
- SSA Snipe Dick C. Cup
- AYC Two Bridge Fiasco 2024
- Screwpile Regatta Day One
- Screwpile Regatta Day two
- Screwpile Regatta Day Three
- BCYA Race to Baltimore
- SSA Olivia Team Race Invitational
- East of Maui - Eastport YC Chesapeake Standup Challenge
- EAST OF MAUI - EYC CHESAPEAKE STANDUP CHALLENGE AWARDS PHOTOS****
- HHSA Women's Regatta 2024
- AYC Junior Annual Regatta
- EYC Boomerang Race 2024
- AYC Wednesday Night Races 6-19-24
- Maryland Cures Cancer Regatta
- MARYLAND CURES CANCER RECAP AND PARTY PHOTOS*****
- AYC Wednesday Night Racing 6-12-24
- Melges 15 East Coast Championship
- Ted Osius Memorial Twilight Race
- Mustang Survival Annapolis to Bermuda Race
- Snipe Colonial Cup
- Miles River Race
- Down the Bay Race
- Pirates Cove Racing May 22
- EWE Spirit Cup
- EWE Spirit Cup PARTY PHOTOS AND RECAP*****
- AYC Spring Race to Oxford
- Helly Hansen Sailing World Annapolis Awards
- Helly Hansen Sailing World Annapolis Day Three
- Helly Hansen Sailing World Annapolis Day Two
- Helly Hansen Sailing World Series Annapolis Day One
- AYC Wednesday Night Racing 5-1-24
- AYC Wednesday Night Racing 4-24-24
- SSA ILCA Frostbite Racing 3-17-24
- AYC Frostbite Racing 3-3-24
- AYC Frostbite Racing 2-18-24
- AYC Hangover Bowl
2023 Events
Find the full gallery of 2023 events here. Click to individual regatta links below.
- AYC Frostbite Racing 11-19-23
- BCYA Harbor Cup 2023
- J/105 Chesapeake Bay Championships
- J/24 East Coast Championships
- J/22 East Coast Championships
- AYC Fall Series 2 Saturday & Sunday
- AYC Fall Series 1 Sunday
- AYC Fall Series 1 Saturday
- Round Bay Sailing Association Wednesday Night
- Hospice Cup
- Hospice Cup Party Pics
- Pirates Cove Wednesday Night Racing
- Navy Sailing Fall Oxford Race
- SSA J/70 Invitational and Melges 15 Fall Regatta
- Annapolis Labor Day Regatta 2023
- J/105 Women's Regatta
- J/105 Women's Regatta Party
- Penguin Nationals
- Annapolis to Cambridge (A2C) Lighthouse Challenge
- CRAB Cup 2023
- TAYC Oxford Regatta 2023
- TAYC Race to Oxford 2023
- SMCM Governor's Cup Yacht Race
- AYC Two Bridge Fiasco
- AYC Wednesday Night Racing 7.26.23
- Round Bay Wednesday Night Racing 7.19.23
- Screwpile Lighthouse Challenge
- AYC Wednesday Night Racing 7.12.23
- EYC Boomerang Race
- East of Maui - Eastport YC Chesapeake Standup Challenge
- AYC Wednesday Night Racing 6.28.23
- GIYS Star Class District 2 Championship/ Miller Series Saturday
- GIYS Star Class District 2 Championship/ Miller Series Sunday
- Maryland Cures Cancer Regatta
- Annapolis to Newport Race 2023
- Annapolis to Miles River Race
- Down the Bay Race 2023
- EWE Spirit Cup
- AYC Spring Race to Oxford
- AYC Wednesday Night Racing May 10
- Helly Hansen Sailing World Series Annapolis Day 3
- Helly Hansen Sailing World Series Annapolis Day 2
- Helly Hansen Sailing World Series Annapolis Day 1
- NASS Race to the Lighthouses
- AYC Spring One Design
- AYC Frostbite Racing March 19
- AYC Frostbite Racing March 5
- AYC Hangover Bowl
2022 Events
Find the full gallery of 2022 events here. Click to indiviual regatta links below.
- AYC Frostbite Racing 12.4.22
- AYC Frostbite Racing 11.13.22
- J/105 Chesapeake Bay Championships
- J/35 North American Championships
- BCYA Harbor Cup
- Round Bay Wednesday Night Racing
- Hospice Cup
- Pirates Cove Wednesday Night Racing
- Harbor 20 Class Championships
- NASS Oxford Race
- WRSC Labor Day
- A2C Lighthouse Challenge aka Annapolis to Choptank
- CRAB Cup
- Cambridge YC Hicks Trophy Log Canoes
- Race to Oxford
- Governor's Cup
- AYC Two Bridge Fiasco
- Screwpile Regatta
- EYC Boomerang Race
- AYC Wednesday Night Races June 29
- SCC J/105 Women's Regatta
- HHSA Women's Regatta
- SCC Ted Osius Memorial Twilight Race
- Leukemia Cup
- A2B Parade!
- Mustang Survival Annapolis Bermuda Ocean Race
- Miles River Race
- EWE Spirit Cup
- Helly Hansen Sailing World Regatta Annapolis Day 3
- Helly Hansen Sailing World Regatta Annapolis Day Two
- Helly Hansen Sailing World Regatta Annapolis Day One
- AYC Wednesday Night Racing 5.4.22
- AYC Spring One Design Regatta
- AYC Wednesday Night Racing 4.27.22
- NASS Race to the Lighthouses
- AYC Frostbite Racing 3-20-22
- AYC Frostbite Racing 3-6-22
- AYC Frostbite Racing 2-20-22
- AYC Frostbite Racing 2-27-22
2021 Events
Find the full gallery of 2021 events here. Click to indiviual regatta links below.
- AYC Frostbite Racing 12-5-21
- AYC Frostbite Racing 11-28-21
- AYC Frostbite Racing 11-21-21
- J/105 North Americans
- Penguin and Comet Frostbiting TAYC
- AYC Fall Etchells and Lippincott Memorial - Star Class
- J/111 World Championships
- AYC Fall Series - Distance Race
- AYC Fall Series - ORC and J/105
- Great Chesapeake Bay Schooner Race
- AYC Doublehanded Distance Race
- J/80 North Americans Day 1
- J/80 North Americans Day 2
- J/80 North Americans Day 3
- RBSA Wednesday Night Racing 9/29/21
- Shields Nationals
- Screwpile Lighthouse Challenge
- AYC Fall Race to Solomons
- Penguin Internationals
- Hospice Cup 40th Anniversary Party
- Classic Wooden Sailboat Race
- NASS Oxford Race
- Annapolis Labor Day Regatta - Division Two
- Annapolis Labor Day Regatta - Division One
- CRAB Cup
- Oxford Regatta Log Canoes
- TAYC Race to Oxford
- AYC Wednesday Night Racing 8-4-2021
- St. Mary's Governor's Cup Yacht Race - 3 p.m. Annapolis Starts
- AYC Two Bridge Fiasco
- AYC Wednesday Night Racing 6-30-21
- Annapolis Windsurfing Festival
- Northern Bay Regatta
- HHSA Women's Regatta
- Annapolis Leukemia Cup
- More Harbor 20s and Cal 25s from Leukemia Cup
- Snipe National Championships Saturday
- Snipe National Championships Sunday
- Annapolis to Newport Friday
- Annapolis to Newport Saturday
- College Team Race Nationals Day 2
- College Team Race Nationals
- Miles River Race
- Down the Bay Race
- Viper 640 Atlantic Coast Championships
- J/World Thursday Night Racing 5/20
- Women's College Sailing Nationals
- SCC Spring Race to Benefit EWE Spirit Foundation May 16
- J/70 North Americans 2021
- AYC Spring Oxford Race 2021
- Annapolis NOOD Regatta 2021
- AYC Wed. Night Racing Apr. 28
- NASS Spring Race to the Lighthouses
- Easter Weekend AYC & SSA Juniors
- AYC Frostbite Racing Mar. 21
- SSA Laser Frostbite Racing Mar. 14
- AYC Frostbite Racing Mar 14
- AYC Frostbite Racing Mar. 7
2020 Events
- AYC Frostbite Racing Dec 13
- AYC Frostbite Racing Dec 6
- AYC Frostbite Racing Nov 29
- EYC Leftover Bowl
- AYC Frostibite Racing Nov 22
- EYC Fall Brawl
- Penguins in Oxford
- J/105 Chesapeake Bay Championships
- STC Annapolis Fall Regatta and ORC East Coast Championship Friday, Saturday, and Sunday
- AYC Fall Series
- J/22 and J/24 East Coast Championship
- SSA Snipe Frigid Digit
- AYC Doublehanded Distance Race
- West River Wednesday Night Racing
- Screwpile Regatta
- AYC Fall Race to Solomons
- Round Bay Wednesday Night Racing
- Hospice Cup Regatta
- NASS Race to the Lighthouses
- SSA Laser and Laser Radial Crab Claw Regatta
- Annapolis Labor Day Regatta
- Annapolis Leukemia Cup
- AYC Wed Night Racing Aug 26
- CRAB Cup
- J/World Thurs. Night Racing Aug 13
- Oxford Regatta
- AYC Wed Night Racing Aug 5
- AYC Two Bridge Fiasco
- AYC Wednesday Night Racing July 29
- AYC Annual Regatta July 25-26
- BCYA Ract to Baltimore July 18
- EYC Friday Beer Can Races July 17 --SpinSheet's 25th Birthday!
- AYC Wednesday Night Racing July 15
- EYC Boomerang Race July 11
- J/World Thursday Night Racing July 9
- AYC Wednesday Night Race July 8
- GIYS Star Class Miller Series June 27-28
- SSA Colonial Cup June 27
- EYC One Design Classic June 27
- AYC Wednesday Night June 24
- Ted Osius Memorial Regatta June 21
- J/World Thursday Night June 18
- AYC Wed. Night June 10
- AYC Wednesday Night kickoff
- AYC Frostbite Racing Mar. 8
- AYC Frostbite Racing Mar. 1
- AYC Frostbite Racing Feb. 23
- AYC Frostbite Racing Feb. 16
- AYC Frostbite Racing Feb. 9
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2019 Events
- J/105 Chesapeake and J/35 Mid-Atlantic Championships
- Oct. 19-20 in Annapolis (Etchells, Star, J/70, J/22)
- Great Chesapeake Bay Schooner Race
- AYC Doublehanded Distance Race
- AYC Fall Series
- Lloyd Phoenix National Offshore Championships
- J/30 North Americans
- Snipe US Masters National Championships
- AYC Solomons Race
- Hospice Cup
- NASS Oxford Race
- Annapolis Labor Day Regatta
- CRAB Cup
- TAYC Race to Oxford
- St. Mary's College of Maryland Governor's Cup
- Screwpille Lighthouse Challenge Party Photos
- East of Maui -Eastport YC Chesapeake SUP Challenge
- Olivia Constants Team Race Invitational
- EYC Boomerang Race
- Northern Bay Regatta
- Take Someone Sailing Day
- Annapolis to Newport Friday Start
- Annapolis to Newport Saturday Start
- Annapolis to Newport Sendoff Party at AYC
- (sorry no Annapolis Leukemia Cup photos--we had engine trouble!)
- Southern Bay Race Week Parties
- Down the Bay Race
- Miles River Race
- Annapolis Windsurfing Festival
- Viper 640 Mid-Atlantics
- Helly Hansen Annapolis NOOD Regatta Friday
- Helly Hansen Annapolis NOOD Regatta Saturday
- Helly Hansen Annapolis NOOD Regatta Parties
2018 Events
- Annapolis YC Frostbite Racing 11/25/18
- J/22 & J/24 ECCs, J/35 Mid-Atlantics, and J/105 Ches Championships SUNDAY
- J/22 & J/24 ECCs, J/35 Mid-Atlantics, and J/105 Chesapeake Championships
- Annapolis Fall and ORC Chesapeake Championship (Friday)
- Annapolis Fall and ORC Chesapeake Championship (Saturday)
- J/70 Fall Brawl, Etchells, Stars, and Solings (Oct 20)
- Great Chesapeake Bay Schooner Race
- Star Worlds Saturday Racing
- Star Worlds Crab Feast at Campbell's Boatyard
- J/22 Worlds Wednesday Party
- J/22 World Championships
- AYC Fall Race to Solomons
- NASS Oxford Race
- Annapolis Labor Day Regatta party and awards
- Annapolis Labor Day Regatta
- CRAB Cup
- Oxford Regatta
- Cape Charles Cup party pix
- TAYC Race to Oxford
- EYC Boomerang Race
- East of Maui - Eastport YC Chesapeake Stand-Up Challenge
- Shearwater Twilight Race
- AYC Wednesday Night Race 6-13-18
- Annapolis Bermuda Ocean Race start
- Southern Bay Race Week Party Pix
- Leukemia Cup
- Miles River Race
- Down the Bay Race
- Viper 640 Atlantic Coast Championships
- Phebe Corkran King Memorial Regatta
- Annapolis NOOD: Sunday
- Annapolis NOOD: Saturday
- Annapolis NOOD: Friday
- AYC Wednesday Night Race May 2
2017 Events
- SAP 505 Worlds-Last Race
- J/35 North Americans
- Lloyd Phoenix Us Offshore Championship
- SAP 505 Pre-Worlds
- SAP 505 World Championships
- Hospice Cup - Annapolis
- Australian Historical 18-ft Skiffs Visit the Bay
- Annapolis Labor Day Regatta
- Boatyard Bar & Grill CRAB Regatta
- Boatyard Bar & Grill Regatta for CRAB Party
- Governors Cup
- Screwpile Lighthouse Challenge
- North East River Yacht Club Invitational
- EYC Boomerang Race
- East of Maui and Eastport Yacht Club SUP Race
- Annapolis to Newport Friday Start
- EYC Leukemia Cup
- Annapolis to Newport - IRC1
- SSA Snipe Colonial Cup
- Down the Bay Race
- Annapolis NOOD
- Bay Bridge Paddle Race
2016 Events
- J/22 Mid Atlantic Championships
- J/24 East Coast Championships
- Storm Trysail Club Annapolis Fall Regatta
- J/70 Corinthian Nationals
- AYC Fall Series Part 2
- J/30 North Americans
- Annapolis Interclub Regatta
- 505 East Coast Championships
- Hospice Cup Regatta
- Sandbaggers Bull and Bear Match Racing