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2021 Cruising Schedule
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May ι June ι July ι August ι September ι October
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| DATE |
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| May |
|
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| 5/1 |
May Day Together (Training) |
Sandy Point State Park |
| 5/2 |
Dockside Training
|
Various Boats/Marinas
|
5/5
|
Wednesday Day Sail |
Skipper’s Choice
|
| 5/8 |
Cruising Kickoff 3-8 PM |
Port Annapolis - Pavilion |
| 5/8 |
Rain Date - Dockside Training |
Various Boats/Marinas |
| 5/15 |
Saturday Day Sail - Shakedown |
Skipper's Choice
|
| 5/15 |
First Mates Day Sail |
Skipper's Choice |
| 5/20 |
Thursday Day Sail |
Skipper's Choice |
| 5/22 - 5/23 |
DNR Weekend Cruise & Party |
DNR Lodge Wye River |
| 5/26 |
Wednesday Day Sail - Blue Angels
|
Annapolis Harbor |
| 5/29 - 5/31 |
Memorial Day Cruise |
Skipper's Choice Anchorage |
| June |
|
|
| 6/5 - 6/6 |
First Mates & Weekend Cruise |
Skipper's Choice |
| 6/12 |
Saturday Day Sail |
Skipper's Choice |
| 6/17 |
Thursday Day Sail |
Skipper's Choice |
| 6/19 |
Day Sail Leukemia/Lymphoma Cup |
Annapolis Harbor
|
| 6/26 - 6/27 |
Anniversary Cruise & Party |
Lankford Creek Marina |
| 6/30 |
Wednesday Day Sail |
Skipper's Choice |
| July |
|
|
| 7/3 - 7/4 |
Where The Fireworks Are Cruise |
Sail & Fireworks Various Harbors |
| 7/8 |
Thursday Day Sail |
Skipper's Choice |
| 7/10 - 7/11 |
Wine & Chocolate Cruise |
Eagle Cove, Magothy River |
| 7/17 |
Saturday Day Sail |
Skipper's Choice |
| 7/20 |
Tuesday Day Sail |
Skipper's Choice |
| 7/24 - 7/5 |
Wet & Wild Cruise |
Harris Creek, In The Water Activities |
| August |
|
|
| 8/3 |
Tuesday Day Sail |
Skipper's Choice |
| 8/7 - 8/8 |
Appetizers & Deserts Cruise |
Reed Creek - Chester River |
| 8/14 |
Town Hall Meeting |
Port Annapolis - Pavilion |
| 8/21 - 8/22 |
Seafood Feast Cruise & Party |
Haven Harbor South |
| 8/26 |
Thursday Day Sail |
Skipper's Choice |
| 8/29 |
Sunday Day Sail |
Skipper's Choice |
| September |
|
|
| 9/4 - 9/6 |
Labor Day Cruise |
Solomons, Choptank, Home |
| 9/10 - 9/12 |
Eastport Oysterboys Cruise |
Shaw Bay Rafting In Pods |
| 9/16 |
Thursday Day Sail |
Skipper's Choice |
| 9/18 |
Hospice Cup & Day Sail |
Annapolis Harbor |
| 9/19 |
Sunday Day Sail |
Skipper's Choice |
| 9/23 |
Thursday Day Sail |
Skipper's Choice |
| 9/25 - 9/26 |
Oktoberfest Cruise & Happy Hour |
Anchorage Marina - Baltimore |
| October |
|
|
| 10/2 |
Saturday Day Sail |
Skipper's Choice |
| 10/6 |
Wednesday Day Sail |
Skipper's Choice |
| 10/9 - 10/10 |
Chili Cook-off Cruise |
Pickering Creek - Wye River |
| 10/14 - 10/18 |
Annapolis Sailboat Show |
City Dock - Annapolis |
| 10/19 |
Tuesday Day Sail |
Skipper's Choice |
| 10/21 |
Thursday Day Sail |
Skipper's Choice |
| 10/23 |
Saturday Day Sail |
Skipper's Choice |
| 10/30 - 10/31 |
Halloween Cruise |
Pirates Cove - Galesville |
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