Directions: From Annapolis Running Shop (172 Main Street)
- Head Down Main Street (towards water)
- R - Compromise Street (go over Eastport Bridge)
- L - Severn Avenue
- R - 1st Street
- L - Chesapeake Avenue
- R - Horn Point Drive
- R - Chester Ave
- L - 1st Street
- R - Easter Avenue
- R - 3rd Street
- L - Chester Avenue
- R - Billy Jon Alley (follow it around)
- R - Chesapeake Avenue
- L - 1st Street
- L - Severn Avenue
- R - 6th Street (go back across Eastport Bridge)
- Continue on Compromise Street
- L - Main Street
- FINISH - Annapolis Running Shop
Directions: From Annapolis Running Shop (172 Main Street)