Sports Events in Annapolis, MD

Find Sports Events in Annapolis, MD. Listings include Annapolis2Bermuda, Annapolis Running Festival, BayPaddle, Naptown Half Marathon & 10K/ 5K, Santa Maria Cup and Annapolis Frogman Swim. Click on each in the list below the map for more information.

Chesapeake Pilates Center
Chesapeake Pilates Center, 108 Old Solomons Island Road
Annapolis, 21401

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A Annapolis2Bermuda
317 First Street
Annapolis, 21403

Official Page for the Mustang Survival Annapolis to Bermuda Ocean Race

B Annapolis Running Festival
Annapolis, 21401

C BayPaddle
Annapolis

An epic weekend of paddling, running, celebrating and raising money to support the Chesapeake Bay

D Naptown Half Marathon & 10K/ 5K
Annapolis, 21401

E Santa Maria Cup
Annapolis

The Santa Maria Cup is an international women's match racing regatta.

F Annapolis Frogman Swim
2 Herndon Avenue
Annapolis, 21403

Join us on April 26, 2026 at the Bay Ridge Community Beach in Annapolis, Maryland for a 5K open water swim and fundraiser to support the Navy SEAL Foundation (NSF). Distance: 5K Location: Bay Ridge Community Beach 2 Herndon Avenue Annapolis, MD 21403

G Annapolis Yacht Club 3-2-1 Invitational
510 Severn Avenue
Annapolis, 21403

H Brave Enterprises
Annapolis, 21401-21405, 21409, 21411-21412

I Annapolis Running Classic
Annapolis, 21401

J Malam bagus
Annapolis

K K18 Events
Annapolis, 21401-21405, 21409, 21411-21412