Things to Do Tours

City Running Tours

26 West St, Annapolis, MD 21401

About City Running Tours

City Running Tours

Our GROUP RUNNING TOURS are 3 - 5 mile routes led at a casual, conversational pace with designated stops along the way. This is not a race and we encourage all running levels to join us. Our routes are offered on Saturdays throughout the year. Please note group size varies from week to week and is dependent on registrations.

Runners are responsible for the arrival to and departure from the meeting location. A bottle of water will be provided for each participant.CRT t-shirts are not included but are available for purchase in the CRT SHOP.


  • SUNDAY: Naval Academy/St. John's (7:30 AM)
  • SUNDAY: Maritime Heritage (9 AM)
  • MONDAY: Colonial Heritage (8 AM)
  • WEDNESDAY: Maritime Heritage (9 AM)
  • FRIDAY: Colonial Heritage (8 AM)
  • SATURDAY: Naval Academy/St. John's (7:30 AM)
  • SATURDAY: Colonial Heritage (8:30 AM)


Colonial Heritage Tour - $30
This 3 mile run will take you back in time, past the bustling heart of Annapolis, the City Dock, to the architectural gems of the city such as William Paca House, Hammond Harwood House, Acton Place, and others. You will have magnificent views of the State House (the oldest state capital still in use) and St. Anne’s church, the twin anchors of the colonial street plan.

Annapolis Maritime Tour - $30
This 3 mile run will take you over Spa Creek, the site of weekly regattas during sailing season, featuring beautiful views of the sailing vessels and waterfront that distinguish Annapolis. We head into “Maritime Republic of Eastport,” the home port for the worlds best sailors, and the watering holes on restaurant row that are their “home away from home.” We will pass the Annapolis Maritime Museum in the renovated McNasby Oyster Co. building, the last remaining oyster-packing plant in Annapolis.

Naval Academy/St. John's College Tour* - $40
On this 5 mile route explore two distinguished centers of higher learning. Our run takes us past the waterfront of the Naval academy, with memorials to ships and sailors who have gone down fighting for our country. We run past beautiful views of the Severn River, past the historic John Paul Jones chapel building, and then run through the grounds of historic St. John’s College, founded in 1696 as King Williams School. The run continues past the historic State House, past the local pubs and restaurants on Main Street that cater to locals and students alike, and ends at the bustling City Dock, the heart of Annapolis from colonial times to the present.

*A valid ID/Drivers License/Passport is required to enter the Naval Academy