There are three city-owned parking garages off the main street, and one in the West Street area. Prices range from $10 to $20 for the day. Some charge $5 after 5:30pm. There’s also a parking lot near the harbor. The rates there are hourly. You plug money into a machine in the center of the lot and it shoots out a receipt that you put into your vehicle window.
A city lot off Rowe Boulevard is free after 6pm and on the weekend (on Rowe Blvd. drive toward the Capitol and turn left on Calvert Street, then follow the signs). It’s two-and-a-half blocks from the Capitol, about a 10-minute walk to Main Street on the other side of the Capitol.
The city has a trolley that takes you from the close-in parking garages around the central business district and West Street. Jump on at a Circulator Stop. You’ll see signs posted along the route. A bus comes by about every 10 minutes and it costs $1 per ride. During holidays and special events, the route includes Eastport and West Annapolis.
You can also flag down a taxi or a pedicab. Pedicabs are the three wheeled cycles that go through downtown and West Street. Pedicab drivers are paid only in tips.
The eCruiser is free, courtesy of downtown merchants, but you should tip the driver. The eCruiser circulates through Annapolis any which way. It has no route. Just flag it down if you see it going by.
There is street parking, but read the parking signs carefully. The time allowed varies from street to street. It can range from two hours (close to downtown) to eight hours (if you don’t mind a 10-minute walk to downtown). Some areas allow only resident parking.
In Eastport, park only within the white lines, and never by curbs painted red. You will get a ticket if the car sticks out much into the red.
It’s an old town and the streets are narrow. Driving a car down some streets is like threading a needle, with cars taking turns on two-way streets. On those streets, pull in tight to the curb and it’s a good idea to pull in your side mirror. There have been people who’ve returned to their cars to find a broken mirror.
Annapolis has several traffic circles. The simple rule is that vehicles in the circle have the right of way. Wait for room and slide on in. Signal when leaving the circle. And if you miss your exit, just circle around again. Nearly everyone has done that.
The Annapolis City Harbormaster oversees all the navigable water near the city, including Weems Creek, Spa Creek, parts of the Severn River near the city, Annapolis Harbor and Back Creek.
The city maintains 17 slips at City Dock along with a number of mooring balls, available on a first-come, first-served basis. No reservations. The size of boat is limited for most mooring to 45 feet.
Watch out for “No Anchoring” or “Restricted Anchoring” areas in the approach channel and Spa Creek.
If you’re staying for three hours or less, 1,500 feet of bulkhead is available on an hourly basis. There’s also a daily and overnight rate, based on size of your boat.
Once you arrive, contact the Harbormaster on VHF channel 09 or 17 to find out if anything is available. The office is located in the City Dock parking lot (by the water).
There are several private marinas and yacht clubs within walking distance. A water taxi will also pick up at moored boats and shuttle visitors between boat and land, or among several business/bar areas for a small fee depending on how far the taxi needs to go. The captains are extremely friendly and willing to answer questions about how to get where you want to go.
If cycling into the city, use the Baltimore & Annapolis Trail, 13 miles of asphalt-paved former train-line between Annapolis and Glen Burnie, MD. A number of free pubic parking lots are sprinkled along the trail.
Near Annapolis the trail joins Ritchie Highway (Route 450), a four-lane road with wide shoulders for a bike lane. It ends at the 450 Bridge. But cross the bridge, and you can cycle into downtown Annapolis through main roads or neighborhood streets.
There are some places reserved for bicycle parking; the racks are rarely full.