Where to Sail on the Chesapeake Bay

Swan Creek is directly across the Bay from Bodkin Creek. There is a long bar that runs south from Swan Point.

On the way, you will pass the entrance to Rock Hall.

Limited anchorage is available and there are marinas and a lively small town. 

Eagle's Nest on the Magothy, closest river to the south, is one of our favorites.

As you enter the Magothy, circle around Gibson Island (to starboard) until you pass Holland Point.

There you will find a large tree-lined anchorage across from a beautiful and picturesque horse farm.

This is a beautiful river with enough picturesque creeks and anchorages to keep you exploring for a week or more. Queenstown, Grays Inn Creek, Langford Creek and the Corsica are all worth at least an overnight stay.

Go far enough, and you'll get to Chestertown, a lovely Eastern Shore town.

Baltimore is a uniquely urban destination with its ships, gantry cranes, waterfront industry, museums and restaurants.

The Inner Harbor Marina and Harbor Marina East are in the heart of things. A little further out are the Anchorage and Henderson's Wharf near Fells Point and Hamden.

Annapolis is widely referred to as “America's Sailing Capital” located in the heart of the Chesapeake Bay.

It has a laid-back vibe, a bustling downtown scene, historic landmarks, art galleries, restaurants, and blends its colonial history with modern amenities. Annapolis's waterfront lifestyle is sought by many.

There are mooring buoys along the Naval Academy sea wall. Pick one up and either dinghy ashore or call for a water taxi to take you from boat to shore.