The Chesapeake Bay

The Regions Best Vacation Destination

Chesapeake Bay Travel

If you’re planning a vacation or trip within the Chesapeake Bay region, you have lots of options for where to stay and how to get there. We’ve provided links to maps to get you where you’re going, whether you’re arriving by land or by water.

Choose a Destination

The Chesapeake Bay region features a wide variety of places to visit and things to do. This page provides information on many of the cities and towns located along the shores of the Bay. You’ll find information on attractions, events, and lodging on each Chesapeake Bay destination page.

All of the featured destinations are accessible by water, making them great for cruising boaters. For more information, chose a destination from the list below or select from a regional map below that.

Chestertown, MD Rock Hall, MD Chesapeake Bay Bridge Kent Island area St Michaels, MD Easton, MD Oxford, MD Cambridge, MD Deal Island, MD Crisfield, MD Smith Island, MD Tangier Island, VA Onancock, VA Cape Charles, VA Chesapeake Bay Bridge Tunnel Virginia Beach Norfolk, VA Portsmouth, VA Hampton, VA Poquoson, VA Mathews County, VA Urbanna, VA Irvington, VA Reedville, VA Lexington Park and St Mary's County Solomons Island, MD Tilghman Island, MD Chesapeake Beach, MD North Beach, MD Deale, MD Annapolis, MD Washington D.C. Baltimore, MD Havre de Grace, MD North East, MD Chesaepake City, MD