Chesapeake Bay

Chesapeake Bay, Delaware Bay & the Delmarva Atlantic coast from Cape May, NJ, to Norfolk, VA

Chesapeake Bay

Chesapeake Bay, Delaware Bay & the Delmarva Atlantic coast from Cape May, NJ, to Norfolk, VA

Boating Destinations in the Chesapeake Bay Region

Yorktown, VA

Calvert County, MD

Westmoreland County, VA

Hampton, VA

Urbanna, Virginia

Onancock, VA

Lancaster County, VA

Hyatt Regency Chesapeake Bay, MD

Portsmouth, VA

Northumberland County, VA

St. Michaels, MD

Oxford, MD

Philadelphia, PA

Colonial Beach, VA

Eastport, MD

Irvington, VA

Edgewater, MD

Galesville, MD

Cape May, NJ

Chesapeake City, MD

Colonial Beach, VA

Delaware City, DE

Virginia Beach, VA

Havre de Grace, MD

Rock Hall, MD

Deltaville, VA

Kent Narrows, MD

Georgetown, D.C.

Leonardtown, MD

Georgetown, MD

Portsmouth, VA

Deal Island, MD

Urbanna, VA

Chestertown, MD

Tangier Island, VA

Chesapeake Beach, MD

Cobb Island, MD

Learn More About This Destination

View This Boating Destination In Our Explorer

Lancaster County, VA

Northumberland County, VA

Calvert County, MD

Onancock, VA

Portsmouth, VA

Hyatt Regency Chesapeake Bay, MD

Urbanna, Virginia

Yorktown, VA

Hampton, VA

Westmoreland County, VA

National Harbor, MD

Annapolis, MD

Cobb Island, MD

Edgewater, MD

Georgetown, MD

Chesapeake Beach, MD

Tangier Island, VA

Smith Island, MD

Leonardtown, MD

Alexandria, VA

St. Mary's City, MD

Colonial Beach, VA

Deal Island, MD

Kilmarnock, VA

Kiptopeke Beach, VA

Deltaville, VA

Ocean City, MD

Delaware City, DE

Havre de Grace, MD

Cape Charles, VA

Norfolk, VA

Virginia Beach, VA

Galesville, MD

Eastport, MD

Portsmouth, VA

Rock Hall, MD

Irvington, VA

Learn More About This Destination

View This Boating Destination In Our Explorer

Chesapeake Bay

Click a Chesapeake Bay Chapter To Start Planning Your Next Boating Adventure.

Delaware Bay to C&D Canal

The Outside Route: Delmarva Coast

C&D Canal to Kent Island, MD

Eastern Bay to Little Choptank River, MD

Hooper Strait to Cape Charles, VA

North East River to Magothy River, MD

Severn River to West River, MD

Herring Bay to Patuxent River, MD

Side Trip: Potomac River, MD/VA

Smith Point to Deltaville, VA

Mobjack Bay & York River, VA

Hampton Roads, James River & Virginia Beach, VA

Norfolk, VA to the Atlantic ICW

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View More Information to Plan Your Boating Trip In The Explorer.

Find More Boat Trip Planning Tools for this Region

Fuel

Marinas

Services

Anchorages

Free Docks

Alerts

Bridges

Locks

The Waterway Guide Team has gained extensive boating knowledge over the years, and now we are sharing all of the tips, skills, and tools we’ve picked up along the way!

The Battle of Chesapeake Free Dock #2

August 5, 2025

Janthina's Journey takes a thoughtful pause at Chesapeake Free Dock #2, a favorite staging spot for cruisers heading north or...

A Jon Boat, a Plan and the Great Loop

July 29, 2025

Boaters attempting the Great Loop typically choose comfortable cruisers, efficient trawlers, or high-performance center consoles. But Robert Youens is charting...

Striking Tips from Our Experts: Lightning Protection

July 28, 2025

Photo Steve D'Antonio Having lived and worked on the Chesapeake Bay for the past two decades, I've learned many things...

If You See Something, Say Something…

July 28, 2025

On August 29, 2011, an American, WW-II USCG hero, largely forgotten by all but US Coast Guard Forces, passed away...

A Cruiser's Guide to the Secluded Waters of Mobjack Bay

July 21, 2025

Photo of New Point Comfort Lighthouse. Credit: Bob Waldrop, Photographer Mobjack Bay on the western shore of the Chesapeake Bay...

The Battle of Chesapeake Free Dock #2

August 5, 2025

Janthina's Journey takes a thoughtful pause at Chesapeake Free Dock #2, a favorite staging spot for cruisers heading north or...

A Jon Boat, a Plan and the Great Loop

July 29, 2025

Boaters attempting the Great Loop typically choose comfortable cruisers, efficient trawlers, or high-performance center consoles. But Robert Youens is charting...

Striking Tips from Our Experts: Lightning Protection

July 28, 2025

Photo Steve D'Antonio Having lived and worked on the Chesapeake Bay for the past two decades, I've learned many things...

If You See Something, Say Something…

July 28, 2025

On August 29, 2011, an American, WW-II USCG hero, largely forgotten by all but US Coast Guard Forces, passed away...

A Cruiser's Guide to the Secluded Waters of Mobjack Bay

July 21, 2025

Photo of New Point Comfort Lighthouse. Credit: Bob Waldrop, Photographer Mobjack Bay on the western shore of the Chesapeake Bay...

View More Helpful Articles & News

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Chesapeake Bay

Chesapeake Bay, Delaware Bay & the Delmarva Atlantic coast from Cape May, NJ, to Norfolk, VA

Chesapeake Bay

Chesapeake Bay, Delaware Bay & the Delmarva Atlantic coast from Cape May, NJ, to Norfolk, VA

Boating Destinations in the Chesapeake Bay Region

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