Chesapeake Bay Cruising

Our Chesapeake Bay Cruising section features insights from liveaboards, tips and stories on cruising the Great Loop and Intracoastal Waterway (ICW), along with expert tips about boat maintenance and safety. For charter vacation stories visit our powerboat chartering section.

January 6, 2022
This is an ICW journey in three parts. In leg one, we covered the journey from Arnold, MD, to Fernandina Beach, FL.
December 28, 2021
As we take our last sip of eggnog, wave farewell to 2021, and make plans to ring in the New Year, let’s make sure to focus on what’s really important:
December 15, 2021
This is an ICW journey in three parts. In leg one, we covered the journey from Arnold, MD, to Fernandina Beach, FL.
December 14, 2021
In 2022 an iconic American design, the grandaddy of the modern American runabout, the Boston Whaler, wil
November 30, 2021
Southern Maryland Boat Club hosted the return of the American Power Boat Association’s (APBA) Vinta
November 29, 2021
Have you ever wondered about the role of the U.S. Coast Guard Auxiliary?
November 15, 2021
If you prepare your boat now with proper winterization techniques, you'll be able to hit the ground running much faster next spring.
November 10, 2021
The Grenadines are a string of islands that extends between St.
November 1, 2021
Our Intracoastal Waterway (ICW) trip was made in three segments.
October 29, 2021
To become a SpinSheet Century Club member, boaters need to log 100 days on the water within
October 20, 2021
Chesapeake Bay cruisers enjoy the fruits of Long Island Sound and Cape Cod while cruising in New England
October 11, 2021
The Exumas Islands chain of the Bahamas is kind of a cruisers’ eddy where boaters make appearances season after season.
October 11, 2021
Whether yours is a power or sailing vessel, the lure of traveling south on the ICW by boat to warm
September 27, 2021
Ray Glenn, a board member of the Chesapeake Bay Chapter (CBC) of the Antique and Classic Boat Society (ACBS), is one of several Maryland boaters who’s leading the charge to add more boat ramps in <
September 27, 2021
Starting in October, the Patapsco River Power Squadron, a unit of the United States Power Squadrons, and District Five will present America’s Boating Course, an eight-hour presentation open to the
September 7, 2021
A few years ago, not long after Hurricanes Irma and Maria tore through the Caribbean, I took my first bareboat powercat charter in the
September 2, 2021
The Chesapeake Bertram Rendezvous returns on September 18 at Higgins Yacht Yard in St.
August 27, 2021
Last month we reported on the planning and communicating complexity associated with a large group cruise from the Bay