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.

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
August 20, 2021
UPDATE: This event has been canceled. Mark your calendars for Deale Dinghy Day, August 28 on Rockhold Creek i
July 28, 2021
Come See Vintage Race Boats from the 1950s, ’60s, and ’70s… and Talk to the Drivers!
July 26, 2021
It is likely that many of you have been on some sort of a group cruise.
July 26, 2021
Welcome to part four of how to go cruising on a trailerable powerboat and do it with maximum flexibil