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.

March 25, 2021
Many Chesapeake Bay boaters have spent their boating lives waterskiing around the creek, fishing, buzzing across the Ba
March 19, 2021
In the first four articles in this series, we detailed the sale of our trawler and the purchase of a smaller faster Legacy 3
February 19, 2021
When we head out on the water, few of us are thinking about preparing crew for emergenci
February 17, 2021
Mike Pitchford shares short stories and tips from snowbird cruisers who made the migration down the ICW from Annapolis for the winter.
February 2, 2021
In parts one and two of this DelMarVa loop cruise, the authors covered their journey from Annapolis to Ch
January 27, 2021
As boaters trying to keep up with updated marine safety equipment, when we hear about new inn
January 11, 2021
A skipper endures a stressful boat delivery from Boston to Cape May with a couple whose opinions don't quite match up.
January 10, 2021
Chesapeake Bay boaters may be thinking about adding some decorative boat lighting, such as multicolored decorative LED
January 4, 2021
In Part one of this DelMarVa loop journey, the authors covered the first leg of their cruising journey from departing Annapolis to exploring Chesapeake City, Lewes, DE, and Ocean City, MD. Here is…
December 28, 2020
Do you think you can motivate yourself to hit 100 days on the water in the calendar year? Many of our readers listed this as a goal for the New Year.
December 23, 2020
Are you making any resolutions for the new year? Along with your fitness and other self-improvement commitments, how about making a few boating resolutions?
December 15, 2020
Cruisers on the Bay have all kinds of dreams, often beginning with a dream of exploring the rivers and creeks close to home, but as boaters gain experience, their cruises tend to become longer, and
December 2, 2020
This is a story by Bo and Elizabeth Bollinger who took their 1999 Formula 34PC Fandango on a journey around the
November 12, 2020
When autumn leaves adorn the trees and you have yet to put away your flip flops, it’s hard to imagine that soon you'll have to start thinking about
November 10, 2020
There’s nothing quite like Greece. The islands, the people, the climate, and the deep blue water—it’s where I’ll run away to when I grow up.
November 4, 2020
When the world initiated the pandemic lockdown, liveaboard boaters and cruisers pondered how we’d handle this quarantin
October 20, 2020
The Southern Maryland Boat Club (SMBC) seized a last-minute opportunity to put on its annual