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 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
October 20, 2020
Chesapeake Yacht Club past commodores, also known as the Silver Stars, are pleased to announce the successful continuation of the Educational Assistance Program for 2020.
September 22, 2020
In the mid 1980s my wife, Dotty, and I were “day boaters.” We would invite friends and their children for a cruise on L
September 21, 2020
If you’re looking for a mix of experiences on your Caribbean charter, you can’t go wrong with starting in St.
September 17, 2020
It is often said that there is a silver lining in every dark cloud. How could that be, one might ask, with a cloud as dark as the Covid-19 pandemic?
September 11, 2020
Have you ever wondered what a Great Loop Harbor Host is?
August 28, 2020
These days we are seeing so many boats out on the water, and for good reason - boating is a great form of social distan