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.

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
August 26, 2020
In his 25th year owning the 46-foot custom deadrise Full Moon, Mike Krissoff is blown
August 24, 2020
In a way, this powercat charter was a double conversion.
August 20, 2020
The Wye River is a hidden gem behind Eastern Bay, between Kent Island and
August 12, 2020
Has there ever been a better time for family boating?
August 4, 2020
A good many boat travelers really enjoy the peace, freedom, and quiet of anchoring.
July 22, 2020
All boaters have a dream. For some it’s chartering in the Caribbean.
July 12, 2020
It’s estimated that a whopping 500,000 jellyfish stings are suffered every summer around the Bay.