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 17, 2024
Sometimes you do it slowly and enjoy it. Sometimes you do it fast because you must.
December 12, 2024
Brrr… It’s getting cold in Chesapeake Country.
December 12, 2024
I can hear your thoughts now—please, no more talk of New Year’s resolutions… But being PropTalk, these aren’t your typical resolutions, i.e.
November 25, 2024
If you are contemplating abandoning your land dwelling and taking up a life on the water, you have a lot of options to consider. Do you buy used or new? Where do you want to live?
November 20, 2024
The author loves boating on the Chesapeake Bay, but he's always wanted to have his own boat in the Florida Keys,
October 30, 2024
Chesapeake boaters Aubrey and Terri Smoot recently spent a year, with their good dog, Yudee, circumnavigating the Great Loop aboard their Aspen powercat Shorebilly Too.
October 11, 2024
Before I had even pressed my hands against her hull, I had seen my new motorboat in photos taken by her broker.
October 9, 2024
This past summer, on June 20, the U.S.
October 2, 2024
Last month, we introduced our three-part series on beginning chartering which included the first part on
September 19, 2024
If you read PropTalk, you live, work, and play here. You know. The Chesapeake Bay is an awesome cruising ground.
September 19, 2024
TrawlerFest Baltimore is THE show for cruising enthusiasts, with a wide selection of seminars and also an in-water boat show and social activities.
September 16, 2024
After years of working, sailing, and raising a family in California, Ellen and Brian Swedberg began their Great Loop
September 3, 2024
So, you want to charter a boat, but have no idea how to go about it? Chartering is easier than you think, and we'll break it down in our three-part series.
August 30, 2024
Jeff and Terry Smith started their Great Loop journey in May aboard Wild Blue Yonder, a North
August 26, 2024
After years of deliberating, I finally did it. I bought a boat!
August 1, 2024
On June 12, Chesapeake boaters Brigid Flattery and Wayne Barnes completed their Great Loop adventure, a circumn
July 29, 2024
St. George Island (SGI) is a 28-mile barrier island on the Florida panhandle’s Gulf Coast.
June 27, 2024
The author shares his adventurous Delaware River Romp: a journey from Delaware City to Philadelphia aboard Go-Cat, a