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 23, 2023
After 30 years of exploring the Chesapeake Bay by sailboat, in 2018 Tom Bucklin and his wife, Tammi, made the jump to power
January 23, 2023
The right boat for some people isn't necessarily the right boat for you.
January 17, 2023
For boaters who are on the water (or even near it) all winter, we’ve compiled a few cold-weather winter safety reminder
January 2, 2023
The fall and winter months bring a Maryland favorite bounty out of its shell and one of my favorite foods to eat and serve—the Chesapeake Bay
December 23, 2022
Editor's Note: A few months ago, Mike Pitchford wrote about how his planned trip south on the ICW was almost delayed, but
December 23, 2022
Planning on trailering your boat long distances? Keep these considerations in mind.
December 19, 2022
If idle winter months make you itch to get your hands on some projects, read on for some ideas on what you can do to keep busy and make your
December 5, 2022
The author and his brother completed the 400-mile circumnavigation known as the DelMarVa Loop on a 17-foot Boston Whaler named Go-Cat.
December 5, 2022
The types of clubs most often covered on the pages of PropTalk’s Cruising Club Notes section are such clubs that are comprised of boat-owners brought together because they 1) own the same brand of
November 28, 2022
With many helping hands, and thanks to quick haul boat repairs, this Chesapeake snowbird's ICW trip south to Florida was salvaged.
November 19, 2022
The 2022 boating season has been fantastic for the Sea Scouts of Ship 1959 based out of the Seafarers Yacht Club (SYC) in the Eastport section of Annapolis.
November 14, 2022
Question, what happens when an offshore fisherman buys a 41-foot trawler?
November 14, 2022
Grandfather once told me, in reference to preparing a boat for the winter, that whatever you do right in the fall, whe
November 3, 2022
These former college roommates have built lifelong friendships around their shared love of boating. Their "boys sails" have become an annual event.
November 2, 2022
It was a great day for award-winning boats, displayed in the water and on land Saturday, September 17 as the Mid-Atlantic Chapter of the Antique and
October 20, 2022
One way to get through a cold Chesapeake winter is to plan a summer cruise. The very effort will warm you up!
October 13, 2022
In the fall of 2021, my husband Mark and I purchased a beautiful 2018 Jeanneau NC 895 in Por
October 3, 2022
A lot of Chesapeake Bay boaters choose to charter in the Caribbean, especially the British Virgin Islands (BVI), due to its re