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.

September 4, 2018
For many boaters, completing the 6000-mile Great Loop is a once-in-a-lifetime accomplishment, but once wasn’t enough for Bill and Kellirae Adcock, who are halfway through their second trip around t
August 30, 2018
What’s that saying—Do what you love, and you’ll never work a day in your life? That phrase comes to mind when talking to Larry Polster, an active trawler cruiser and vice president at Kadey-Krogen…
August 23, 2018
The only kind of boat that is easily charter-able on the Trent Severn Waterway in Ontario, Canada, is a houseboat, with three companies offering a range of houseboats for vacationers.
August 14, 2018
As we move into September, many families will start thinking about taking those last-minute Chesapeake Bay weekend crui
August 1, 2018
From a boater’s perspective, the decision of where to stop often depends on whether there’s a good marina.
August 1, 2018
Imagine a boat trip of less than 400 miles that includes five states and most every kind of water to be found on the U.S. East Coast: ocean, bay, river, creek, and canal, salt and fresh.
August 1, 2018
Curious about Chesapeake Bay boating? In this article we break down the types of boats you might find on the Chesapeake, boating licenses, destinations, and more.
July 19, 2018
To help our readers breeze through the dog days of summer, we’ve compiled a Summertime Survival Guide for Bay boaters. Keep these tips in mind to stay safe and cool as you enjoy time on the water.
July 18, 2018
What’s the best way to clean your boat’s water tanks and freshwater system? We asked Terry Slattery, a graduate engineer and bluewater cruiser who has done all his own maintenance for years.
June 26, 2018
As I look back on my childhood, growing up on the Rideau River in Ottawa, Canada, those were the best summers ever.
June 20, 2018
I knew from day one that I wanted to get my boating license. I knew the basics but also knew there was still much to be learned.
June 6, 2018
One of the best parts of boating is the freedom to anchor anywhere and enjoy the peace and quiet of a secluded spot or the opportune access to a bustling waterfront area.
April 2, 2018
As a native Mainer, many are surprised when I tell them this spring will only be my third season on the water.
March 8, 2018
While we have often taken our boats out for winter storage or taken them south to be able to use the
February 12, 2018
When you meet with your psychiatrist and they say “go to your happy place,” my wife Susan and I have one that we go to all the time: our 45-foot 1993 Bayliner 4588, which has three staterooms, two
December 18, 2017
This short story was composed aboard an old mid 60s, 17-foot wood console Boston Whaler after the author was marooned on a mud bar on the Choptank River, three or four miles south of Denton.
December 11, 2017
Traveling down the ICW for the first time is a big endeavor, but there’s no need to feel you’re going it alone.
November 9, 2017
Every boy, it’s said, deserves a Whaler. Having missed out on that birthright in my youth, I’m making up for it now. As a kid, all I ever had was beat-up wooden rowboats.