Sailing Sundayvideo

Unpredictable Winter Sailing in the Chesapeake Bay | Sailing Sunday Ep 231

January 7, 2024 · 20 min · 20K views · Chesapeake Bay

What this video covers

After departing the Annapolis boat show, the crew of the sailboat Sunday transits the Chesapeake Bay toward Deltaville, Virginia, to assist friends with boat repairs.0:32 The passage begins in calm conditions, requiring constant navigation to avoid hundreds of crab pots outside the shipping channel.4:35 As a cold front approaches, the crew installs aging, yellowed cockpit clears to block wind and spray.11:25 When winds increase to 40 knots, the boat encounters steep, short-period waves in 6 to 10 meters of water, causing heavy slamming.17:28 Concerned for their dog and their own health while recovering from illness, the crew makes an emergency diversion to anchor in a protected bay overnight.17:47 They resume the passage the following morning once winds subside to 15 knots.17:53 The experience highlights the difficulty of managing short, steep seas in the shallow Chesapeake Bay during winter weather systems.

Watch on YouTube

More from Sailing Sunday

Our Final Week of Pregnancy & Annapolis Boat show Announcement!Oct 2026The Catamaran Can Wait... The Baby Can't!Oct 2026We Bought The Catamaran! ...And About To Give Birth! | Sailing Sunday Vlog 322Sep 2026After 7 Years, I’m Delivering Our Sailboat to Its New Owners | Sailing Sunday Vlog 321Sep 2026

From Sailing Sunday — see the channel’s boat, crew, and every analyzed video.

The Sailing Directory Newsletter

One email with the fleet's best finds — the moments, boats, and stories worth your watch time. Enter your own address to get your own copy.

Report an issue