While sailing on the Chesapeake offers year-round enjoyment, the twilight weeks in November add a special magic to the Bay’s charms with crisp air, reliable breeze, and vibrant colors.
Two sailors' favorite fun fall festivals for the whole family along the Chesapeake Bay on the Eastern Shore:
A refresher course on all things Annapolis, just in time for the 2025 Annapolis Sailboat Show.
Cruisers enjoy sailing to the Choptank River to visit the quaint towns and peaceful anchorages that line its shores.
Cape Charles, Virginia, an 1880s railroad town that fell asleep and recently reawakened offers plenty to keep visiting sailors entertained, well-fueled, well-fed, and coming back for...
From currents to docking and dining, what you need to know to sail from the Chesapeake Bay to Philadephia, PA.
Sailing to the Wye and St. Michaels on the Miles River
Virginia’s Rappahannock River can offer a “mini loop” cruise for almost any size vessel and any amount of time you have to spend cruising.
A sailor's guide to visiting Washington, DC, by land or sea for the National Cherry Blossom Festival 2025. ~By Karen Soule