Northeast Destinations

Long Island Sound to the upper Chesapeake — four cruising grounds with the practical detail that matters

The Northeast corridor from New York to Annapolis contains more concentrated sailing history than any comparable stretch of American coastline. The same waters that hosted the first America's Cups, the Hudson River School painters, the Connecticut River trading fleets, and generations of Chesapeake watermen are navigable today by any reasonably prepared keelboat. These guides cover what you need to know before you go: tidal timing, passage hazards, the stops worth the detour, and the ones that are better avoided.

Long Island Sound Intermediate

Long Island Sound: New York's Backyard

110 miles of sheltered water — Mystic Seaport by boat, Essex CT, the tidal drama at the Race and Plum Gut, and a racing fleet that runs all summer.

Best: June–September Read guide →
CT & RI Beginner–Intermediate

Connecticut and Rhode Island: The Sailing States

Narragansett Bay, Newport's America's Cup history, Wickford's wooden boats, and timing the Cape Cod Canal for a fair current.

Best: June–September Read guide →
Hudson River Intermediate

The Hudson River: New York's Maritime Highway

150 miles from New York Harbor to Troy — tidal all the way, the Saugerties Lighthouse overnight, Storm King Mountain, and the Erie Canal connection north.

Best: May–June, September–October Read guide →
Delaware & Maryland Intermediate

Delaware Bay and the Upper Chesapeake

Cape May, the 80-mile Delaware Bay run, the C&D Canal shortcut, Rock Hall, and Annapolis — the largest in-water boat show in the US every October.

Best: May–June, September–October Read guide →

All Destination Guides

Browse the full collection, including Maine, the Pacific Northwest, and the Bahamas crossing: All Destinations →

Northeast Marinas

Find slips, moorings, and anchorage information from Long Island Sound to the Chesapeake: Marina Directory →