

This itinerary from Chesapeake City, Maryland to Bear, Delaware is ideal for small to medium-sized powerboats or sailboats with moderate experience. It is a delightful journey along the scenic shores of the Chesapeake Bay, primarily navigating through the Delaware River. The trip covers approximately 20 nautical miles and offers a mix of sheltered waters and open stretches, making it both safe and enjoyable, provided you're aware of the local conditions.
Chesapeake City is an excellent jumping-off point, rich in history with its charming waterfront views and local eateries. Before departing, ensure your vessel is equipped with updated navigation charts, safety equipment, and check the local weather for any sudden changes.
1. Exit Chesapeake City: Departing from the docks of Chesapeake City, pay careful attention to the channel markers guiding you through the C&D Canal. The canal can be busy with other vessels, and it’s important to adhere to the speed limits and watch for commercial shipping traffic.
2. C&D Canal Navigation: This section can be a highway of sorts, with deeper water and navigation aids clearly marked. Look out for the green “can” buoys on your port side and the red “nunn” buoys on your starboard side. Be vigilant for fishing boats, recreational traffic, and the occasional barge.
3. Approaching the Delaware River: After traversing the C&D Canal, you will enter the Delaware River. The river's wide estuary can have occasional currents, especially near the mouth where it meets the tide. Monitor the tides closely, as this can affect your speed and positioning.
As you approach Bear, DE, the scenery gradually transforms from open waters to the welcoming banks lined with parks and recreational facilities. Upon arrival, confirm docking availability if you're planning to tie up for a while.
This route is perfect for both seasoned sailors and weekend warriers looking for a beautiful escape on the water. The combination of scenic views, safe harbors, and interesting stops makes it an enriching journey. Equip yourself with navigation apps—especially savvy navvy, which can offer route planning and real-time weather updates along your voyage. Make your trip not just safe, but memorable, transitioning seamlessly from the C&D Canal into the wild beauty of the Delaware River. Happy cruising!