

Embarking on a boat trip from Bridgeport, CT to New Rochelle, NY, offers a compelling blend of historic coastal scenery, local attractions, and the chance for an enjoyable day on the water. This route, suitable for cruising sailors and powerboaters alike, remains largely protected and allows for safe navigation with careful planning.
Boating apps such as Navionics and savvy navvy can help chart your route and monitor any hazards along the way.
Starting Point: Bridgeport, CT
As you leave Bridgeport, you will be greeted by the peaceful waters of Long Island Sound. Choose a clear day for optimal views and safety.
Key Landmarks Along the Route:1. Penfield Reef Lighthouse: A notable navigational aid located about 3.5 miles southeast of Bridgeport. Keep a safe distance as you pass it; it’s a picturesque reminder of maritime history.
2. Black Rock Harbor: If you're looking for a safe place to stop, Black Rock Harbor is nearby and offers calmer waters, especially if weather conditions change unexpectedly.
3. Sasco Hill Beach: Continue past Sasco Hill—it's an uncharted spot for swimming or relaxing. While not a marina, it’s an excellent place to anchor briefly.
4. Westport, CT - An attractive coastal town, Westport has a floating marina at the 'Westport Marina' for a short visit. Explore the scenic town and grab a bite at one of its many eateries.
5. Byram River: The entrance to Byram River in Greenwich, CT, offers yet another option for safe harbor if conditions worsen. The river’s sheltered waters provide great opportunities for fishing or simply a serene stop.
6. Stepping Stone Light: Situated near Norwalk, this lighthouse marks a critical point in navigation. It's a key point to check your compass and current direction.
7. Norwalk Islands: These islands can be enchanting! The waters surrounding them are highly navigable but keep an eye out for local regulations regarding anchoring and wildlife preservation.
Final Approach: New Rochelle, NY
Along the route, pay close attention to the following navigational aids and considerations:
This route from Bridgeport to New Rochelle allows for a beautiful day of boating, combining safety, navigational ease, and enticing stops along the way. With proper planning, it offers not only a safe passage but also the chance to explore beautiful coastal towns and sights, making it an ideal trip for both seasoned captains and those still gaining confidence on the water. Remember, safety first, and don't hesitate to secure shelter if weather conditions change. Happy boating!