City of New York to Town of Southold by boat

Pilotage Plan from New York City, NY, USA to Southold, NY, USA

Route Overview

Embarking from the bustling harbor of New York City to the serene shores of Southold presents a wonderful opportunity for experienced boaters to enjoy both the urban landscape and the tranquil beauty of Long Island's North Fork. This route is suitable for cruising enthusiasts and seasoned sailors looking for a delightful getaway. Navigational wisdom, weather awareness, and an appreciation for scenic stops along the way will ensure a safe and enjoyable journey.

Departure: New York City

Coordinates: -73.850519300396, 40.774207581886 Begin your trip anchored in the brilliant backdrop of the Manhattan skyline. As you set out, be aware of the strong currents in the East River. Monitor local maritime traffic, especially near the Brooklyn Bridge and Manhattan Bridge as commercial vessels frequently navigate these busy waters.

Recommended Apps: Utilize navigation apps like savvy navvy for chart plotting and real-time weather updates, along with Navionics and MarineTraffic for boat position tracking.

First Leg: East River to Long Island Sound

As you exit New York City, navigate through the East River toward the Long Island Sound. The swift tidal currents and the shipping lanes necessitate careful maneuvering. Note navigational aids, such as buoys and lighthouses, particularly around Hell Gate and Roosevelt Island.

Points of Interest:

• Roosevelt Island Lighthouse: A quaint stop for pictures. The surrounding views include Upper Manhattan and Queens.

Shelter Ahead: Should conditions worsen, diversions to Grassy Point or the sheltered coves near the Throgs Neck Bridge are recommended.

Second Leg: Long Island Sound

Upon entering the Long Island Sound, keep an eye out for buoys marking the navigable channels. Depending on your timing, this section can boast delightful conditions or challenging waves. Expect boat traffic, especially on weekends.

Navigational Aids: Pay attention to the Long Island Sound's numerous markers and depth charts to avoid shallower regions. The buoyed channel is generally well-marked, but always remain vigilant.

Points of Interest:

• Port Jefferson: A charming harbor town for a leisurely stop. It offers various dining options and shopping experiences.
• Northport: Enjoy local parks and waterfront charm, perfect for an afternoon break or dinner stop.

Third Leg: Peconic Bay

After a refreshing stop at one of the coastal towns, continue east into the Peconic Bay. This leg is particularly picturesque, showcasing the beautiful landscape and coastal homes that line the bay's shores.

Hazards: Be mindful of shifting sandbars and shallow sections, especially near the entrance to North and South Forks. Check tide charts and stay on the marked channels.

Shelter Options: If weather conditions take a turn, find refuge in Greenport’s Marina or Great Peconic Bay, which provides sheltered anchorages.

Points of Interest:

• Greenport Village: A lovely destination brimming with shops, restaurants, and maritime history. You might want to check out the nearby wineries—ideal for relaxing after your day on the water.

Final Approach: Southold

As you make your way toward Southold, look out for the scenic beauty that the North Fork is renowned for. This area is well-marked, but being alert as you approach the local docks is crucial.

Anchorage: Southold offers several protected anchorage options, but prepare to follow local regulations regarding mooring and anchoring areas.

Points of Interest:

• Southold Historical Society: Great for history buffs interested in the maritime heritage of the area.
• Beaches and Vineyards: Unwind at nearby beaches or partake in wine tastings at local vineyards.

Safety and Navigational Considerations

• Weather Monitoring: Continuously check weather updates to prepare for sudden changes, particularly before entering Peconic Bay, where conditions can change rapidly.
• Local Regulations: Respect speed limits, especially in residential areas or near busy marinas. Always carry your boating license and check for local regulations regarding fishing, anchoring, and waste disposal.

Conclusion

This pilotage from New York City to Southold is not only a journey through scenic waters but a safe route filled with enjoyable stops and protective anchorages should the need arise. With the right tools and awareness, this adventure promises action and relaxation, leaving you with unforgettable memories as you sail through New York's beautiful waterways.