

Pilotage Plan: New Haven, Connecticut to City Island, New York
Overview This boating adventure offers a picturesque route along the Connecticut coastline, transitioning into Long Island Sound, and finishing at the charming City Island in New York. The journey spans approximately 25 nautical miles, making it an ideal day trip for recreational boaters and those looking to explore local attractions along the way. It’s particularly suitable for intermediate to seasoned boaters who are familiar with navigating regional waters.
Start your trip at the New Haven Harbor, a vibrant departure point rich in maritime history. The harbor features navigational aids including buoys and light structures, which guide boats safely in and out of the area. Before casting off, ensure your boat is well-stocked with safety gear and weather updates:
1. New Haven to Branford Harbor (5 NM) As you set out, you'll navigate eastward towards Branford Harbor. Key navigational aids such as the Branford Lighthouse (Fl 4s 20ft 3M) signal your approach. This harbor offers good refuge for those wishing to pause or seeking shelter from adverse weather.
- Points of Interest: Stop by the Branford River for a scenic picnic or a visit to the local parks. The harbor is also a great spot for fishing if you're inclined.
2. Branford to Guilford (3 NM) Continue your journey east towards Guilford, where you can appreciate the scenic coastline and the historical sights of Guilford’s town center. Be cautious of the Guilford Harbor entrance, which can become shallow at certain tides. Make use of the channel markers (green and red) that guide you safely in.
- Attraction: The Guilford Green is a lovely area to explore with local shops and cafes perfect for a quick break.
3. Guilford to Madison (5 NM) As you head further east, you might consider a detour into the Madison Harbor. Keep an eye on the winds and current; the harbor provides excellent shelter. Not navigable for the largest vessels, checking water depth is advised.
- Activities: Madison is known for its beaches and parks. If anchored, consider a swim or a walk along the scenic shoreline.
4. Madison to Hammonasset Beach State Park (3 NM) South of Madison, steering around to Hammonasset will reward you with stunning views and an expansive state park with public amenities. It's a popular stop, especially during summer.
- Sheltering Bay: This area is deemed safe with good holding grounds for anchoring and is often visited by boaters for the beachside attractions.
5. Hammonasset to New Haven (Eastward) You will then navigate back up along the coast, heading towards the direction of the Thimble Islands. Pay extra attention to the navigation buoys, particularly the Thimble Islands Lighthouse.
- Scenic Views: The Thimble Islands are stunning, and it's worth making a brief stop if time allows for an exploration of the cluster of islands.
6. East River Approach Upon nearing the East River with City Island in sight, monitor VHF channel 16 for any vessel traffic advisories. Make sure to prepare for tidal flows and currents that may affect your entry into the bustling waterways around the Bronx area.
By carefully planning your route from New Haven to City Island, you will enjoy a balanced mix of safety and adventure. Expect smooth sailing, tranquil waters, and a delightful taste of coastal life in the New York City area.