Shelter Island to Orient Point by boat

Pilotage Plan for Boat Trip from Shelter Island, NY to Orient Point, NY

Overview

This route from Shelter Island to Orient Point offers a harmonious blend of scenic cruising, potential for shelter from the elements, and opportunities for exploration along the beautiful coastlines of Long Island Sound and Peconic Bay. The journey is ideal for intermediate to advanced boaters, equipped with a good understanding of navigation and safety protocols, while still providing enough adventure to keep the avid cruiser engaged.

Starting Point: Shelter Island, NY

Your journey begins at Shelter Island, a charming and relatively protected destination nestled between the North and South Forks of Long Island. Before setting off, take a moment to enjoy the marina's amenities or explore the local attractions, such as the Shelter Island Historical Society or the tranquil beaches along Crescent Beach.

Notable Points of Interest and Shelters

1. Peconic Bay: As you leave Shelter Island, you’ll enter Peconic Bay, a wide-open body of water known for its gentle currents and memorable surroundings. This bay can provide good shelter if you encounter inclement weather. Keep an eye out for local sailing regattas, as this area is popular among the local sailing community.

2. Greenport Village: Make a brief stop in Greenport, a charming seaside village just a few miles north of your course. The vibrant docks are filled with shops, restaurants, and attractions such as the Greenport Carousel and the East End Seaport Museum. It’s a lovely spot to grab a bite or stretch your legs.

3. Cherry Harbor: Should conditions change and you need shelter, Cherry Harbor offers a tranquil cove with opportunities for anchoring and protection from wind. Here, you can admire the views and enjoy the natural beauty surrounding the area.

4. Southold Bay: Just south of Orient Point, this bay is another excellent spot to consider in bad weather. It offers peaceful anchorage and provides a chance to immerse yourself in the scenic vistas of rugged shorelines.

Navigational Considerations Along the Route

As you navigate towards Orient Point, it’s imperative to stay alert to various navigational aids. Notable aids along this route include:

• Hog Island Light (Fl W 4s 44ft): As you approach the northern end of Shelter Island, this light will be visible and acts as an important point of reference as you exit the bay and into the open waters near Peconic Bay.

• Greenport Harbor Buoys: Pay attention to the harbor entrance marks that guide you safely into Greenport. They are well-marked and essential for avoiding shoal waters.

• Orient Point Breakwater: Coming closer to your final destination, look for the colorful navigational buoys that signal the entrance to the Orient Point Harbor. Maintain a good lookout here as larger vessels maneuver into and out of the harbor.

Local Regulations to Adhere To

While cruising in this area, it is important to remain aware of local maritime regulations, especially regarding speed limits in certain areas, particularly near marinas and crowded zones. Look for "No Wake" zones, which are clearly marked, and ensure that you respect the guidelines laid out to preserve the natural environment and the safety of other navigators.

Finalize Your Arrival at: Orient Point, NY

As you approach Orient Point, you will be greeted by the stunning views of the Long Island Sound against the backdrop of Connecticut across the water. Upon arrival, explore attractions like the Orient Point State Park or visit local wineries for a tasting experience.

Safety First

Ensure you are well-prepared for your journey by checking weather conditions before departure and keeping a close watch on maritime advisories. High-quality navigation apps, such as MarineTraffic and Navionics, coupled with Savvy Navvy, provide real-time updates and enhanced navigational assistance to ensure you make informed decisions while underway.

This route from Shelter Island to Orient Point not only serves as an avenue of safe passage but also envelops you in the beauty and charm of the Long Island waterways. Happy cruising!