### Pilotage Plan: Southold, NY to Greenport, NY#### Route OverviewThis scenic coastal route from Southold to Greenport navigates through some of the most charming and picturesque waters in Long Island Sound. Ideal for intermediate to experienced boaters, this journey offers both safe harbors for unexpected weather changes and delightful points of interest along the way. The total distance is approximately 7 nautical miles, making it a manageable day trip or a quick jaunt for those looking to escape into the beauty of the North Fork.---#### Starting Point: Southold, NY- **Coordinates:** -72.3880833, 41.08075- **Starting Harbor:** Southold Bay, a safe harbor in nearly all winds, offers a great place to set sail.- **Local Points of Interest:** Don’t miss the Southold Town Beach or the historic Southold Lighthouse before you depart.---#### Navigational Considerations1. **Weather Conditions:** Always check the marine forecast and be prepared for sudden changes. If the forecast worsens, Southold Bay provides excellent shelter.2. **Local Hazards:** Be mindful of depth changes as you navigate. The waters around Southold can be shoal, especially as you approach the shallower areas near the shoreline.3. **Regulations:** Adhere to local boating regulations, which include maintaining a safe speed and avoiding excessive noise. The waters are popular with both recreational boaters and fishermen.---#### En Route to GreenportAs you leave Southold, set a course heading roughly west-southwest towards Greenport. 1. **Buoys and Aids to Navigation:** - Look for the yellow and red marker buoys, which indicate safe passage and portions of the channel. - Make sure to stay between the channel markers to avoid groundings; the shoals around this area can be deceiving, especially during low water.2. **Natural Landmarks:** - You will pass the picturesque Hart’s Cove, where you can see local wildlife. - Keep your eyes peeled for the iconic Greenport Railroad Bridge, which is a great photo opportunity and a recognizable landmark as you get closer to your destination.3. **Points of Interest Along the Way:** - **Three Mile Harbor:** Just a short detour could allow you to explore this tranquil bay. It’s a great place for a quick stop and to enjoy some beautiful surroundings. - **Shelter Island Sound:** If you need to find shelter due to weather changes, this area provides a great anchoring spot.---#### Arrival at Greenport, NY- **Coordinates:** -72.35575, 41.10891667- **Local Harbor:** Greenport Village is famous for its active waterfront and charming downtown. Upon arrival, you’ll find both public and private marinas that can accommodate a range of vessels.- **Activities:** Explore local shops, enjoy fresh seafood at local eateries, or take a leisurely walk along the waterfront promenade.- **Historical Sites:** Visit the East End Seaport Museum and Maritime Foundation to enrich your nautical knowledge.---#### Final RecommendationsHaving a seamless boat trip not only involves understanding the route but ensuring that you are prepared for changing conditions. Here are the apps I recommend:- **Savvy Navvy:** Essential for route planning and navigation, allowing you to chart your course and stay updated on conditions.- **Windy:** A great resource for checking weather forecasts and wind patterns.- **Navionics:** Provides detailed charts and hazards that can assist in keeping you informed as you navigate.This trip from Southold to Greenport promises a combination of adventure and relaxation, with the peace of mind that comes from careful planning and preparation. Set your course, enjoy the ride, and embrace the stunning beauty of Long Island's North Fork! Safe travels!