### Pilotage Plan: Shelter Island, NY to Sag Harbor, NY**Route Overview**Embarking on a journey from Shelter Island to Sag Harbor offers an enchanting blend of coastal beauty, charming communities, and engaging activities. This route is particularly suited for experienced boaters looking to enjoy a serene day on the water while maintaining a keen eye on safety. This plan will guide you smoothly through picturesque waters, ensuring you are well-prepared for any challenges along the way.#### Step 1: Departure from Shelter Island- **Coordinates:** -72.320267, 41.077933- **Initial Considerations:** Prior to departure, ensure your vessel is equipped for the trip. Check weather forecasts for the day, as conditions can change rapidly in this region. A VHF radio is essential for communication with local marinas and the Coast Guard.- **Local Hazards:** As you navigate away from Shelter Island, be mindful of shallows and rocky areas, particularly around the northern and eastern shores. #### Step 2: Crossing the Shelter Island SoundAs you make your way across Shelter Island Sound, keep an eye out for the following:- **Navigational Aids:** Look for buoys marking the channels. The “2” buoy will help you maintain your course while avoiding sudden depth changes.- **Points of Interest:** Along the sound, you might spot various sailing schools and sailing clubs, an ideal opportunity to appreciate local boating culture. #### Step 3: Entering Sag Harbor Bay- The approach to Sag Harbor will take you along the southwestern shoreline. The bay is known for its scenic landscapes and historical significance, being a former whaling hub.- **Shelter Options:** Should the weather deteriorate unexpectedly, consider diverting into nearby Edgemere or the southern stretch of Long Beach, where you can find relatively sheltered waters. #### Step 4: Arrival and Consideration of Local Regulations- **Marina Options:** Upon arriving, you have several options for docking in Sag Harbor, including the Sag Harbor Yacht Club and the Sag Harbor Marina. Make sure to call ahead for availability and confirm any local docking fees.- **Regulations and Restrictions:** Keep in mind that Sag Harbor is busy with local boats and amateur fishers, especially during weekends. Observe all no-wake zones and fishing regulations in place to promote safety and protect local wildlife.### Safety Tips and Recommendations- **Navigation Tools:** Use a combination of paper charts and electronic navigation tools for the safest experience. I recommend **Savvy Navvy** as one of the best apps to keep an eye on your route and current navigational aids. Other useful apps include Navionics for charting and PredictWind for weather updates.- **Weather Monitoring:** Constantly monitor weather conditions via your VHF or smartphone apps, especially given the area's propensity for localized storms.- **Safety Equipment:** Ensure you have all necessary safety equipment aboard – life jackets, flares, first aid kit, and at least one fire extinguisher.### ConclusionThis sailing route from Shelter Island to Sag Harbor not only provides the chance to explore stunning waters but also embodies a unique potential for adventure. With excellent planning and an emphasis on safety, you're set to enjoy a memorable experience worthy of both leisure and discovery. Steer clear of trouble by adhering to local regulations and watching the weather closely, and your nautical venture should remain smooth and enjoyable. Safe travels out on the water!