At Osprey Yacht Company, our sailing charters aren’t one size fits all. They’re built around your experience, your comfort level, and your desire to get on the water and sail. Whether you're completely new to sailing or looking to sharpen your skills, we offer multiple ways to make that happen. From private lessons aboard our nimble and responsive Catalina 22, ideal for adult groups and hands-on learning, to more advanced instructional sails aboard Scalawag, our fully refitted 41' Formosa Sea Tiger, you’ll find an opportunity that fits your goals.

All of our sailing experiences are led by a US Sailing Level 3 Instructor, and we tailor each outing to meet you where you're at, whether that means working on sail trim, docking, anchoring, or just learning the ropes for the first time. These are not pre-scheduled group sails. Instead, we ask that you reach out, let us know when you're in town, and we’ll work together to plan a day and time based on tides, weather, and your availability.

Charters typically depart from Sea Isle City, NJ, with routes including the back bays of Townsend Inlet, scenic passes by Avalon, and open water sessions via Corson’s Inlet. We keep our operations small and personal, ensuring you get real time on the helm with real feedback—no crowded decks, no scripted tours.

Whether it’s aboard one of our vessels or through a trusted partner we work closely with, the goal is the same: we’ll get you sailing. If you’ve ever wanted to learn to sail, improve your skills, or simply enjoy the art of sailing in a laid-back but professional environment, Osprey’s sailing charters are your entry point. Just reach out and we’ll take care of the rest.