3rd Coast Charters

3rd Coast Charters operates Chicago’s largest chartered sailing catamaran, offering unforgettable experiences on Lake Michigan with the city of Chicago's skyline as your backdrop. We specialize in private pleasure cruising and hands-on sailing lessons, welcoming groups of up to 12 guests aboard a spacious, stable catamaran designed for comfort and performance. Whether you’re looking to relax with friends, celebrate a special occasion, or actively participate in sailing, our experienced USCG-licensed captains tailor each outing to your group’s vibe. Guests enjoy wide decks, comfortable seating, and panoramic views of the iconic Chicago skyline, making every sail feel both elevated and effortless. For those interested in learning, we offer engaging, real-world instruction—from beginner introductions to advanced skill-building—without sacrificing the joy of being on the water. From laid-back sunset cruises to immersive sailing experiences, 3rd Coast Charters delivers premium catamaran adventures in one of the world’s most striking urban sailing environments.