Discover the ultimate in bespoke maritime experiences with Bay Dream Sailing. From private boat tours and sunset cruises to intimate date nights and romantic getaways, our private sailboat charters offer unrivaled luxury and adventure. Embark on Inner Harbor tours or set sail for Chesapeake Bay's hidden gems, all aboard our exclusive charter boats. Celebrate birthdays, anniversaries, and special occasions with tailored experiences that redefine luxury on the water. Plus, indulge in unique events like Crab Fest, Oyster Fest, Pig Roasts, and Bands on the Beach, or enjoy live music from the iconic Pier 6 concert venue—all while soaking in the breathtaking views from the water. Elevate your waterfront experience with Bay Dream Sailing.
Sailing Charters and Boat Tours