Smooth Sailing of Miami

Smooth Sailing of Miami was born from founder Kyle Brown’s lifelong passion for the ocean and his desire to share the sailing lifestyle with others. With a focus on creating unforgettable, upscale experiences, Kyle captains private charters aboard a stunning 42-foot catamaran, offering professionals, families, and coworkers an escape from the ordinary. Whether you're chasing a golden sunset, stretching into a yoga flow at sea, diving into a snorkeling adventure, or simply cruising toward the Florida Keys or the Bahamas, each journey is designed with relaxation, connection, and luxury in mind. Ideal for entertaining clients, celebrating milestones, or conducting meaningful conversations in a more inspired setting, Smooth Sailing provides a truly elevated backdrop for both business and leisure. Guests sail past historic Stiltsville, the lush shoreline of Key Biscayne, and the iconic mansions of Miami Beach — all while enjoying the peaceful rhythm of the water. There is no better way to see, experience, or sell Miami than from the deck of a yacht with the skyline in view and a breeze in the sails.