San Diego Sailing Adventures

San Diego Sailing Adventures is a family-owned sailing charter offering intimate, all-inclusive cruises aboard Liberty, a beautifully restored replica of a 1904 Friendship sloop. Since 2015, we’ve welcomed guests for unforgettable journeys through San Diego Bay, combining timeless craftsmanship with modern comfort. With space for just six guests, our small-group and private sails ensure a relaxed, personal experience guided by our experienced and friendly Captain Philip. 

Whether you join us for a golden sunset cruise or a breezy afternoon sail, you’ll enjoy cushioned seating, complimentary drinks and snacks, great music, and the chance to take the helm yourself. From the gleaming woodwork to the gentle rhythm of the tides, every moment on Liberty is designed to help you slow down, unwind, and connect with the magic of the sea.