Sail San Diego is a boutique, family-run sailing charter company with nearly 40 years of experience on the water. Specializing in private and small-group sailing charters, Sail San Diego combines classic sailing with modern comfort, providing guests with a relaxed yet refined way to experience the city from a truly local perspective.
On-the-water experiences include sunset sails, corporate outings, winter whale watching excursions, and the company’s popular signature daily sails. Each experience is led by professional, Coast Guard-licensed captains and designed to combine classic sailing with comfort and personalized service.
Whether celebrating a special occasion or simply taking in San Diego’s most iconic views, Sail San Diego delivers an authentic Southern California sailing adventure. Join us aboard and experience the real San Diego from the water!