The Sarasota Sailing Squadron is a not-for-profit community sailing club located on City Island near Ken Thompson Park in Sarasota, Florida, celebrating over 70 years of providing easy and affordable access to Sarasota Bay for sailing and other non-motorized water sports such as stand-up paddle boards and kayaks. It offers learn-to-sail programs with certified instructors, a youth sailing program, boat storage, launch access, facility rentals, and social events in the clubhouse.

Key Sailing Charters offers affordable private and group sailing charters on the 41’ yacht 'Key Breeze' in Sarasota Bay and the Gulf of Mexico. Personalized dolphin and sunset cruises, sightseeing, sailing lessons, family parties, weddings, and relaxation are provided by USCG Master Captain Tim and First Mate Jan Solomon, with over 45 years of combined sailing experience including local and global voyages. Includes fine chocolates, non-alcoholic beverages, and awards such as TripAdvisor Hall of Fame and Sarasota Chamber International Business of the Year.