When social networks go sailing, you get...a flotilla!  Simply stated, a flotilla is a small fleet of similar vessels operating together for a common purpose. While historical purposes have included military operations, law enforcement or commerce, the modern purpose for sailboat flotillas is a bit different. These flotillas offer a balance between independence, support, and social sailing. Essentially, a flotilla allows one to "cruise in company."  As kids, our annual summer vacation was spent onboard the family boat on the "Commander's Cruise" - a weeklong flotilla on the Chesapeake, hosted by the US Sail & Power Squadron. We'd cast off each morning to our new destination, meeting up in the afternoon at a marina or anchorage for a social evening together. Kids and adults met new and long-lasting friends. Local sailing clubs frequently sponsor weekend flotillas, allowing new and experienced sailors to sail independently by day, and raft up at night.  Bareboat chartering allows sailors of all levels to experience the world of flotilla sailing, in local waters or across the globe. Read on to see how it works, hear testimonials from flotilla veterans, and learn why flotillas might be right for you! 

Featured ASA Flotillas