Basically speaking, a sailing vacation flotilla is when a group of boats (often sailing charter yachts) go on a group vacation together. This typically entails starting at the same location, following the same trip itinerary, and anchoring at the same places overnight. You could even think of it a little like a road trip with a caravan of RVs, but instead of RVs, we’re talking beautiful sailboats and instead of a dusty highway, you’re looking at crystal-clear waters. There are multiple ways to join a flotilla (bareboat, hire a skipper, cabin charter), but the gist is that you’re all in it together!
Sailing Flotillas can be a great way for sailors of varying levels of experience to explore new destinations, learn from each other, and often learn from hired captains or instructors in the flotilla. It can also be a way for sailors to participate in organized events onshore and on-the-water, or to simply enjoy the camaraderie of meeting and sailing with others.