Sail Together, Independently

Flotilla Sailing Holidays

Skipper your own yacht alongside a small fleet of fellow sailors, with a lead boat and experienced flotilla skipper guiding the route, social evenings ashore, and support on hand whenever you need it.

Croatia Tours

Greece Tours

Italy Tours

Thailand Tours

Turkey Tours

Region All Destinations (12) Turkey (1) Greece (7) Croatia (2) Italy (1) Thailand (1)

Available Flotillas

Sail independently by day, raft up together by night — the easy way into flotilla sailing.

Split Flotilla

Sailing from ACI Marina in Split, this flotilla alternates between two Dalmatian routes — one to the beaches of Hvar and the wild Pakleni Islands via Vis, the other inland to the waterfalls of Krka National Park via Primosten and the river town of Skradin. Historic stone towns, island hopping and freshwater swimming, all within a single week.

7 nights · Split, Croatia from €1,962

Pula to Venice Explorer Flotilla

A two-week, one-off explorer voyage from Pula at the tip of Istria up to Venice and back — the only Medsail flotilla to cross into Italian waters. The route calls at Rovinj's old town, Novigrad, the Venetian lagoon itself, Chioggia, and a string of quiet Kvarner islands including Losinj, Silba and Susak on the return leg. Runs once a season, for experienced flotilla sailors. The 2026 sailing (6 June) has already departed — contact us for the next confirmed date.

14 nights · Pula, Croatia from €5,269

Frequently Asked Questions

A flotilla is a small group of yachts sailing the same route together, each skippered independently by its own crew, with a lead boat carrying an experienced flotilla skipper and host to plan the route, help with mooring, and organise social evenings ashore.

Yes, a basic sailing qualification and some experience is expected since you skipper your own yacht — but the lead boat and support crew are there to help throughout the week, making it a great step up for less experienced sailors.

On a bareboat charter you sail entirely independently. On a flotilla, you still skipper your own boat, but sail as part of a group with a lead boat setting the route and providing support and company along the way.

The yacht for your group, the lead boat and flotilla skipper/host, a planned daily route, and organised welcome and social evenings. See the Included/Excluded list on each flotilla for full details.