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Sailing and catamaran flotilla holiday

Flotilla holiday guide

A perfect vacation for singles (and others) to experience sailing, meet new friends and multiply the fun.

Flotilla vacations are an exciting way to explore the sea aboard sailboats and catamarans, emphasizing sociability and fun together. This experience involves a fleet of boats, which can range from 3 to more than 10, all heading to the same destination.

On each flotilla adventure, an experienced flotilla leader takes the role of guide, planning the itinerary and providing valuable guidance and support to the skippers of the different boats. This creates a solid structure that allows all participants to fully enjoy their vacation.

What really makes this experience special is the way the boundary between boats dissolves during the week. Belonging to a specific boat becomes less relevant, creating a feeling of community and sharing among the crews. During the voyage, you will have the opportunity to fully immerse yourself in every aspect of the adventure, from shipboard life to the experience of sailing and discovering new and fascinating places.

Leaving on a flotilla is an ideal option for both solo travellers looking to make new acquaintances and groups looking for a unique marine experience. This type of vacation allows you to enjoy the sea and nature in the company of people with similar interests, creating lasting bonds.

For families looking for a vacation suitable for younger children, family flotillas are a perfect option. These trips offer the chance to create unforgettable memories for adults and children alike, combining maritime adventures with family fun times.

Flotilla vacations are a unique opportunity to explore the sea, make new friends and have an unforgettable experience in the company of sailing enthusiasts and nature lovers.

Featured flotilla cruises

5 reasons to choose a flotilla sailing vacation

  • Meet lots of new people

    If you go alone, but even if you go with a group of friends, the one certainty is that you will come back with a huge baggage of new friendships.

  • Feeling part of a real tribe

    The flotilla will not just be a group trip, but an experience of sharing, discovery and fun together. 

  • Long live diversity

    In the flotilla, everyone finds their own dimension, whether it is learning to sail, cooking tasty dishes, or just relaxing while chatting with a fellow traveler.

  • Unique experience

    Experience multiple boats sailing side by side: it will be exciting to see each other on their own boat during stretches of sailing, and then to meet all together at anchor or ashore.

  • Aperitifs and parties!

    In the roadstead, every evening (or nearly so) with the boats joined together in a package, all it takes is a sunset, a bit of music, or a guitar to get the fun off the ground.

New friends and limitless fun

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What you need to know about sailboat and catamaran flotillas

How a flotilla vacation works

How a flotilla vacation works

The rendezvous is the same for everyone: same port of embarkation, same time. In the days leading up to the departure date, the organizers, led by the flotilla leader, make arrangements for what to bring and the galley list to be purchased once you arrive. Often in the weeks beforehand they make themselves available to organize the trip by recommending the best airports and flights. Already at this stage we begin to get to know each other, especially among crews from the same boat, perhaps to share the transfer.

Once in port, the stowage, welcome briefing, first acquaintances, and definitely the first evening with a nice group dinner in some little restaurant near the harbor starts. Night on board and then off we go! All boats depart the next morning sailing by sight and following the same route of travel.

Not one, but many different types of flotillas

Not one, but many different types of flotillas

If you are still uncertain about whether to book a flotilla vacation or not, it will help to know that there are flotillas for all tastes. In August it will be easy to find a boat party: a week in the company of young people aged 25 to 45, ready to party, throw sailing challenges and try all sorts of water games. Also on the "to do list" are late-night dancing to music and flirting under the stars. If, on the other hand, you are looking for adventure and exploration, you should choose discovery flotillas, where sailing and discovering places ashore take center stage throughout the week. By the time you return, you will not only have met a group of people as passionate about travel as you are, but you will also have toured the length and breadth of your chosen destination. This is also true for exotic destinations, which combine the relaxation of the catamaran with sociability and adventure in pristine landscapes to be scoured far and wide. Finally, if you are looking for a family vacation, you might consider a family flotilla where both young and old find the right company to spend a truly carefree week.

Mini flotillas

Mini flotillas

Throughout the summer, the Mediterranean is also populated with friends sailing together: these are mostly two or three boats that depart from the same port and follow the same itinerary, led by two experienced sailors. Again, places multiply and it is easy to find boarding for up to 15 or 20 people. If you are thinking of organizing a bachelorette or bachelor party, or a corporate team building, these might be the best proposals for you because the spaces on the sailboat expand, allowing you to all leave together. At the same time, groups of friends can reserve an entire boat without having to give up meeting new people. Solo travelers and couples can also get a feel for flotilla vacations by sharing the experience together with a larger group of new acquaintances.

Best destinations for flotillas

FAQ

Guides & tips

Sailing vacations for singles and solo travellers

Sailing vacations for singles and solo travellers

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