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Flotilla yacht sailing holidays & tours in Greece

Discover the magic of a sailing vacation in Greece! Flotilla: Come aboard together with your friends and experience an unforgettable summer. Find your dream cruise among thousands of experiences.

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The world's largest marketplace for sailing holidays

80,000 travellers have already chosen their holiday from a catalogue of 12,000 proposals in 120 destinations, worldwide.

Get onboard solo, with your family or your friends

Get onboard solo, with your family or your friends

Book a single spot, a cabin or the whole boat just for yourself, or for your friends or family.

Find out before you book who's waiting for you on board

Find out before you book who's waiting for you on board

Find out more about the skipper and travellers who have already booked the holiday, to find out more about the

Sailing holidays that suit all budgets

Sailing holidays that suit all budgets

On Sailsquare, sailing holidays are within everyone's reach. Thousands of proposals to choose from, at affordable prices.

Reviews - Flotilla yacht sailing holidays & tours in Greece

435 reviews

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Sun & Fun Flotilla at the Ionian - Age 25/40

09/8/2024

Monica A.

Prima volta per me in barca a vela e devo dire che non sarebbe potuta andare meglio: ho trascorso una settimana indimenticabile! Equipaggio formidabile, equilibrato e ben assortito. Mattia ha dimostrato di essere un super skipper, sempre professionale, ma ”leggero” all’occorrenza, membro insostituibile di questa ciurma meravigliosa! Unica pecca: la differenza tra le imbarcazioni in termini di dimensioni e comfort, aspetto a cui bisognerebbe prestare più attenzione o quanto meno chiarirlo sin dall’inizio (e che preveda eventuali differenze di tariffe).
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Sun & Fun Flotilla at the Ionian - Age 25/40

09/4/2024

Lorenzo B.

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Italy

Un'esperienza unica in barca a vela, consigliatissima per chi ama il mare, la vita in barca ed il divertimento. Iosole ioniche bellissime, Ciurma stellare, Skipper (Mattia) formidabile! Tante risate ed amicizie nate tra un bagno in mare, mille brindisi ed una cantata a squarciagola in rada sotto le stelle. What else? Marmaglia is on fire!
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Sun & Fun Flotilla at the Ionian - Age 25/40

09/4/2024

Giovanni D.

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Italy

Vacanza intensa ed entusiasmante che lascia il segno. Ogni giorno si visita una nuova caletta, un locale affacciato sul mare come i famosi mulini a vento oppure si fa festa direttamente in barca e si invita tutta la flottiglia. L'organizzazione si impegna quotidianamente a creare occasioni di aggregazione, di divertimento e di avventura. In quei giorni la barca diventa la propria casa e l'equipaggio la propria famiglia. Sette giorni di esperienze intense, con nuovi amici che una volta finita la vacanza ti sembra di conoscere da una vita.
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Adventure Flotilla in the Gulf of Athens and Saronic Islands

09/3/2024

Federica N.

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Italy

tutto perfetto!

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6 reasons for a flotilla in Greece:

  • Meet new people and have the summer of your life
  • Let the sun shine on your face and the wind blow through your hair as you kick off the party with an aperitif aboard your yacht
  • Party the nights away while relaxing on deck during the day
  • Dance in the most famous clubs of the party islands like Mykonos and Co
  • Sail with many other party people and experience a week of fun, partying and laughter
  • Return with unforgettable memories and new friends

Places you should visit while flotilla sailing in Greece:

In the Aegean Sea are the Cyclades, the Dodecanese, the islands of the eastern and northern Aegean, and the Sporades. Between the Peloponnese and Attica are the Saronic Islands, and to the west toward Italy are the Ionian Islands.

The larger islands guarantee fun and entertainment. The smaller islands, on the other hand, have their quite unique charm, often consisting of just one small village, with a few typical restaurants along the seafront and characteristic bays where boats can dock. In the taverns ashore, unforgettable nights can be spent with typical Greek joie de vivre.

The Cyclades

If you are looking for an active and adventurous flotilla, the Cyclades are the right choice. The archipelago consisting of small islands of volcanic origin - located in the center of the Aegean Sea - attracts experienced sailors because of the good wind conditions. Typical for this region are white houses and monasteries perched on cliffs. Each island village awaits with its own unique charm and a perfect blend of narrow streets, historic buildings and golden sandy beaches.

Santorini, Naxos and Mykonos are among the best-known islands in the Cyclades, each known for its abundance of activities - from famous beaches to hip clubs. Small Cyclades like Ouzo, Metaxa and Mastika, on the other hand, are where you'll find traditional sirtaki dancing and soak up the local flavor.

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The Ionian Islands

If, on the other hand, you're looking for a gentler sailing experience for your flotilla in Ghent, the Ionian Islands are the perfect destination. The area is rich in ancient ruins and myths. Unlike the Cyclades and other areas of Greece, it is incredibly green here. The hills are dotted with olive groves, separated only by small dry stone walls.

The archipelago consists of seven major islands: Corfu, Paxos, Leucade, Ithaca, Kefalonia, Zakynthos and Cerigo, collectively known as Heptanese. Other smaller islands worth discovering are: Meganisi, Othonoi (also known as Fanò), Scorpio, Kalamos, Kastos, Atokos. The climate here is warm and the winds in the region are constant and mild - which is especially good for flotillas.

Everything you need to know about flotilla sailing in Greece:

  • Planning for a flotilla in Greece circa 700€ per person (plus travel to and from the island and local food and drink costs)
  • The arrival and departure is usually by plane as well as by ferry. Greece has a well-developed ferry network, which makes it easy to reach the starting point of the flotilla.
  • The best time for flotilla sailing in Greece is from May to September. The peak season is in July and August.

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