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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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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

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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

405 reviews

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Sun & Fun Rabble Flotilla - Ionian Greece


Milena M.



Marmaglia è la svolta! Tutto ciò che vi auguro di incontrare nella vita. Questa estate in Grecia mi sono divertita moltissimo. Ho fatto parte di un gruppo di 70 persone che, suddivise tra 6 barche a vela e 1 catamarano, ha visitato le Isole ioniche la settimana di ferragosto. Michele e gli altri skipper (mio preferito del cuore Alessandro S.C.) sono riusciti a garantirci posti eccezionali, rade "private" e tanto divertimento. Personalmente sono molto soddisfatta di questa vacanza, tanto da averne già prenotata un'altra "a terra" sempre con marmaglia. Consigliatissimo partire con loro, non ve ne pentirete!
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Sun & Fun Rabble Flotilla - Ionian Greece


Alberto C.



Marmaglia is on fire!!! ???? La flottiglia sole e party per definizione. Skipper preparatissimi, staff carico e organizzazione top!
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Mini Flotilla Rabble Sail & Friends - Ionian Greece


Mariacristina F.

Vacanza ben organizzata, ottima navigazione. Un punto in meno solo per i difetti dell’imbarcazione. Compagnia ben assortita.
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VELABLU flotilla to discover Ionian Greece on a sailing boat


Mattia M.

Una splendida settimana: divertimento, relax e per chi voleva apprendimento.

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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.


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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