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Greece Flotilla Holidays

Greece is where Sunsail’s first flotillas started out in the 1970s. Neither the constant sunshine nor the warm welcome that you will receive wherever you go has changed since. With the sun and the general air of friendliness both constants, it’s up to you – with our help, of course!- to figure out which of Sunsail’s eight Greek bases is the one most likely to provide you with your perfect Greek flotilla holiday. 

Set sail on our Paxos flotilla from Vounaki for an exploration of the Ionian Sea as far north as Corfu and Paxos or from Milina, in the Sporades, giving you access to the exhilarating Aegean – the birthplace of Greek seamanship. Epidavros in the Saronic Gulf is the starting point for an odyssey through the ancient ruins, historic cities and rugged coastlines of an ancient landscape. Our Kefalonia Flotilla is perfect for families and sailors to experience a unique mix of culture, social evenings and gentle sailing

Greek flotilla sailing allows you to visit traditional fishing villages and eat simple, seasonal and delicious food on vine-shaded taverna terraces while enjoying the visual pleasures of shady olive groves, traditional white-washed houses and blue-domed churches seen against azure skies. 

Our Greek bases offer between them a range of flotilla sailing holidays from the family-friendly to the more challenging to suit every level of sailing experience.

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  • Vounaki Flotilla Sailing Holidays

    Short and easy line-of-sight cruising and gentle sailing conditions make this flotilla an excellent choice for families and the less experienced sailor. From the utter tranquillity of an anchorage at Vathi with its traditional fishing villages offering freshly prepared local delicacies, to the breezy excitement of Vassilliki for a spot of windsurfing; there’s plenty to see and do for all.

    • Ionian, Greece
    • Easy Level 1 Flotilla
    • Line-of-sight navigation
    • Gentle breezes
    • Family Flotilla
    • Rustic Greece at its best
    • Club Flotilla Option
  • Kalamos Flotilla Sailing Holidays

    Gentle morning breezes and windy afternoons make the Kalamos Flotilla a great choice for families and those looking for a relaxing sailing holiday. With short and easy daily distances and line-of-sight cruising, you can afford to sit back and soak up the splendour of the Ionian scenery with its gorgeous beaches, traditional Greek villages and laid back lifestyle.

    • Ionian, Greece
    • Easy Level 1 Flotilla
    • Line of sight navigation
    • Gentle breezes
    • Rustic Greece at its best
    • Club Flotilla options
  • Paxos Flotilla Sailing Holidays

    The experienced sailor will love the challenging passages afforded by this exhilarating Ionian sailing area. Ancient forts, churches and museums will fight for your attention alongside secluded anchorages and beaches. This stunning region with its natural wonders and picturesque villages is a sailing paradise.

    • Ionian, Greece
    • Level 2 Flotilla
    • Corfu's Old Town
    • Picturesque villages
    • Bustling nightlife
    • Secluded anchorages
    • Challenging sailing
  • Ithaca Flotilla Sailing Holidays

    Ithaca and the surrounding Ionian islands offer a wonderful sailing location steeped in history and legend. The gentle, line-of-site passages allow you to sit back and relax amidst stunning scenery, cool azure waters and sharing the experience with new friends. It’s easy to see why this is one of the most popular sailing destinations in the world.

    • Ionian, Greece
    • Easy Level 1 Flotilla
    • Easy relaxed sailing
    • Historical sites
    • Beautiful beaches
    • Stunning scenery
    • Line-of-sight navigation
  • Kefalonia Flotilla Sailing Holidays

    Our newest Kefalonia Flotilla offers the perfect choice for sailors to experience a unique mix of culture, social evenings and gentle sailing. Perfect for families and those looking for a relaxing sailing holiday, our new Kefalonia flotilla has plenty to see and do, but only if you want to!

    • Ionian, Greece
    • Easy Level 1 Flotilla
    • Perfect for beginners
    • short sailing hops
    • Social evenings
    • Summer Holidays Family Flotilla
    • Historical sites
  • Milina Flotilla Sailing Holidays

    The Sporades islands, a beautiful archipelago in the North East of Greece, are renowned for their pristine sandy beaches and azure blue seas. It’s the perfect location for the more experienced sailor to set sail with both long and short passages between islands and varied winds.

    • Sporades, Greece
    • Level 2 Flotilla
    • Wonderful beaches
    • Azure blue seas
    • Mountainous backdrops
    • Island hopping
  • Pelagos Flotilla Sailing Holidays

    This two-week flotilla is ideal for the more adventurous and experienced sailor. Make the most of the beautiful Sporades as you hop from island to island discovering beautiful blue water bays and traditional Greek tavernas. With both long and short passages and varied winds this trip is a feast for all the senses.

    • Sporades, Greece
    • Level 2 Flotilla
    • Beautiful beaches
    • Picturesque villages
    • Traditional tavernas
    • National Marine Park of Alonissos
    • Challenging 2-week sail
  • Trikeri Flotilla Sailing Holidays

    This two-week flotilla is ideal for the more adventurous and experienced sailor. Make the most of the beautiful Sporades as you hop from island to island discovering beautiful blue water bays and traditional Greek tavernas. With both long and short passages and varied winds this trip is a feast for all the senses.

    • Sporades, Greece
    • Challenging 2-week sail
    • Beautiful beaches
    • Picturesque villages
    • Traditional tavernas
    • National Marine Park of Alonissos
  • Epidavros Flotilla Sailing Holidays

    Experience the wonderful sailing provided in the Saronic Gulf from our base at Epidavros. This mythological wonderland combines a cultural experience with superb sailing conditions. The varied and remote sailing area provides thrilling line-of-sight cruising with picturesque villages, beautiful beaches and ancient ruins aplenty.

    • Saronic, Greece
    • Level 2 Flotilla
    • Quiet sailing areas
    • Line-of-site navigation
    • Cultural experiences
    • Picturesque fishing villages and beaches
    • Flexible travel options