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      • All Greece
      • Ionian Islands
      • Cyclades
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      • Saronic Islands and Athens area
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      • Whole boat with skipper
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Private yacht sailing holidays with skipper in Croatia

Private yacht sailing holidays with skipper in Croatia

Croatia, it’s over 1,000 islands, and vast coastline makes for some of the best sailing in the world. Crystal clear waters, stunning cliff formations, and charming cities are present throughout Croatia. A whole boat reservation allows groups of family or friends the freedom to - with your skipper - craft a personalised holiday with activities and routes that tailored to your specific holiday style and wishes.

  • Sailing Holidays
  • Croatia
  • Whole boat with skipper

FLEXIBLE CANCELLATION.

Stress-free booking: you can cancel up to 24 hours before departure!

  • 9 reviews
    almost
    confirmed

    Sailboat cruise through the South Dalmatian islands

    from 1 April - 6 nights
    Split Archipelago Croatia
    Join in on this experience!
    530€ Per person
  • 9 reviews
    almost
    confirmed

    Sailboat cruise through the South Dalmatian islands

    from 8 April - 6 nights
    Split Archipelago Croatia
    Join in on this experience!
    530€ Per person
  • 9 reviews
    almost
    confirmed

    Sailboat cruise through the South Dalmatian islands

    from 15 April - 6 nights
    Split Archipelago Croatia
    Join in on this experience!
    530€ Per person
  • 9 reviews
    almost
    confirmed

    Sailboat cruise through the South Dalmatian islands

    from 22 April - 6 nights
    Split Archipelago Croatia
    1 person interested
    in this holiday
    530€ Per person
  • 28 reviews
    4 discounted
    spots

    Cruise from Trieste to Croatia with federal instructor skipper

    from 28 April - 3 nights
    Istrian peninsula Croatia
    Join in on this experience!
    350 328€ Per person
  • 2 reviews
    confirmed

    1 week professional catamaran training - Trogir near Split / Croatia

    from 29 April - 7 nights
    Split Archipelago Croatia
    Join in on this experience!
    1.366€ Per person
  • 9 reviews
    almost
    confirmed

    Sailboat cruise through the South Dalmatian islands

    from 29 April - 6 nights
    Split Archipelago Croatia
    Join in on this experience!
    530€ Per person
  • 2 reviews
    confirmed

    1 week professional catamaran training - Trogir near Split / Croatia

    from 6 May - 7 nights
    Split Archipelago Croatia
    Join in on this experience!
    1.366€ Per person
  • 9 reviews
    almost
    confirmed

    Sailboat cruise through the South Dalmatian islands

    from 6 May - 6 nights
    Split Archipelago Croatia
    Join in on this experience!
    530€ Per person
  • 2 reviews
    confirmed

    1 week professional catamaran training - Trogir near Split / Croatia

    from 13 May - 7 nights
    Split Archipelago Croatia
    1 person interested
    in this holiday
    1.366€ Per person
  • 9 reviews
    almost
    confirmed

    Sailboat cruise through the South Dalmatian islands

    from 13 May - 6 nights
    Split Archipelago Croatia
    Join in on this experience!
    529€ Per person
  • 2 reviews
    confirmed

    1 week professional catamaran training - Trogir near Split / Croatia

    from 20 May - 7 nights
    Split Archipelago Croatia
    Join in on this experience!
    1.366€ Per person
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Why you should book a holiday with Sailsquare?

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25,000+ happy travellers, and 10,000+ holidays in 110 destinations worldwide.

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Get onboard solo, with your family, or your friends

Reserve a single spot, a cabin, or a whole boat just for you and your friends or family.

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Discover who’s already onboard

Introduce yourselves online, get to know each other onboard, and go home with a bunch of new friends.

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Sailing holidays that suit all budgets

Rumour has it that sailing holidays are only for the rich or well-connected. With Sailsquare, that's no longer true. Come and discover a world you never thought was accessible!

Reviews - Private yacht sailing holidays with skipper in Croatia

2 reviews
18 / 10
Fabrizio N.

Fabrizio N.

review about Sailboat cruise through the South Dalmatian islands July 2022

10 / 10
Armando immediately gave us a great impression, we felt like relying completely! Great food and excellent cook! The places he took us to were lovely! During the navigation we met a Sea turtle "caretta caretta" to whom we took many photos, in another route instead we were approached by a large group of dolphins and also to them we dedicated numerous photos! Experience definitely to be repeated
Chiara Piera C.

Chiara Piera C.

review about Islands of southern Dalmatia. Amazing 5 days on a sailing boat July 2019

8 / 10
Beautiful experience in beautiful places. Carlo is really professional and company. Very precise and attentive. Excellent organization. I recommend it.
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6 reasons to choose a whole boat reservation in Greece for your next sailing holidays:

  • Experience the beauty of one of the world’s best sailing destinations.
  • Discover the wondrous natural beauty of Croatia's coastal regions and national parks.
  • Find holidays throughout the Split archipelago, Kornati islands, the Istrian peninsula, and Dalmatia.
  • Travel with maximum freedom, working with your skipper to construct a holiday perfect for your friends and family.
  • Discover Croatia at your pace.
  • Embrace quality family time with an original holiday and create unforgettable holiday memories.

Travelling in Croatia in a whole boat with a skipper

What a whole boat sailing holiday offers

Sailing holidays are an excellent opportunity for groups of family and friends to come together and create unforgettable holiday memories. Booking a whole boat allows you some luxuries you may not find when sharing the boat with travellers. One particular luxury that could make a great different to your holiday structure is the freedom of your itinerary - which may be especially relevant when travelling in Croatia where there is such an abundance of special islands and beautiful destinations to visit. Reserving a whole boat then allows you to work with your skipper to tweak and tune the holiday to suit you and your friends and family.

Best destinations in Croatia for a whole boat sailing holiday

The different sailing itineraries in Croatia are plentiful. Whether you are looking for a holiday of relaxation, a more adventurous trip, or a flotilla, party boating holiday experience - Croatia has what you’re looking for. The country is home to 8 UNESCO World Heritage Sites, and an abundance of stunning destinations that can be part of a sailing holiday route, including the Plitvice National Park, Europe's most beautiful beach in 2019: Pasjača, the blue cave on the island Biševo, a popular home to dolphins in Lošinj, and the beautiful island of Dugi Otok reachable from Dubrovnik or Zadar.

Tips to help you to better plan for your next sailing holidays in Croatia:

All you need to know about your next cruise in Croatia aboard a sailboat.

When to go to Croatia for a sailing holiday & how long should I visit?

The Croatian climate is pleasant and generally suitable for sailing holidays throughout the year. Travellers might want to consider a sailing holiday in Croatia during the slightly quieter months of May, June, September, or October when weather conditions are still generally warm. Depending on the style of sailing experience you are looking for, each group of islands has their unique personality, and each island it’s special charm. Travelling with a local, experienced skipper means that you are able to travel to the popular destinations as well as lesser known spots, tucked away from mainstream tourism. Again, depending on the set of islands you are visiting, the recommended duration will differ. Shorter weekend trips to holidays of 2 weeks can be found throughout the Split archipelago, Kornati islands, the Istrian peninsula, and Dalmatia.

Transport options to and from your holiday in Croatia & sailing with a family

Croatia is home to a number of international airports, including through the capital of Zagreb, Dubrovnik, Split, Zadar, Dubrovnik, Pula, and Rijeka. Prices will vary substantially depending on the month, you may find cheaper alternatives in the months before and after the peak months of July and August. Your skipper will be best placed to give you advice on transport options according to the specific embarkment, disembarkment and season of travel. Croatia is a location that is particularly sailing holiday friendly, this as there is generally a warm climate, plenty of mooring options, and many facilities for activities such as water sports.

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