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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.

Why book a holiday with Sailsquare?

The world's largest marketplace for sailing holidays

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 - Private yacht sailing holidays with skipper in Croatia

82 reviews

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Sailing weekend in Istria

09/9/2025

Barbara B.

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Italy

A weekend of healthy pampering for body and soul. Excellent gourmet cuisine, healthy and balanced, a sophisticated playlist, which I fell in love with, and company of the highest levels. Thank you Mirco, I hope that even in 4 years, you will still make me climb 😜
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EXPERIENCE THE MAGIC! Sailing and relaxing in a maritime wonderland!

09/6/2025

Janine S.

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France

We've had a beautiful experience sailing with Tomas on his very well maintained SY [hidden]. The itinerary was a well balanced mix of anchoring in lovely places with cristal clear waters, ideal for our late afternoon or early morning swim or snorkeling, and staying in modern marinas, where we could visit different villages and go for dinner at local restaurants. We would definitely recommend this experience to everyone who loves sailing and exploring Croatian islands. Thank you so much Tomas for sharing your knowledge about sailing and Croatia with us. Have safe winds and calm waters, Janine and family
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Kornati: the pearl of Croatia

09/5/2025

Paola B.

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Italy

I spent a wonderful week in Kornati. The boat was cozy and well organized, but what made the experience special was Marco, our skipper and captain. Always professional and helpful, he gave us confidence and passion for sailing at all times and guided us to discover beautiful bays and crystal clear waters thanks to his experience. A great added value was the crew: extraordinary people with whom I shared fun and relaxing moments, which made the holiday even more unique. I recommend this experience to anyone who wants to experience the sea in an authentic and relaxing way.
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5 days in Croatia, limited boarding to ensure comfort

09/2/2025

ALESSANDRO C.

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Italy

Very nice and rewarding experience. We sailed along the beautiful Istrian coast, combining sailing, relaxing, and visiting wonderful villages and old towns. Route and itinerary well organized; sailing with skipper Flavio and his Jeanneau safely was a pleasure to repeat. Alexander

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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.

Croatia: the best travel ideas

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