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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.

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5.0

Super!

Kornati Islands: a week on a catamaran among the pearls of Croatia

Croatia: Kornati Islands

7 days - 7 nights

3 departures available

July - August

Starting from

€1,400

Per person

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5.0

Super!

Relaxation and adventure in Croatia - departure from Rimini

Croatia: Kornati Islands

6 days - 7 nights

One departure available

August

€645

€590

Per person

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4.9

Super!

Sailing weekend in Istria

Croatia: Istrian peninsula

3 days - 2 nights

5 departures available

September - October

€279

Per person

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4.7

Kornati: the pearl of Croatia

Croatia: Kornati Islands

6 days - 7 nights

3 departures available

July - August

Starting from

€650

€618

Per person

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5.0

Super!

Croatia relaxation and fun - from Vodice to Split

Croatia: Split Archipelago

6 days - 7 nights

One departure available

August

€665

€605

Per person

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5.0

Super!

Croatia Relax and Fun - from Split to Giulianova

Croatia: Split Archipelago

6 days - 7 nights

One departure available

August

€680

€610

Per person

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5.0

All inclusive week in Croatia - Embarking and disembarking in Rimini

Croatia: Split Archipelago

7 days - 7 nights

One departure available

August - September

€936

Per person

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Split archipelago, Hvar islands, Brac - with Hostess and full board

Croatia: Split Archipelago

7 days - 7 nights

9 departures available

July - September

Starting from

€1,100

Per person

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5.0

EXPERIENCE THE MAGIC! Sailing and relaxing in a maritime wonderland!

Croatia: Istrian peninsula

7 days - 7 nights

2 departures available

August

€695

Per person

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4.4

The route of dreams: from Dubrovnik to Korčula, between sinners and sunsets

Croatia: Split Archipelago

7 days - 7 nights

3 departures available

August

Starting from

€650

Per person

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Croatia on a sailing boat equipped with all comforts

Croatia: Istrian peninsula

6 days - 6 nights

6 departures available

July - August

Starting from

€900

€810

Per person

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4.9

A week of Sailing and Relaxation to discover Croatia

Croatia: Split Archipelago

7 days - 6 nights

3 departures available

August - September

Starting from

€1,000

Per person

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

40 reviews

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Sailing weekend in Istria

07/2/2025

Jennifer D.

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Italy

First weekend experience on a sailing boat. Fantastic! Beautiful and spotless boat, skipper who puts you at ease and prepares delicious dishes. Nice crew, we had fun!
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Sailing weekend in Istria

07/1/2025

Giulia C.

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Italy

Unfortunately I have to say that the weekend with Mirco was... unbearably perfect. The boat? So clean and well-kept that I felt guilty walking barefoot on it. He? It was not enough that he was an experienced skipper and always calm, he also cooked very well. And the tour? Obviously beautiful: postcard coves, clear water and zero crowds. In short, a total disappointment... because now I won't want to go back to land! Highly recommended (but don't say it too much, otherwise I won't find a place anymore!).
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3 days in Croatia from Zadar to Marina di Ravenna

06/28/2025

Paolo C.

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Italy

Emilio numero 1. Ero partito con l'idea di un determinato giro ma ascoltando i consigli di Emilio, abbiamo fatto un giro bellissimo. Conosce ogni isola, ogni baia, ogni approdo. Come i marinai hanno una moglie in ogni porto, lui ha un gavitello in ogni baia. Si è reso disponibile ad insegnare le tecniche di vela, anzi si è meravigliato della mia indolenza ahaha. Ha molto a cuore la sicurezza a bordo. Con Emilio in barca a vela si naviga con il vento e non con il motore in ogni singolo momento possibile. Vi auguro che possiate passare del tempo con Emilio e la sua [hidden] del tempo fantastico come quello che io ho trascorso. Ah, per ultimo, ho promesso ad Emilio di ritornare in barca con lui con la mia giusta predisposizione per imparare a veleggiare. Grazie Emilio di tutto
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Weekend in magical Istria ... Free in the Wind!

06/9/2025

Riccardo G.

We spent 2 days on the boat with Paolo. He proved to be a prepared, helpful skipper and a person of very pleasant company, calm and smiling. Highly recommend

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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

Other travel ideas

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