header cover
logo

Log in

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

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

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 more about the skipper and travellers who have already booked the holiday, to find out more about the

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

118 reviews

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

10/3/2026

Jean michel S.

-

BE

What a dream week! Cecilia, Tommaso... and their sailboat [hidden] are fabulous and passionate hosts! Coves with crystal clear waters, aperitifs and meals with little onions, discoveries of ports and original restaurants, guitar and singing evenings, discussions in the moonlight and always in a good mood. I highly recommend this experience Jean Michel
avatar image

Sailing weekend in Istria

09/15/2026

Simona G.

-

IT

Mirco top as captain 😊 you will only find out why by sailing with him 😝 boat in perfect conditions, cozy and equipped with all comforts. I will definitely be back at sea with Mirco. Thank you for everything !!
avatar image

Sailing weekend in Istria

09/8/2026

Renato S.

-

IT

Beautiful experience, it was the first time I slept on the boat and everything was perfect. Mirco treated us as if we were a big family. Attention to detail and availability made the difference. The icing on the cake was the food, all outstanding

7 days of sailing between beautiful Croatian islands and crystal clear waters

09/3/2026

Domenico F.

-

IT

A very special holiday! Emilio is a skipper with a great deal of experience, but above all a calm, patient person with a huge passion for sailing. It was nice to see him involved in trying to make us experience the sea to the fullest. He gave me valuable advice to steer the boat leaving me the helm to practice and he was very happy to let me do it, correcting me and patiently explaining everything he could help me improve. Something that I really appreciated. In addition, Emilio is an open, nice and helpful person. During the holiday he was much more than a skipper: it was like having another friend on board with whom to share days, laughter, swimming and beautiful bays of Croatia. He faced every situation with tranquility, always finding the right solution and trying to satisfy us in our requests, especially when we wanted to discover new bays or simply stop for a swim. It is rare to find a skipper who can convey so much experience and passion without ever making it a burden on the crew. A great experience, which I would definitely do again. Emilio super recommended! ⛵️

Customer Support

customer support

Do you need support on using the platform or for an online payment? Do you need information or is there something you don't understand? For (almost) any question, we got an answer!

Can't find the perfect holiday for you?

Tell us what you are looking for and let our team find the right solution for you!

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

Let's talk Sailsquare!

HuffpostSailing todayYahoo!

Secure payments

MastercardVisaGoogle PayApple Pay

© 2025 Sailsquare Srl SB • All rights reserved - VAT IT07860990964