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Yacht sailing holidays & skippered tours in Split Archipelago

Southern Dalmatia stretches from Split to Dubrovnik and is one of the most popular sailing areas in Croatia. Its popularity can perhaps be attributed to it having the most beautiful beaches in the country, as well as many ancient World Heritage Sites - the region has a lot to offer. Sailing Dalmatia is sure to stun you.

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The world's largest marketplace for sailing holidays

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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 - Yacht sailing holidays & skippered tours in Split Archipelago

804 reviews

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All inclusive week in Croatia - Embarking and disembarking in Rimini

08/27/2025

Giacomo R.

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Italy

Very friendly and helpful crew, as well as competent. The opportunity to actively participate in the navigation was very much appreciated. Super close-knit group and a beautiful sea. To be redone!
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Croatia Relax and Fun - from Split to Giulianova

08/25/2025

Omar C.

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Italy

Beautiful boat and selected crew, all well organized! Find all holiday photos on lunablu_1952
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The route of dreams: from Dubrovnik to Korčula, between sinners and sunsets

08/24/2025

Federico B.

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Italy

I thank Riccardo and his assistant Manuela for the wonderful week they made us spend, sailing gently, through emerald green waters and breathtaking islands. Both my partner and I can say that we apprezzato.in the first place the extreme safety in which Riccardo made us sail together with our almost 4-year-old daughter, which was not at all obvious. The attention to every detail, starting from the net for the children in the perimeter of the entire boat, as well as everything you need on board to prepare any imaginable meal, all seasoned, however, with a naturalness and innate sympathy of the skipper that allowed us to immediately create a cheerful and relaxed atmosphere with all the members of the trip. We hope to see you again soon for a new trip together, thank you again and fair winds!
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Split archipelago, Hvar islands, Brac - with Hostess and full board

08/24/2025

Caterina P.

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Italy

It was not my first experience on a sailing boat and it was, without a doubt, the best. Tommaso is a skipper with a professionalism that stands out right away and that has allowed us to swim in crystal clear waters, off the circuits of mass tourism. The added value is that he is also a respected chef :) Cecilia is the icing on the cake, explosive, sunny, always attentive to every need and an exceptional collaborator both on the boat and at sea. With its aperitifs, pampering is guaranteed. The formula is really "thoughtless"; Just relaxation, beautiful sea, convivial moments and lots of shared laughter. I would choose them a thousand more times.

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8 reasons to choose Split for your next sailing holidays:

  • Some of the most beautiful beaches in the world - such as the so-called "Golden Horn", on the island of Brac.
  • Stroll through the medieval streets of Trogir, one of the areas World Heritage Sites.
  • Take a trip to the lavender island of Hvar, and in June enjoy the enchanting scent in the air.
  • Take a sailing trip to the impressive blue grotto of Biševo.
  • Try "Pasticada s njokima", a Dalmatian speciality.
  • Sail to Dubrovnik and explore the historic city from the sea.
  • Make a day trip to the beautiful Plitvice lakes.
  • Swim in the emerald green water of Krka National Park.

The best places & specific destinations to visit during your sailing holidays in Dalmatia:

The untouched paradise of Lastovo

The small island of Lastovo is a real insider secret. Still largely untouched by tourism, Lostovo has retained its original charm. The island is a dream destination for architecture lovers and nature lovers alike, and should definitely be included in a sailing holiday itinerary of Dalmatia. In the biggest city of the island you can find impressive buildings in the style of the Renaissance. Lastovo is also known for its scenic beauty. The island is considered to be the best place in Europe to admire the starry sky.

Dubrovnik and his little sister Korcula

A visit to Dubrovnik is more or less a must when sailing in Croatia. The city also known as the Pearl of the Adriatic, is a historic city with captivating ancient beauty. Discover the centre of Dubrovnik surrounded by its old city wall and enjoy the unique view over white houses and orange roofs, that look on over to the deep blue sea. From Dubrovnik you can set sail to the city’s little sister city of Korcula - where It is also important to visit the island's vineyards and taste the native wine.

Sail to Hvar

When sailing into Split, a visit to the island of Hvar should not be missed either. Hvar is famous for its prominent visitors and nightlife. However, the island has much more to offer. Especially in July, when the lavender fields are in bloom, and the scent of lavender and rosemary fills the air. Furthermore, you can enjoy the crystal clear water that surround the island by sailing trip.

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

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

When to sail split on a sailboat

The best time for sailing in Split is from April to October. The typical mediterranean climate promises warm and dry summers and brings long days of sunshine. The main sailing season lasts from June to the end of August.

Prices for sailing holidays in Split

Southern Dalmatia is still one of the lesser visited sailing areas of Croatia, where you can find sailing offers from €350 per person per one week.

Sailing holidays in Split - why you should travel with a local skipper

If you want to fully enjoy your sailing holiday in Split in the best conditions, we recommend that you go choose a trip with a local skipper. Travelling with a skipper who has insider knowledge on the area, allows travellers to fully immerse in the pleasure and relaxation of the holiday. Where individuals on the trip wish to learn or practice their sailing skills, skippers will be there to integrate travellers into the responsibilities onboard.

The best sailing itineraries for your next holiday with a skipper in Split:

Exploring Southern Dalmatia in one week:

The first proposed sailing route starts in Split and ends in Dubrovnik. The first miles will take you from Split to the island of Brac. Afterwards you can continue to the most prominent of all the islands in southern Dalmatia, the island of Hvar. From Hvar you can sail onto Vela Luka, Korcula, and Mljet - ending your trip in Dubrovnik. On this route you will sail once across the islands before Split and you can get a great overview of southern Dalmatia.

A long weekend sailing from Trogir:

Another great route starts in Trogir and continues to the island of Solta. Afterwards it's onto Brac and Hvar before the trip ends in Split. This route is well suited for a long weekend, whilst still offering a special sailing experience.

The northern route:

Finally, you can start in the city of Trogir. There, you can set sail for Brac and Hvar. Afterwards taking time to explore one of the most beautiful islands before Split, Vis. The next day you go to the blue grotto of Bisevo, and finally via Solta, back to Trogir.

Split Archipelago : the best travel ideas

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