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Yacht sailing holidays & skippered tours in Split Archipelago

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.

  • Sailing Holidays
  • Croatia
  • Split Archipelago

FLEXIBLE CANCELLATION.

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

  • confirmed
    whole boat only

    5* Luxury Catamaran 4 day/3 night Island Sailing Cruise, Split, Solta, Brac, Hvar

    from 11 August - 3 nights
    Split Archipelago Croatia
    Reserve this boat!
    (6 spots available)
    1.378€ Per person
  • 2 reviews
    almost
    confirmed

    1 week professional catamaran training - Trogir near Split / Croatia

    from 13 August - 7 nights
    Split Archipelago Croatia
    1 person interested
    in this holiday
    1.865€ Per person
  • 2 reviews
    confirmed

    SPLIT - fun and relaxation among the South Dalmatian islands

    from 13 August - 6 nights
    Split Archipelago Croatia
    1 person interested
    in this holiday
    986€ Per person
  • 2 reviews
    confirmed

    SPLIT - fun and relaxation among the South Dalmatian islands

    from 13 August - 6 nights
    Split Archipelago Croatia
    Join in on this experience!
    986€ Per person
  • 25 reviews
    confirmed

    Discover Croatia on a sailing boat - one-way trip or 2 weeks to discover the coast and islands

    from 13 August - 6 nights
    Split Archipelago Croatia
    4 people
    are onboard
    1.000€ Per person
  • 99+ reviews
    confirmed

    CRAZYSAIL CROATIA - 10 boats in the Split Archipelago

    from 13 August - 7 nights
    Split Archipelago Croatia
    83 people
    are onboard
    949€ Per person
  • confirmed
    whole boat only

    5* Luxury Catamaran 4 day/3 night Island Sailing Cruise, Split, Solta, Brac, Hvar

    from 18 August - 3 nights
    Split Archipelago Croatia
    Reserve this boat!
    (6 spots available)
    1.378€ Per person
  • confirmed
    whole boat only

    Discover the Split archipelago on board a sailboat

    from 20 August - 6 nights
    Split Archipelago Croatia
    Reserve this boat!
    (8 spots available)
    963€ Per person
  • 2 reviews
    almost
    confirmed

    1 Week professional Catamaran Training - Lagoon 42 - Trogir near Split / Croatia

    from 20 August - 7 nights
    Split Archipelago Croatia
    2 people
    are onboard
    1.865€ Per person
  • 99+ reviews
    confirmed

    CRAZYSAIL CROATIA - 5 boats in the Split Archipelago

    from 20 August - 7 nights
    Split Archipelago Croatia
    39 people
    are onboard
    798€ Per person
  • 18 reviews
    confirmed

    Do not stay on the ground giving a dreams on board

    from 21 August - 6 nights
    Split Archipelago Croatia
    4 people
    are onboard
    636€ Per person
  • 7 reviews
    confirmed

    Sailing week in the archipelago of the Split Islands

    from 21 August - 7 nights
    Split Archipelago Croatia
    2 people
    are onboard
    795€ Per person
  • 1
  • 2
  • 3
  • 4

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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 - Yacht sailing holidays & skippered tours in Split Archipelago

710 reviews
20 / 10
Matteo Q.

Matteo Q.

review about CRAZYSAIL CROATIA - 6 boats in the Split Archipelago August 2021

10 / 10
Valeria proved to be both an excellent member of the boat crew, and an excellent member of the Staff in coordinating two crews during crazySail Croatia 2021. She is a sunny girl, always smiling and with a great desire to have fun and entertain the other participants in the holidays. Should you receive a boarding request from you, do not hesitate to confirm it! You won't regret it... word of Skipper!
Giorgio T.

Giorgio T.

review about From Split to Dubrovnik through the most beautiful islands of Croatia June 2022

10 / 10
Truly a super holiday!! Andrea and his partner Niki were fantastic from all points of view, I recommend everyone a holiday with them, they were 10 wonderful days!
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
Dumi B.

Dumi B.

review about Two weeks from Gargano to Tremiti and between the southern islands of Croatia August 2021

10 / 10
Competence, hospitality, sympathy. We spent a wonderful holiday in the company of Pietro and Loredana. Two great and very professional people. Thanks again, see you soon.
Gino G.

Gino G.

review about The most beautiful islands in southern Croatia: a dream trip for sailing lovers August 2021

10 / 10
Super Marco assisted by the expert and super friendly Daria. Everything perfect in every respect With them you have a lot of fun, sun, great food and great sailing Don't miss the Gin tonic EVER Really competent people about boating and I can say that I have learned something very useful. Cozy and spacious boat With them you are safe ...... eat the Palacinken ????????????????
Baraa R.

Baraa R.

review about Sailing week in the Split archipelago with a stop in Dubrovnik August 2021

10 / 10
Sailing with Gianluca's team was a magical experience : it's about sailing, caring and sharing. Merci pour tout <3
Jacopo R.

Jacopo R.

review about CRAZYSAIL CROATIA - 6 boats in the Split Archipelago August 2021

10 / 10
The official videomaker of the holiday ! A wonderful person, always available, with a smile and precise. Thanks for everything! We will miss your coffees! We look forward to your video!
Federico C.

Federico C.

review about CRAZYSAIL CROATIA - 6 boats in the Split Archipelago August 2021

10 / 10
Grandeeeee..!!!! Seba and an incredible person.. organize every evening with the team for many people is not an easy job! However they made this holiday an unforgettable experience! Great Seba! Ask Him: "What time is it?" and you would be surprised every day! heheh
Goran Z.

Goran Z.

review about Mile building and sailing adventure, Dalmatia! July 2021

10 / 10
We did a week long mile-building trip with Elisa on a 13m sail boat in the Adriatic sea. Elisa was a great skipper, starting from the presail sign-up and instructions on the boat provisioning, to the sailing itself. Before the sail, she was able to quickly assess the skills of the crew and adjust the program, so everyone could enjoy the experience of learning something new. For me, all of the moorings we did at small bays and some of the manoeuvres (heave-to) were really cool things to learn. We felt safe on the boat, also during a 24 sail away from the shore. It was a great trip, I would recommend sailing with Lisa to everyone who wants to enjoy their week and learn more about sailing, she has several RYA certifications, a gold standard for a good sailor, and is also a very cool person :)
Mala S.

Mala S.

review about 1 week professional catamaran training - Trogir near Split / Croatia June 2021

10 / 10
We had a very nice and educational week on the catamaran with Jos. Immediately after arrival we started - first with turns, then reverse and steer and finally dock. In the one week we visited Milna, Vis and the beautiful town of Hvar, anchored in great bays with crystal clear water and learned all sorts of sailing maneuvers in between. Jos is very competent and brings the necessary peace and quiet that you can do a lot on your own. We were on the catamaran with our 5 year old son and had a page completely to ourselves. But even in one of the spacious cabins, that wouldn't be a problem. The Lagoon 42 is modern, has plenty of space and each cabin has its own toilet/shower. We felt very comfortable and can highly recommend Jos. After the week of training, we have the confidence to be able to charter a catamaran ourselves in the future.
Margherita O.

Margherita O.

review about CRAZYSAIL ORIGINAL - 4 boats in the Split Archipelago August 2020

10 / 10
super attentive skipper, patient, and great person!! really recommended!!!
Davide C.

Davide C.

review about CRAZYSAIL ORIGINAL - 4 boats in the Split Archipelago August 2020

10 / 10
Gianluca was our holiday DJ, but first of all an integral and fundamental member of the crew. Fantastic! Always available and ready to lend a hand and put the right sound at any time of the day! TOP
Fabio Z.

Fabio Z.

review about CRAZYSAIL ORIGINAL - 4 boats in the Split Archipelago August 2020

10 / 10
now in her 4th year with her as Staff Director, a woman full of energy!! knows how to create together with the Staff a strong bond with all the Crew trying to satisfy the requests and filling the days with joy and activities. never unprepared!!
Fabio Z.

Fabio Z.

review about CRAZYSAIL ORIGINAL - 4 boats in the Split Archipelago August 2020

10 / 10
Passed from passenger to staff she managed with her joy together with Lucrezia and Ariele to manage situations that were not always simple given the period. My Crew recognizes in her a great desire to do. Thank you
Fabio Z.

Fabio Z.

review about CRAZYSAIL ORIGINAL - 4 boats in the Split Archipelago August 2020

8 / 10
She was at her first experience as Staff of our holiday, always ready with a smile to involve all the Crew of the holiday! together with Silvia and Ariele they managed situations that were not always simple... I am very happy to have had her in our group, I do not give the 5 stars since her training must be completed
Paolo B.

Paolo B.

review about Croatia - Gastro Route on a catamaran with hostess / Half-board included August 2020

10 / 10
Skipper attentive, professional, experienced, able to live the experience in the right way, good advice on what was better to visit. Very good and attentive also the hostess, nice, good cook who was able to share with us this beautiful experience. Bad assistance of Tajana, which contacted from the day before boarding, has never responded to our requests for information, neither via sailsquare, nor via whatsapp nor via phone. We were totally abandoned, looking for photos in hand for two hours inside the port of Trogir, asking right and missing if someone knew her, as we had not been given any info on what the charter company was, much less the name of the boat until someone managed to tell us something. The other guests were black for the fact that we did not arrive,they wanted to leave,but without us they could not. I was promised and assigned the stern cabin straight side and I had bow left side! Very bad experience.
Stefano P.

Stefano P.

review about Let's forget about quarantine and enjoy the summer! August 2020

10 / 10
Spectacular holiday, andrea and Camilla of great company and helpful ! Clean and perfect boat ! Definitely to be redone!
Massimo B.

Massimo B.

review about The Way of the Lion - From Corinth to Dubrovnik in Croatia, passing through Corfu to Ionian Greece September 2019

8 / 10
With this cruise I crossed 3 Aegean, Ionian and Adriatic seas aboard a magnificent Grand Soleil 45 well maintained and set up in such a way as to border on perfection. A Cutter with 8 winches in the cockpit that made the maneuvers quick and precise. I have never sailed on such a well-kept boat, set up with such care and impeccably conducted by Fabrizio, the skipper. To make the cruise pleasant also the crews who followed one another in the 2 weeks, Matteo and Dino, 2 sailors from Lake Maggiore, who proved to be perfect in facing the 12 hours of Meltemi that accompanied us from the island of Tinos (Cyclades) to Athens the first week. Nilla and Roberto a couple of peers, adventurous and cultured, with whom I shared the discovery of places full of charm that we met on the route from Corfu - Dubrovnik. Truly a nice cruise
LUCIA C.

LUCIA C.

review about Split Hvar Vis Brac and the South Dalmatia Islands on a sailing boat August 2019

10 / 10
Hello we were on a cruise with beppe and it was a wonderful experience, we had the great forrtuna to sail with some great people. Great credit goes to beppe for his evident professionalism in leading the boat and above all for the sympathy and ability to make a group! he is also a great cook! Thanks beppe! See you soon lucia & antonio.
Andrea Celeste B.

Andrea Celeste B.

review about A week in Croatia to discover coves, sun, sailing and beer with Ale and Agata August 2019

10 / 10
Alessandro is nice and helpful. It combines professionalism with the fun that a holiday requires. Super recommended!!
Enzo C.

Enzo C.

review about CrazySail flotilla of 9 boats in Croatia - ORIGINAL Route August 2019

10 / 10
Skipper very good and very nice! Never had any problems. In the end the whole Thing Exceeded initial expectations.
Alessandra M.

Alessandra M.

review about Central Dalmatian islands: Amazing week on a sailing boat August 2019

10 / 10
There is little to say about Carlo: very good on all fronts, experienced, competent, helpful and patient, able to promptly solve any problem. Great for those who want to take the opportunity to learn something about sailing, super boat!
Allegra C.

Allegra C.

review about Sailing cruise in the Dalmatian Archipelago, Southern Croatia August 2019

10 / 10
Flavio was a perfect skipper for my first sailing cruise. He tried, despite our little experience, to teach us everything possible, allowing us to help him at the helm and with maneuvers. Always available when it came to making some small changes to the planned itinerary to meet the demands of its passengers, even at the end of the day and after hours of navigation it has always been company. I absolutely recommend a holiday with him!
Paolo B.

Paolo B.

review about Tour of Croatia and the Tremiti Islands - LAST MINUTE DISCOUNT! July 2019

10 / 10
It was the first time for me and my family and the experience was wonderful. Boat, Skipper, good weather and itinerary offered the maximum. Davide is an extraordinary person who always tries to please his guests, a very good sailor and, very positive thing on the boat, an excellent cook ... The boat is very spacious, equipped and in perfect order, born to satisfy very demanding cruise passengers, the cabins are very spacious and all with private bathroom; I who suffer from claustrophobia I had a great time! The route with Adriatic crossing is very fascinating and the arrival in Croatia at dawn is a unique sight. Especially for those looking for a lot of comfort even on a sailing boat, I recommend considering the cruise with Davide and his wonderful Beneteau 50, it will be a pleasant surprise! Paolo, Monica and Francesco.
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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 : best travel ideas

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