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Yacht sailing holidays & skippered tours in Croatia

Yacht sailing holidays & skippered tours in Croatia

The sailing areas in Croatia are among the most beautiful in the world. Discover thousands of islands and let yourself be enchanted by their unique charm and beauty. No matter your age, or what style of holiday you are looking for - you’re sure to find the experience that is right for you!

  • Sailing Holidays
  • Croatia

FLEXIBLE CANCELLATION.

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

  • 9 reviews
    almost
    confirmed

    Sailboat cruise through the South Dalmatian islands

    from 1 April - 6 nights
    Split Archipelago Croatia
    Join in on this experience!
    530€ Per person
  • 28 reviews
    almost
    confirmed

    Cruise from Trieste to Croatia with federal instructor skipper

    from 7 April - 3 nights
    Istrian peninsula Croatia
    2 people
    are onboard
    297 265€ Per person
  • 9 reviews
    almost
    confirmed

    Sailboat cruise through the South Dalmatian islands

    from 8 April - 6 nights
    Split Archipelago Croatia
    Join in on this experience!
    530€ Per person
  • 9 reviews
    almost
    confirmed

    Sailboat cruise through the South Dalmatian islands

    from 15 April - 6 nights
    Split Archipelago Croatia
    Join in on this experience!
    530€ Per person
  • 9 reviews
    almost
    confirmed

    Sailboat cruise through the South Dalmatian islands

    from 22 April - 6 nights
    Split Archipelago Croatia
    1 person interested
    in this holiday
    530€ Per person
  • 28 reviews
    4 discounted
    spots

    Cruise from Trieste to Croatia with federal instructor skipper

    from 28 April - 3 nights
    Istrian peninsula Croatia
    Join in on this experience!
    350 328€ Per person
  • 2 reviews
    confirmed

    1 week professional catamaran training - Trogir near Split / Croatia

    from 29 April - 7 nights
    Split Archipelago Croatia
    Join in on this experience!
    1.366€ Per person
  • 9 reviews
    almost
    confirmed

    Sailboat cruise through the South Dalmatian islands

    from 29 April - 6 nights
    Split Archipelago Croatia
    Join in on this experience!
    530€ Per person
  • 2 reviews
    confirmed

    1 week professional catamaran training - Trogir near Split / Croatia

    from 6 May - 7 nights
    Split Archipelago Croatia
    Join in on this experience!
    1.366€ Per person
  • 9 reviews
    almost
    confirmed

    Sailboat cruise through the South Dalmatian islands

    from 6 May - 6 nights
    Split Archipelago Croatia
    Join in on this experience!
    530€ Per person
  • 2 reviews
    confirmed

    1 week professional catamaran training - Trogir near Split / Croatia

    from 13 May - 7 nights
    Split Archipelago Croatia
    1 person interested
    in this holiday
    1.366€ Per person
  • 9 reviews
    almost
    confirmed

    Sailboat cruise through the South Dalmatian islands

    from 13 May - 6 nights
    Split Archipelago Croatia
    Join in on this experience!
    529€ Per person
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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 Croatia

1374 reviews
20 / 10
Alessandra C.

Alessandra C.

review about Relaxation and fun with 3 other boats - Possibility of boarding in Rimini August 2022

10 / 10
First sailing holiday, super fun and to be repeated!
Salvatore N.

Salvatore N.

review about Long weekend from Split to Zadar one way - Hostess on board September 2022

10 / 10
Top holiday, Enrica and Omar are super and extremely professional. Despite being our first experience we had a great time and we can't wait to replicate!
Andrew H.

Andrew H.

review about Sailing tour to discover the Dalmatian Islands (Trogir-Hvar-Pakleni-Kocula-Vis-Lastovo) August 2022

10 / 10
Thank you Tullio and fellow travellers/sailors for a truly wonderful experience! We visited many idillic islands and bays around the Dalmatian and sailed on the not so high seas!!! Bottoms up! Andy x
Maria Luisa G.

Maria Luisa G.

review about CRAZYSAIL CROATIA - 10 boats in the Split Archipelago August 2022

10 / 10
For those who love sailing, adventure, fun Elia is the right skipper! Tireless, fun and very smart. I can't wait to work together again!
Stefano  B.

Stefano B.

review about Cruise for two between the Dalmatian islands (Croatia) - ALL INCLUSIVE August 2022

10 / 10
A week among crystal clear waters, suggestive coves, romantic towns, ancient hermitages, relaxation and good company. All sailing on a sailboat rich in history captained by Cesare, a very capable and experienced skipper, who will tell you endless anecdotes and stories of the sea. In addition, if you wish, it will involve you in the different aspects of navigation. Together with him you will meet Carla, his companion and precious assistant in all the maneuvers that, with her sunny sympathy, kindness and constant good humor, is a fundamental presence on board. Every day, between one bath and another, you can enjoy the excellent dishes prepared for you: Cesare has even prepared the tagliatelle made by boat ... with a rolling pin!!! In short, thanks guys! We had a really good time, the Dalmatian islands are gorgeous and sailing with you was a beautiful experience. Good wind! Maria Cristina & Stefano
Maria Luisa G.

Maria Luisa G.

review about CRAZYSAIL CROATIA - 10 boats in the Split Archipelago August 2022

10 / 10
Vico is a talented young skipper. He combines sailing experience with great human skills, which make him a perfect captain for a cruise full of fun and relaxation. Working together at Crazysail has been really fun and his constant availability is a guarantee in teamwork. I can't wait to sail together again in the flotilla!
Maria Luisa G.

Maria Luisa G.

review about CRAZYSAIL CROATIA - 10 boats in the Split Archipelago August 2022

10 / 10
The solidity of Marco's sailing experience is perceived from the first moments and it is a pleasure to work with him in the flotilla. Experienced skipper, solid and reliable, manages to combine fun and safety for a dream holiday! Those who get on the boat with him can enjoy a wonderful experience in total relaxation.
Maria Luisa G.

Maria Luisa G.

review about CRAZYSAIL CROATIA - 7 boats in the Split Archipelago August 2022

10 / 10
I shared with Luca the experience in the flotilla of Croatia and we often found ourselves collaborating and discussing maneuvers and navigation. Great teammate, competent and reliable skipper, it is a real pleasure to work together!
Maria Luisa G.

Maria Luisa G.

review about CRAZYSAIL CROATIA - 10 boats in the Split Archipelago August 2022

10 / 10
Federico is an enthusiastic and experienced skipper. Always ready to fulfill the demands of his crew, keeping safety first. It's a pleasure to work together and I can't wait to set sail for the next sail.
Federico C.

Federico C.

review about CRAZYSAIL CROATIA - 10 boats in the Split Archipelago August 2022

10 / 10
Milu and a skipper with all the letters! Fun professional and passionate about the sea the wind and sailing. We shared summer 2022 in Croatia with crazy Sail and I couldn't wish to have a colega, friend more helpful is as capable as she is on the sea. ??????
Italia B.

Italia B.

review about LAST SECOND LAST PLACE WOMAN - Flotilla Marmaglia - Sun & Fun Kornati Islands August 2022

10 / 10
Parties and sea with a very helpful and active staff. Advised!
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!
Corrado S.

Corrado S.

review about Sailboat cruise through the Kornati Islands Park May 2022

10 / 10
It is difficult to express in a few words such a complete emotional experience! ... Armando, in addition to being a good skipper, is an equally skilled cook, able to satisfy your tastes and your nautical and culinary preferences. Just let yourself go at the slow pace of the days and you will find yourself in a timeless and carefree world. Thanks Armando! Corrado
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.
Yugho Y.

Yugho Y.

review about Zadar, Kornati islands, Split: fairytale sailing in the Dalmatian sea September 2021

10 / 10
Highly recommended! Great memories with Riccardo, the boat and the team! Hope to come back soon!
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
Elena C.

Elena C.

review about Sailing and relaxation among the Kvarner islands August 2021

10 / 10
Stefano is an excellent travel companion, always attentive to your minimum needs. if you want to spend a relaxing holiday without a watch.
Alberto P.

Alberto P.

review about Croatia sailing between nature and comfort August 2021

10 / 10
Everything perfect! Silvio and his companion "dukes" welcomed us in their beautiful and comfortable boat making us feel at home: safe on every occasion for the watchful presence of the commander and pampered by the affectionate hospitality of his partner. Cleanliness, order, comfort and their sympathy did the rest. Unforgettable fish barbecue in the harbor and happy hours "spontaneous" between colors and flavors always different. In short, very good Silvio and Dukes who have made this experience perfect and for this reason, already now, I propose my convinced adhesion to each of their further new initiatives with Sailsquare.
Maurizio D.

Maurizio D.

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

10 / 10
Being a sailor myself, I couldn't help but appreciate Elisa's technical skills, both in navigation and for everything related to a cruise. Exemplary mooring facing the open sea with 25 kn of wind. But as an adult as I am, the other characteristics that I was able to appreciate in her were humility, gratitude and the attitude to involve guests, which in an environment of superheroes such as sailing, leads Elisa to enroll by right in the narrow circle of "beautiful people", which is not entirely obvious for a skipper who has to endure you for a whole week :-).
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.
Paolo T.

Paolo T.

review about Cres, Rab and Unije on a Bavaria 46 latest model. Sailing Federation instructor skipper August 2020

10 / 10
Great Paul, good skipper and humanly splendid person. Available, comprehensive, tolerant
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!!
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9 reasons to choose Croatia for your next sailing holidays:

  • Watch playful dolphins around the island of Lošinj.
  • Stroll through the narrow streets of enchanting historic coastal towns like Dubrovnik and Rovinj.
  • Discover the natural wonder of Croatia’s national parks on excursions ashore.
  • Dance the night away on Croatia's famous party islands, such as the beach of Zrce.
  • Try the delicious local dishes in a charming konoba restaurant in Dalmatia.
  • Enjoy perfect sailing conditions thanks to the mild Mediterranean climate, good wind and weather, and a modern, well-developed marine infrastructure.
  • Explore thousands of unique islands.
  • Benefit from a wide range of sailing and other recreational opportunities.
  • Let yourself be enchanted by the breathtaking beauty and diversity of the country's nature.

Where to visit on during your sailing holiday in Croatia:

There are opportunities allowing you to experience the magic of Croatia. Whether you are planning a family sailing holiday, an adventurous expedition, a sunbathing regeneration or a boat party trip. Croatia boasts thousands of kilometres of coastline and over 1000 islands, the area brings together all of the different elements that one could wish for from a sailing holiday.Crystal clear waters, impressive cliffs and charming ancient cities - Croatia inspires thousands of sailing travellers year after year. Below, we discuss some of the highlights and must-see locations to help you to make the most of your future holiday. Plan your route according to your taste and enjoy sailing in Croatia to the fullest.

Croatia now has 8 attractions that have been declared as UNESCO World Heritage Sites. Each of them is well worth a visit, but also attracts masses of other tourists. Like any popular tourist destinations, visiting these spots by land requires much planning and organisation. Discovering these spots via sailboat or catamaran, and coming ashore when necessary offers an alternative way to see the different treasures of the region.

Plitvice National Park

Our first tip is by no means an insider tip: The Plitvice National Park is almost a must on your sailing trip to Croatia and for good reason. Lakes shimmering alternately in emerald green and sapphire blue, waterfalls and wooden paths meandering through the park. The National Park and its natural beauty will delight you. It is a paradise for outdoor enthusiasts and almost every corner can be used as a postcard inspiration. Plan a day trip from Zadar to Plitvice during your sailing trip in Croatia. Anchor while sailing around Zadar in the historic port city, from here you can reach Plitvice in about an hour and a half.

Europe's most beautiful beach in 2019: Pasjača

What you should not miss when sailing in Croatia is the Pasjača beach, which won "most beautiful beach in Europe" of 2019, and rightly so. The title holding beach is situated close to the historic city of Dubrovnik. Plan Dubrovnik on your sail route and ask your skipper to take you to Pasjača beach. A narrow path leads down a steep cliff and ends in a rock tunnel through which you reach the remote beach. At the other end a small rocky beach with crystal clear water awaits you.

Blue cave of the island Biševo

If you plan on sailing around Dalmatia, it is well worth visiting the island of Biševo. Here, you find the famous "blue cave", located in Balun bay. Originally the cave was only accessible for divers. However, in 1884, an entrance above sea level was created. Thanks to the sunlight flowing through the underwater entrance of the cave, a light effect is created that makes the entire cave shimmer blue. The perfect time to visit the cave is between 11am and noon. At this time sunlight showers the whole cave in deep blue, this creates an effect meaning that underwater appear silver.

Watch playful dolphins around Lošinj

Sails in the turquoise blue water around the island Lošinj and (with a little luck) observe a group of dolphins playfully swimming. The clean waters of Kvarner are home to a group of around 200 dolphins. Come aboard a sailing holiday in Croatia, and you try your luck encountering extraordinary marine wildlife.

Discovering Dugi Otok

Sailing off from Dubrovnik and Zadar you can visit the island of Dugi Otok. Majestic cliffs, charming fishing villages, and pristine beaches await you. Plan a trip to this unspoilt and quiet paradise on your Croatian sailing trip. Dugi Otok is known for its decelerated atmosphere and untouched nature, which come together to offer complete relaxation.

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.

  • The best months for a sailing holiday in Croatia are between May and October.
  • You can set sail on a week-long sailing holiday in Croatia from €450 and approximately €50 to €150 in extra costs.
  • Many connections are provided throughout the year to the various airports of Croatia, including a host of low-cost options.

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

One week sailing in Split:

A very popular sailing route in Croatia, often starting in Trogir, a beautiful ancient small town. As a UNESCO Cultural Heritage Site and home to some of the best preserved Romanesque-Gothic architecture. From Trogir you can then sail to Brac - the island awaits you with the beautiful Zlatni Rat beach and stunning vineyards. The next destination on this route is the island of Vis, here is the beach of Stiniva. It is famous worldwide for its unique location, tucked between two cliff edges. To avoid crowds of tourists you should visit the bay early in the morning, late in the evening, or in the low season. Afterwards you and your crew will sail back to Lastovo, the most remote inhabited island in Croatia. Here you will find untouched nature and peace. Perfect to relax and unwind. Then you can continue to Korcula, this island in southern Dalmatia covered by olive groves, vineyards and pine forests is known for its crystal clear waters. The next sailing route leads to Hvar, also known as Lavender Island. Here the luxury is in the air and you can admire the yachts in the harbour. You finish your Croatia sailing trip on the island of Solta, a lesser known spot and far less touristic. Solta offers a change of scenery, and the perfect opportunity to recharge your batteries with nature. You will then return to Split, where you will finish your unforgettable trip.

Swim with dolphins while sailing in Istria:

Start your sailing trip in Croatia from the beautiful Rovinj. Closer to Germany, sailing in Istria is especially popular with families and for shorter trips. You can sail the route from Rovinj to Brijuni National Park with your experienced skipper. Discover the park's charming bays and olive groves and enjoy the peace and quiet. Then you can continue to Pula, to explore the historical ruins of the city and enjoy a great dinner on the beach promenade. Next up onto Lošinj, home to around 120 dolphins. With a little luck you can watch dolphins while sailing. Then you will return to Pula, where the sailing adventure in Croatia comes to an end.

Sailing the Kornati Islands:

Another popular sailing route in Croatia leads you through the Kornati islands. The archipelago offers countless remote places and a paradise for Konoba lovers. Here these traditional restaurants can be found easily. A possible route starts in the historic port of Šibenik and continues on to the island of Prvic. There you have the opportunity to taste the delicious wine of the region. Afterwards you can go over the island of Kakan to discover the hidden jewel of Dugi Otok - marvel at the impressive cliffs and island's saltwater lake.

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

If you want to fully enjoy your sailing holiday in Croatia 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.

Croatia: the most beautiful places to sail

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