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      • Andalusia
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      • Kornati Islands
      • Turkey
      • French Polynesia
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Flotilla yacht sailing holidays & tours in Croatia

Flotilla yacht sailing holidays & tours in Croatia

To get the most out of the "Land of a Thousand Islands", the best choice best is a flotilla. Several boats sailing together to share unique moments and multiply the fun.

  • Sailing Holidays
  • Croatia
  • Flotilla

FLEXIBLE CANCELLATION.

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

  • 99+ reviews
    Discounted
    spots until 17 Mar.

    CRAZYSAIL CROATIA - Adventure Edition at the Split Archipelago

    from 29 July - 7 nights
    Split Archipelago Croatia
    1 person interested
    in this holiday
    999 899€ Per person
  • 99+ reviews
    Discounted
    spots until 17 Mar.

    CRAZYSAIL CROATIA - Adventure Edition at the Split Archipelago

    from 5 August - 7 nights
    Split Archipelago Croatia
    Join in on this experience!
    999 899€ Per person
  • 99+ reviews
    Discounted
    spots until 17 Mar.

    CRAZYSAIL CROATIA - Flotilla Festival in the Split Archipelago

    from 5 August - 7 nights
    Split Archipelago Croatia
    2 people interested
    in this holiday
    999 899€ Per person
  • 99+ reviews
    Discounted
    spots until 17 Mar.

    CRAZYSAIL CROATIA - Adventure Edition at the Split Archipelago

    from 12 August - 7 nights
    Split Archipelago Croatia
    2 people interested
    in this holiday
    999 899€ Per person
  • 99+ reviews
    Discounted
    spots until 17 Mar.

    CRAZYSAIL CROATIA - Flotilla Festival in the Split Archipelago

    from 12 August - 7 nights
    Split Archipelago Croatia
    4 people interested
    in this holiday
    999 899€ Per person
  • 99+ reviews
    Discounted
    spots until 17 Mar.

    CRAZYSAIL CROATIA - Adventure Edition at the Split Archipelago

    from 19 August - 7 nights
    Split Archipelago Croatia
    3 people interested
    in this holiday
    899 799€ Per person

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Get onboard solo, with your family, or your friends

Reserve a single spot, a cabin, or a whole boat just for you and your friends or family.

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Discover who’s already onboard

Introduce yourselves online, get to know each other onboard, and go home with a bunch of new friends.

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Sailing holidays that suit all budgets

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 - Flotilla yacht sailing holidays & tours in Croatia

757 reviews
20 / 10
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!
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.
Luca M.

Luca M.

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

10 / 10
I had the opportunity to work together with Milù in the flotilla, I found myself really well both personally and technically. Those who go by boat with her find a competent Skipper, available and able to entertain!
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!
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
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
Massimiliano M.

Massimiliano M.

review about 2 boats in the Kornati and southern Croatia: a dream trip for sailing lovers August 2020

8 / 10
Very pleasant holiday in the company of equally pleasant people who made the holiday fun, carefree and full of anecdotes to tell. Marco is a capable and empathetic skipper, assisted by Roberto who has shown the exact same skills, even in situations dictated by unfavorable weather. The places allow numerous nights at anchor and the possibility of sailing, the true essence of the sailing holiday. It could have been 5 stars of appreciation if only there had been more prior communication from Marco, depriving me in fact of choosing what was right for me. My flexibility has allowed this not to affect my stay and I am equally convinced that others would not have liked it. It is a piece of advice that I would like to give for the future. Ad maiora. Ps sabbbinooooo????????????????
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.
Matteo Q.

Matteo Q.

review about CrazySail Academy: Learn Flotilla Sailing April 2019

10 / 10
Daniele is one of the best skippers with whom I have had the opportunity to confront myself in these thirteen years of boat license and fourteen of sailing. His great nautical preparation, both theoretical and practical, derives from years of racing in sailing teams on Lake Garda and by sea, courses and exams taken with the RYA and entire summers of flotillas with more than forty sailboats in tow. There is no person more deserving than Daniele, in being able to be amicably called Admiral of Flotilla and the recent CrazySail Academy project in which I was involved as a participant was a great opportunity to learn something new, because at sea, experience is never enough and prudence is never too much. I recommend Daniele both as a person, as a skipper, and as a high-level instructor and professionalism.
Fabio Z.

Fabio Z.

review about CrazySail Academy: Learn Flotilla Sailing April 2019

10 / 10
A competent trainer nice kind and with an excellent ability in the explanation of theoretical practical maneuvers.
Silvio B.

Silvio B.

review about Halloween in Flotilla! October 2018

10 / 10
Great skipper and perfect flotilla leader! He managed to put together the requests of all the members of the group and spend a wonderful weekend together! Thanks Max!
Luciano M.

Luciano M.

review about ABSOLUTE EASY - Flotilla in Croatia, Dalmatia August 2018

10 / 10
Great skipper and travel companions for seas. Guarantee of fun at sea, at anchor and in port. Safe and cheerful, he transmits tranquility and light-heartedness to his crew and other skippers. TOP
Luciano M.

Luciano M.

review about ABSOLUTE EASY - Flotilla in Croatia, Dalmatia August 2018

10 / 10
A name is a guarantee :) Very prepared and helpful, it inspires security and serenity to its crew who can relax, enjoy the sea and learn sailing. Great travel companion. Until next time. TOP.
Luciano M.

Luciano M.

review about ABSOLUTE EASY - Flotilla in Croatia, Dalmatia August 2018

10 / 10
Skipper prepared and helpful. Great friend at the helm but also at anchor when you can relax for a moment. Highly recommended as a skipper and as a companion of adventures. Until next time. TOP!
Luciano M.

Luciano M.

review about ABSOLUTE EASY - Flotilla in Croatia, Dalmatia August 2018

10 / 10
Great skipper and adventure companion. Always ready and available to lend a hand. Also of great company and cheerfulness. TOP!
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1000 islands for every taste...that's the enchantment of a flotilla in Croatia.

To get the most out of the "Land of a Thousand Islands", the best choice is a sailing flotilla. Croatia is a destination really close to Italy and cheap. One of the last places where you can still enjoy unspoiled nature and where spectacular bays will become your "privè" in which to moor in flotilla.

Totally there are more than 1000 islands of which only about fifty are inhabited all year round and all have in common crystal clear waters, golden sandy beaches, picturesque fishing villages and breathtaking scenery.
From the Kvarner Gulf to the Dalmatian fjords (home to the famous Telascica and Kornati Parks) to the archipelago of Split and Dubrovnik, the Croatian Adriatic is a succession of natural parks all within easy reach of a flotilla.

Whether you're a wild vacation enthusiast, or a lizard resting in the sun, or a single socialite ... there's a Croatian island for you!"
Each island has a strong personality and a history that makes it unique: in Vis you can experience the thrill of sailing on the dolphin route, Pag has a dual soul of party animal and guardian of tradition, Cres is to discover on foot, Hvar is the most fashionable and the Kornati islands ... are a world unto themselves, with lunar landscapes made of rugged coastline, underwater caves and karst sinkholes!

Flotilla cruises between private coves and dives into the Croatian blue

.

Battered by a light mistral that brings the scents of oak and Aleppo pine trees, your days will be spent sailing in a flotilla between diving competitions, lunches in the roadstead and aperitifs in costume where you can dance barefoot.
If you jump into the bay of Mala Proversa you can enjoy snorkeling in the midst of ancient relics ... yes, because just below the surface of the water are the remains of a Roman building that, sunk below sea level, has become home to countless fish.

In the evening the party begins ... moored to package the silence of the bay will be interrupted by music, laughter (many) and chatter until late at night that will give rise to new friendships, bonds and why not some crush?
And then, of course, there will be the dinners in the taverns on the sea, the so-called Konobe, where you can taste the traditional dishes: from peka based on dentex to mussels to busara ending with klauni sweets accompanied by a coffee with Arabic identity.
If you want to travel alone or in a group, a sailing vacation is ideal: meet new friends, experience unforgettable adventures and travel on a dream sailboat or catamaran! Ready to get on board?

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