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Crewed yacht sailing holidays & tours in Croatia

Crewed yacht sailing holidays & tours in Croatia

Get on board on a crewed sailing holiday in Croatia for the most relaxed time ever.

  • Sailing Holidays
  • Croatia
  • Crewed

FLEXIBLE CANCELLATION.

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

  • PREMIUM 16 reviews
    confirmed

    Sail Share Dubrovnik - 8 days on Sun Loft 47 with hostess/cook

    from 27 May - 7 nights
    Split Archipelago Croatia
    Join in on this experience!
    1.095€ Per person
  • Bay Seekers

    from 3 June - 7 nights
    Split Archipelago Croatia
    Join in on this experience!
    1.696€ Per person
  • PREMIUM 16 reviews
    confirmed

    Sail Share Dubrovnik - 8 days on Sun Loft 47 with hostess/cook

    from 3 June - 7 nights
    Split Archipelago Croatia
    Join in on this experience!
    1.185€ Per person
  • PREMIUM 16 reviews
    confirmed

    Sail Share Dubrovnik - 8 days on Sun Loft 47 with hostess/cook

    from 10 June - 7 nights
    Split Archipelago Croatia
    Join in on this experience!
    1.290€ Per person
  • PREMIUM 16 reviews
    confirmed

    Sail Share Dubrovnik - 8 days on Sun Loft 47 with hostess/cook

    from 17 June - 7 nights
    Split Archipelago Croatia
    Join in on this experience!
    1.350€ Per person
  • PREMIUM 16 reviews
    confirmed

    Sail Share Dubrovnik - 8 days on Sun Loft 47 with hostess/cook

    from 24 June - 7 nights
    Split Archipelago Croatia
    Join in on this experience!
    1.481€ Per person
  • PREMIUM 16 reviews
    confirmed

    Sail Share Dubrovnik - 8 days on Sun Loft 47 with hostess/cook

    from 1 July - 7 nights
    Split Archipelago Croatia
    Join in on this experience!
    1.495€ Per person
  • PREMIUM 16 reviews
    confirmed

    Sail Share Dubrovnik - 8 days on Sun Loft 47 with hostess/cook

    from 8 July - 7 nights
    Split Archipelago Croatia
    Join in on this experience!
    1.550€ Per person
  • PREMIUM 16 reviews
    confirmed

    Sail Share Dubrovnik - 8 days on Sun Loft 47 with hostess/cook

    from 15 July - 7 nights
    Split Archipelago Croatia
    Join in on this experience!
    1.590€ Per person
  • PREMIUM 16 reviews
    confirmed

    Sail Share Dubrovnik - 8 days on Sun Loft 47 with hostess/cook

    from 22 July - 7 nights
    Split Archipelago Croatia
    Join in on this experience!
    1.625€ Per person
  • PREMIUM 16 reviews
    confirmed

    Sail Share Dubrovnik - 8 days on Sun Loft 47 with hostess/cook

    from 29 July - 7 nights
    Split Archipelago Croatia
    Join in on this experience!
    1.625€ Per person
  • PREMIUM 16 reviews
    confirmed

    Sail Share Dubrovnik - 8 days on Sun Loft 47 with hostess/cook

    from 5 August - 7 nights
    Split Archipelago Croatia
    Join in on this experience!
    1.645€ Per person
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Why you should book a holiday with Sailsquare?

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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 - Crewed yacht sailing holidays & tours in Croatia

88 reviews
18 / 10
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!
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
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!
Ilaria G.

Ilaria G.

review about Tour of Croatia and the Tremiti Islands - with Steward / Sailor July 2021

6 / 10
I have always loved sailing on a sailboat. The stroke, which struck me 16 years ago, at the age of 29, did not stop me. I started traveling again, I had about ten experiences alone, 'on board', in the Mediterranean, and I always felt good. I liked the sailing cruise in Croatia overall: I saw new places, green and breathtaking islands, with endless navigable canals, I bathed in waters so transparent as to see the hedgehogs and starfish on the bottom, and I felt like the environment. Bewitching and deafening the hum of cicadas that accompanied us all day. When we were at anchor we could not hear each other, because their croaking was too strong! A special thanks to the skipper Davide, responsible and experienced, and to the assistant skipper Patrizio, who has always been present, next to me, in my baths in the sea and in the ascents from the boat ladder. I admit that for Patrizio it was a beautiful mental and psychological responsibility!
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????????????????
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.
Irene B.

Irene B.

review about Discover a world made of islands from Trieste to the Kornati islands (one-way) - Hostess on board July 2020

10 / 10
Well done Roberto! Expert in the sea and very pleasant company, he made us discover beautiful places and worked hard to make us feel really good. Unfortunately this week there was no wife who seems to be a superfine cook. We'll do it again next time!
Nicolas G.

Nicolas G.

review about Central Dalmatian islands. Amazing week on a sailing boat July 2019

10 / 10
Carlo, is a very professional man with a lot of experience. Trying allay to match your need and actual possibilities. He is prudent and knows the places. I can without any problem recommend them. Best Nicolas
Francesca C.

Francesca C.

review about Discover Croatia sailing on the large Beneteau 50 with skipper and sailor / cook September 2018

10 / 10
Luca is a true sailor, competent and attentive first of all to safety. Experienced and professional skipper, he is also a very nice and company person. We had a really good time with him, considering that we traveled in a week of very variable weather, he was able to avoid all the disturbances and make us spend a quiet and fun holiday.
Alvise D.

Alvise D.

review about Split Archipelago: A week of adventure on board a memorable Flotilla August 2018

10 / 10
Excellent leader of the holiday and the crew, who kept together and involved also in the management of the boat, satisfying the requests and needs when possible, as well as being a very pleasant company.
Simone L.

Simone L.

review about Split Archipelago: A week of adventure on board a memorable Flotilla August 2018

10 / 10
He was not my skipper, but every morning he came to have a coffee on our boat. A very nice guy. Very prepared on navigation. and the world of sailing. A great breakfast companion, always ready to answer my thousand questions.
Simone L.

Simone L.

review about Split Archipelago: A week of adventure on board a memorable Flotilla August 2018

10 / 10
He was not my skipper, but I had the pleasure of getting to know him as he was skipper of a boat that sailed with us. A great guy, very simatic, helpful and prepared on navigation. We spent wonderful evenings laughing and joking as if we were long-time friends.
Riccardo  V.

Riccardo V.

review about Split Archipelago: A week of adventure on board a memorable Flotilla August 2018

10 / 10
Mythical Daniel called "grandfather" for his wisdom and his great culture! A super prepared person attentive to everything and everyone! In short, a great leader????.
Riccardo  V.

Riccardo V.

review about Split Archipelago: A week of adventure on board a memorable Flotilla August 2018

10 / 10
There are no words to describe this unforgettable experience. Fabio is a very prepared person for any requests or storms????????????, as well as being a very kind and polite person! I would recommend to everyone this fabulous experience with this group but especially with the fabio !! Top???????????????????????????????????????????????????????
Francesca T.

Francesca T.

review about Discover Croatia sailing on the large Beneteau 50 with skipper and sailor / cook August 2018

8 / 10
Claudio is a very professional, precise, competent skipper. he was very attentive to the needs of his crew and always proved to be kind, polite and reliable. The safety and well-being of the crew have always been first!
Michele T.

Michele T.

review about A week outside the box: sailing cruise July 2018

10 / 10
Professional, nice and with an excellent organizational capacity!
Cristian G.

Cristian G.

review about ABSOLUTE EASY Plus - Croatia Flottilla with Prestige Line boats August 2017

10 / 10
The Top that add more!!
Michele S.

Michele S.

review about ABSOLUTE EASY Plus - Croatia Flottilla with Prestige Line boats August 2017

10 / 10
GREAT SKIPPER! I spent a week on the boat with Trifo and everything went very well. Competent, quiet and very very nice. He knows how to best manage and amalgamate all the crew members. It will undoubtedly be my first choice for the next holiday.
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Top Destinations

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