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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!

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4.9

Super!

Sailing weekend in Istria

Croatia: Istrian peninsula

3 days - 2 nights

One departure available

September

€260

Per person

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5.0

Split archipelago, Hvar islands, Brac - with Hostess and full board

Croatia: Split Archipelago

7 days - 7 nights

5 departures available

September - October

Starting from

€1,100

Per person

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New

Premium

All inclusive sailing cruise on Excess 11 Catamaran in Croatia with hostess

Croatia: Split Archipelago

7 days - 7 nights

One departure available

September

Starting from

€1,965

Per person

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New

Premium

All inclusive sailing cruise on Lagoon42 Catamaran in Croatia

Croatia: Split Archipelago

7 days - 7 nights

One departure available

September

Starting from

€2,150

Per person

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New

Summer is not over, let's sail in September!

Croatia: Kornati Islands

7 days - 7 nights

One departure available

September

€750

Per person

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New

Premium

All inclusive sailing cruise on Dufour 530 sailboat in Croatia with hostess

Croatia: Split Archipelago

7 days - 7 nights

2 departures available

September

Starting from

€1,645

Per person

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4.5

Premium

DALMATIAN Paradise - Catamaran cruise with hostess FULL BOARD

Croatia: Split Archipelago

7 days - 7 nights

22 departures available

May - October

Starting from

€1,315

€1,184

Per person

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New

Premium

All inclusive sailing cruise on Dufour 54 sailboat in Croatia with hostess

Croatia: Split Archipelago

7 days - 7 nights

3 departures available

September

Starting from

€1,830

Per person

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New

Magical Croatia

Croatia: Split Archipelago

7 days - 7 nights

2 departures available

September

Starting from

€1,300

Per person

Why book a holiday with Sailsquare?

The world's largest marketplace for sailing holidays

80,000 travellers have already chosen their holiday from a catalogue of 12,000 proposals in 120 destinations, worldwide.

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 more about the skipper and travellers who have already booked the holiday, to find out more about the

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 Croatia

1533 reviews

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Being Together – Vitality, Nature and Connection (Salts - Lošinj)

08/31/2026

Maria P.

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IT

Immensely grateful 🤩! I have been other times on a boat with charter, but this was truly a unique experience. Incredible energy, morning meditations and super connection with the surrounding nature. Erica is not only a skipper, but a fantastic guide for the development of self-knowledge and the embrace of our self. Unforgettable and super recharging 🤩 holiday
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Croatia Relaxation and fun with disembarkation in Rimini

08/31/2026

Francesco A.

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IT

Everything is organized great: the [hidden] is a safety and the skipper Mattia Stra has always managed to manage everything in the best possible way, even the small unforeseen events that can happen on the boat, always keeping everything under control and allowing us to enjoy the holiday to the fullest and without worries. In all probability I will repeat an experience
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7 days of sailing between beautiful Croatian islands and crystal clear waters

08/31/2026

Giuseppe B.

-

IT

A beautiful holiday
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Croatia on a sailing boat: relaxation and fun

08/30/2026

Rossella L.

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IT

Mattia was immediately super helpful: before leaving he took care to help me and give me suggestions to reach the port of embarkation. Throughout the week he was a super captain, welcoming fun and immediately put everyone at ease! Great [hidden] ❤️ The [hidden] is really super comfortable Thank you Mattiiiia😘

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Guides & tips


Croatia

Kornati Islands, Split Archipelago and Istria are just some of the best destinations for a sailing or catamaran vacation in Croatia.
Guide to the Croatia by sailboat

Kornati Islands

Hundreds of islands characterized by a wild landscape and virtually uninhabited: the perfect setting for an unforgettable sailing or catamaran vacation.
Guide to the Kornati Islands by sailboat

Split archipelago

Brač, Hvar and Vis are just some of the best destinations for a sailing yacht or catamaran vacation in Croatia.
Guide to the Split archipelago by sailboat

Croatia: the most beautiful places to sail

Croatia: departures by month

Other travel ideas

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