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Sailing and Catamaran Holidays for Families

Exploring the turquoise waters of the Mediterranean's most beautiful archipelagos by sailboat is a magical experience for the whole family. Each day becomes an unforgettable chapter of a sea adventure immersed in nature: children have fun exploring pristine bays, swimming with fish, learning to sail, while parents relax in complete serenity.

38

experiences

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4.7

Ibiza All Inclusive on an 18m ketch with skipper and skipper

Duration:

6 days - 7 nights

Spain:

The Balearic Islands

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37 travellers

Starting from

€960

€1,200

Per person

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5.0

Aeolian Islands: between sea and authentic flavours

Duration:

7 days - 7 nights

Italy:

Aeolian Islands

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118 travellers

Starting from

€585

€650

Per person

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5.0

Super!

On board with the chef at the Egadi Islands

Duration:

7 days - 7 nights

Italy:

Aegadian islands

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95 travellers

Starting from

€675

€750

Per person

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4.6

Long weekend of whale watching with WWF guide between Liguria and the French Riviera

Duration:

3 days - 3 nights

Italy:

Liguria

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3 travellers

€419

€441

Per person

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4.8

Super!

Sardinia and Corsica on a Classic Sailing Ship 4 cabins plus crew

Duration:

6 days - 7 nights

Italy:

Northern Sardinia

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21 travellers

Starting from

€475

€500

Per person

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4.6

1st May: Whale watching expedition with WWF guide on an 18-meter schooner

Duration:

5 days - 4 nights

Italy:

Pontine Islands

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2 travellers

€499

€525

Per person

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4.6

Long weekend of whale watching with WWF guide between Golfo Paradiso and Gulf of Tigullio

Duration:

3 days - 3 nights

Italy:

Liguria

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15 travellers

Starting from

€389

€409

Per person

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4.7

Premium

Sailing paradise in Greece on a big 50 ft boat: the best local experience

Duration:

6 days - 7 nights

Greece:

Saronic Islands and Athens area

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135 travellers

Starting from

€998

€1,050

Per person

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4.6

Whale watching mini-cruise with WWF guide between Liguria and the French Riviera

Duration:

4 days - 4 nights

Italy:

Liguria

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14 travellers

Starting from

€529

€557

Per person

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4.6

1 May: Whale watching expedition with WWF guide between the Amalfi Coast, Ischia and Capri

Duration:

4 days - 4 nights

Italy:

Naples & Amalfi Coast

Give this experience a try!

€509

€536

Per person

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4.6

Whale watching cruise with WWF guide between the Amalfi Coast, Ischia and Capri

Duration:

6 days - 6 nights

Italy:

Naples & Amalfi Coast

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Sara B.

€959

€1,009

Per person

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4.6

Whale watching cruise with WWF guide between Tuscany and North Corsica

Duration:

6 days - 7 nights

Italy:

Tuscany

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38 travellers

Starting from

€989

€1,041

Per person

Why book a holiday with Sailsquare?

The world's largest marketplace for sailing holidays

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

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 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

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 - Sailing and Catamaran Holidays for Families

99 reviews

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We have known the Aeolian Islands for 20 years. - Live them with us.

04/28/2025

Anne-Marie M.

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United Kingdom

We had an action packed week with plenty of interesting activities for adults and children alike. The skipper is a very skilled sailor and attentive to his passengers. The boat is clean and comfortable.
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Capri LightBlue and Positano BluSKy

04/14/2025

Stella A.

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Argentina

Muy gentil Genaro
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On board with the chef at the Egadi Islands

01/23/2025

Alex P.

Se stai cercando un'esperienza di navigazione indimenticabile, non cercare oltre: Max è il tuo skipper ideale! Abbiamo avuto la fortuna di partecipare a una crociera in barca a vela con lui nel mese di Luglio alle splendide Isole Egadi, e posso dire con certezza che è stata una delle esperienze più belle delle nostre vite. Sin dall'inizio, Max si è rivelato un professionista eccezionale. Con una conoscenza approfondita delle acque e delle isole, ci ha guidati in un viaggio che combinava perfettamente relax e avventura. La sua passione per la vela e il mare è contagiosa, e si percepiva in ogni momento trascorso a bordo. Ogni giornata era pianificata con cura, ma con la giusta flessibilità per adattarsi alle condizioni e alle nostre richieste. Le Isole Egadi sono un vero paradiso, e Max ci ha portato a scoprire le calette più belle, le spiagge più nascoste e i luoghi meno conosciuti, assaporando ogni istante. Ogni sosta era un'opportunità per nuotare nelle acque cristalline, fare snorkeling tra pesci colorati e semplicemente godere della bellezza naturale che ci circondava. Non dimenticheremo mai le serate trascorse sotto le stelle, con un ottimo vino locale, ottimo cibo e le risate condivise tra amici. Max è anche un eccellente cuoco! Ci ha deliziato con piatti tipici della cucina siciliana, preparati con ingredienti freschi e locali. Ogni pasto era un vero e proprio viaggio gastronomico che ha arricchito ulteriormente la nostra esperienza. Inoltre, la sua attenzione per la sicurezza e il comfort di tutti a bordo è stata esemplare. Max ha sempre fatto in modo che ognuno di noi si sentisse a proprio agio e, grazie alle sue indicazioni, siamo stati in grado di apprendere le basi della navigazione a vela. In conclusione, se stai pensando di esplorare le Isole Egadi in barca a vela, ti consiglio vivamente di scegliere Max come skipper. La sua professionalità, la sua passione e il suo calore umano trasformeranno la tua vacanza in un'esperienza straordinaria. Non vedo l'ora di poter ripetere quest'avventura! Bravo Max! Voto 5 su 5!!
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Long weekend of whale watching with WWF guide between Golfo Paradiso and Gulf of Tigullio

09/27/2024

Sara M.

-

Italy

Bellissima esperienza🐬🐬

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