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Sport & wellness yacht sailing holidays & tours in Italy

Discover more than 17 opportunities to get on board a Sport & wellness adventure in Italy. A unique experience with a local skipper, starting at €350 a week.

17

experiences

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4.9

Weekend on Elba between Sailing and Trekking

Duration:

2 days - 2 nights

Italy:

Tuscany

Be the first one to book!

Starting from

€280

Per person

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4.9

Trekking and sailing weekend on the island of Elba

Duration:

2 days - 2 nights

Italy:

Tuscany

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+3 travellers

Have booked

Starting from

€228

€240

Per person

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4.9

Weekend on Elba between Sailing, E-bike and Tasting in a farmhouse

Duration:

2 days - 2 nights

Italy:

Tuscany

Be the first one to book!

€390

Per person

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4.9

E-bike & Sailing Experience with wine tasting on Elba - 2 boats

Duration:

2 days - 2 nights

Italy:

Tuscany

Be the first one to book!

€314

€330

Per person

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5.0

E-bike & Sailing Experience con degustazione vini all'Elba - 2 barche

Duration:

2 days - 2 nights

Italy:

Tuscany

Be the first one to book!

€314

€330

Per person

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5.0

Sail & Climb in Trieste

Duration:

3 days - 2 nights

Italy:

Venice and the Gulf of Trieste

Be the first one to book!

€420

Per person

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4.9

Easter Sailing with 2 Trekking Excursions to Elba

Duration:

3 days - 3 nights

Italy:

Tuscany

Be the first one to book!

€365

€405

Per person

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4.9

Weekend in Elba with E-bike excursion and guided tour of the Mines

Duration:

2 days - 2 nights

Italy:

Tuscany

Be the first one to book!

€370

Per person

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4.9

E-bike & Sailing Experience with a visit to the mines on the island of Elba

Duration:

2 days - 2 nights

Italy:

Tuscany

Be the first one to book!

€314

€330

Per person

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5.0

E-bike & Sailing Experience with a visit to the mines on the island of Elba

Duration:

2 days - 2 nights

Italy:

Tuscany

Be the first one to book!

€314

€330

Per person

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4.9

Trekking & Sailing Experience 25 Apr Elba Island and Capraia - 2 boats

Duration:

4 days - 4 nights

Italy:

Tuscany

Be the first one to book!

€494

€520

Per person

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5.0

Trekking & Sailing Experience 25 Aprile tra Elba e Capraia - 2 barche

Duration:

4 days - 4 nights

Italy:

Tuscany

Be the first one to book!

€494

€520

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 - Sport & wellness yacht sailing holidays & tours in Italy

707 reviews

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Wine Experience with Sommelier on the Island of Elba

10/4/2023

Davide Q.

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Italy

Una splendida esperienza, una crew affiatata e divertente che ha scoperto alcuni angoli suggestivi dell'Isola d'Elba e che ha potuto vivere una vera Wine-experience, tra visita in cantina, trekking in vigna, degustazioni e cena con abbinamenti. Il tutto guidato da esperti sommelier.
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Two boats together - Sailing on the island of Elba! Between the sea, courses and new friends... you forget everything! :-)

09/29/2023

Italy B.

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Italy

Questa vacanza con Luca ha rispettato le aspettative. Luca è molto disponibile anche ad accomodare eventuali necessità. La vacanza è stata divertente e con possibilità di timonare ed apprendere nuove conoscenze riguardo la navigazione.
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Holistic Sail Aeolian in Catamaran - Sailing and Yoga for a Week of Relaxation and Energy

09/26/2023

Lorenza P.

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Italy

Esperienza fantastica! Alex capitano disponibile e attento alla sicurezza in mare! Massimiliano, insegnante yoga, ci ha accompagnato nella pratica facendoci entrare in contatto con l'energia dei luoghi, magici e stupefacenti! Vacanza indimenticabile e da fare ancora!!!
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Yoga & Sail in the Egadi Islands

09/4/2023

elisa c.

-

Italy

prima esperienza in barca, meravigliosa! Eliana, l’insegnante yoga ha resto magico ogni momento. Fabio, lo skipper e’ una presenza discreta, attento e affidabile. il gruppo speciale! nonistante le condizioni meteo ci abbiano costretti ad una deviazione rispetto all’itinerario previsto non avrei potuto sperare in una settimana migliore. da ripetere!

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