experiences

5.0

Trekking & Sailing Experience-Weekend lungo a Capraia in compagnia

Duration:

3 days - 3 nights

Italy:

Tuscany

Give this experience a try!

€361

€380

Per person

Sardinia and Costa Smeralda in Comfort - with Hostess - All Inclusive

Duration:

7 days - 7 nights

Italy:

Northern Sardinia

Give this experience a try!

Starting from

€1,690

Per person

4.8

Week in Southern Sardinia - Science of Happiness on board

Duration:

6 days - 7 nights

Italy:

Southern Sardinia

Give this experience a try!

€711

€790

Per person

5.0

Sail & Climb in Trieste

Duration:

3 days - 2 nights

Italy:

Venice and the Gulf of Trieste

Give this experience a try!

€420

Per person

5.0

Selvaggio Blu: sailing and trekking in Sardinia

Duration:

6 days - 7 nights

Italy:

Southern Sardinia

+5 travellers

have booked

€1,100

Per person

4.9

Wine Experience with Sommelier on the Island of Elba

Duration:

4 days - 3 nights

Italy:

Tuscany

Give this experience a try!

€419

€599

Per person

4.5

A weekend of YOGA and SAILING on a boat

Duration:

2 days - 2 nights

Italy:

Tuscany

Give this experience a try!

€370

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 - Sport & wellness yacht sailing holidays & tours in Italy

707 reviews

Wine Experience with Sommelier on the Island of Elba

10/4/2023

Davide Q.

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.

Two boats together - Sailing on the island of Elba! Between the sea, courses and new friends... you forget everything! :-)

09/29/2023

Italy B.

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.

Holistic Sail Aeolian in Catamaran - Sailing and Yoga for a Week of Relaxation and Energy

09/26/2023

Lorenza P.

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!!!

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!

Customer Support

Do you need support on using the platform or for an online payment? Do you need information or is there something you don't understand? For (almost) any question, we got an answer!

Call us at

+44 2035144220

Read our

Contact & Support