431

experiences

431

experiences

5.0

A wonderful day.... on Lake Garda - ALL INCLUSIVE

Duration:

1 day - 0 nights

Italy:

Lake Garda

+40 travellers

have booked

Starting from

€99

Per person

Gulf of Poets, Portovenere, Palmaria and the island of Tino a Vela

Duration:

1 day - 0 nights

Italy:

Liguria

Give this experience a try!

€120

Per person

4.5

SAIL ACADEMY - Varazze

Duration:

2 days - 1 night

Italy:

Liguria

Give this experience a try!

Starting from

€230

Per person

5.0

A day sailing in the fantastic Gulf of Trieste

Duration:

1 day - 0 nights

Italy:

Venice and the Gulf of Trieste

+4 travellers

have booked

Starting from

€85

Per person

4.4

Sailing Excursion Alghero ( Skipper + Hostess )

Duration:

1 day - 0 nights

Italy:

Northern Sardinia

Give this experience a try!

€90

Per person

4.9

Sailing excursion to Capri / Positano

Duration:

1 day - 0 nights

Italy:

Gulf of Naples

+2 travellers

have booked

€160

Per person

5.0

Veleggiata verso il farò di Cecina con Aperitivo a bordo

Duration:

1 day - 0 nights

Italy:

Tuscany

+2 travellers

have booked

€55

Per person

Magic charter Sorrento Capri Amalfi Positano

Duration:

4 days - 3 nights

Italy:

Amalfi Coast

Give this experience a try!

€750

Per person

5.0

Venice and the Venetian Lagoon

Duration:

2 days - 2 nights

Italy:

Venice and the Gulf of Trieste

+4 travellers

have booked

€188

Per person

5.0

Aeolian Islands in serenity. Boat with 3 cabins and 3 bathrooms

Duration:

6 days - 7 nights

Italy:

Aeolian Islands

Give this experience a try!

Starting from

€433

Per person

5.0

Sea, sailing and relaxation in the beautiful Aeolian archipelago

Duration:

6 days - 7 nights

Italy:

Aeolian Islands

Give this experience a try!

Starting from

€333

Per person

4.8

Scopello, San Vito and Egadi: friends, good food sailing

Duration:

6 days - 7 nights

Italy:

Aegadian islands

+10 travellers

have booked

Starting from

€523

€550

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 - Monohull yacht sailing holidays & tours in Italy

10008 reviews

A weekend of sailing between Capraia and the island of Elba

04/24/2024

Angelo C.

Italy

Bellissima esperienza, bella gente con uno skipper top!

Easter on the Island of Elba

04/22/2024

Antonios S.

Italy

Anche se il tempo non ha aiutato, è stata una bellissima esperienza

Trekking and sailing weekend on the island of Elba

04/22/2024

Sara C.

Italy

Bellissima esperienza,grazie alla cordialità e professionalità di Marco e i compagni di avventura. Ho apprezzato molto anche la possibilità di fare trekking. Consigliatissimo!!

Luxury sailing in the Gulf of Poets

04/15/2024

Antonio C.

Italy

Giornata splendida, mare e barca perfetti, altissimo valore aggiunto l’equipaggio, simpatico gentile preparato ma soprattutto disponibile, e Costanza ottima cuoca, esperienza fantastica, 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

Can't find the perfect holiday for you?

Tell us what you are looking for and let our team find the right solution for you!