228

experiences

228

experiences

Eolie a vela con skipper ed hostess, all inclusive con cucina vegana

Duration:

6 days - 7 nights

Italy:

Aeolian Islands

Pietro

has booked

Starting from

€1,500

Per person

5.0

EOLIE IN RELAX - Boat with 3 cabins and 3 bathrooms

Duration:

6 days - 7 nights

Italy:

Aeolian Islands

+6 travellers

have booked

Starting from

€550

Per person

4.9

In the blue between Sardinia and Corsica on a sailboat

Duration:

6 days - 7 nights

Italy:

Northern Sardinia

+111 travellers

have booked

€650

Per person

4.8

Egadi Islands - Sea, sun, relax on a brand new catamaran 2024

Duration:

6 days - 7 nights

Italy:

Aegadian islands

Give this experience a try!

Starting from

€899

Per person

4.9

Cruise North Sardinia, Costa Smeralda, Maddalena, Caprera and Corsica

Duration:

6 days - 7 nights

Italy:

Northern Sardinia

+45 travellers

have booked

Starting from

€499

€600

Per person

4.0

Exclusive cruise on the new Lagoon 42 of 2024

Duration:

6 days - 7 nights

Italy:

Northern Sardinia

+7 travellers

have booked

€697

Per person

4.8

Aeolian Islands: wellness, taste and fun

Duration:

6 days - 7 nights

Italy:

Aeolian Islands

+12 travellers

have booked

Starting from

€580

Per person

3.5

Egadi Islands, Zingaro Nature Reserve, San Vito lo Capo

Duration:

6 days - 7 nights

Italy:

Aegadian islands

Give this experience a try!

€585

€650

Per person

4.8

Discover the magic of the Pontine Islands

Duration:

6 days - 7 nights

Italy:

Pontine Islands

Give this experience a try!

€616

Per person

4.0

Magical Amalfi Coast, Capri, Ischia and Procida by Catamaran

Duration:

6 days - 7 nights

Italy:

Amalfi Coast

+4 travellers

have booked

€1,250

Per person

4.9

The Maddalena Archipelago by sail.

Duration:

6 days - 7 nights

Italy:

Northern Sardinia

+37 travellers

have booked

Starting from

€650

Per person

4.5

1 Week Professional Catamaran Training - Cagliari Sardinia

Duration:

7 days - 7 nights

Italy:

Southern Sardinia

Give this experience a try!

€1,532

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 Italy

10894 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!