experiences

4.5

Premium

SARDINIA Paradise - Catamaran cruise with hostess FULL BOARD

Italy: Northern Sardinia

6 days - 7 nights

5 departures available

September - October

Starting from

€1,345

€1,143

Per person - min 2 pax

New

Gulf of Poets: Shared Sunset Tour by Catamaran

Italy: Liguria

1 day - 0 nights

20 departures available

August

€155

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 - Holidays, Cruises, and Catamaran Trips in Italy

912 reviews

Elba and North Corsica aboard a Lagoon catamaran

08/11/2026

Simone F.

Skipper prepared, kind and super helpful!!

Flotilla Different: Party and new friends in the Aeolian Islands - SAILOR CABIN ONLY

08/11/2026

Ivan V.

beautiful experience and beautiful Aeolian islands, which I recommend everyone to try!! thanks to all the staff, but especially to our skipper Andrea who was impeccable. Also nice the group that formed on board the boat, we immediately entered on the same wave, lots of laughter and guaranteed fun!! what can I say.. I would do it again immediately!!

North Sardinia and South Corsica by catamaran with flybridge

08/10/2026

Simona A.

Really wonderful experience, I went a boat a week together with my son and we had a great time. The crew very friendly and super professional especially I wanted to thank Antonio for giving us this wonderful experience. Definitely to be redone.

Flotilla Different: Party and new friends in the Aeolian Islands - SAILOR CABIN ONLY

08/10/2026

Sabrina M.

Flotilla holiday in the Aeolian Islands simply incredible! ⛵️🌊 Davide and Anto, super skipper and co-skipper! Always professional but also ready to entertain us at all times. Crystal clear sea, breathtaking landscapes, super parties and above all many new friends with whom to share this unique experience. Waking up in the middle of the sea is really priceless... and seeing the sciara of the fire of Stromboli is something that stays with you forever. An unforgettable emotion! See you soon💙

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 20 3514 4220

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!

Italy: the best travel ideas

Sailboat (970)Whole boat with skipper (785)Cooking service onboard (155)Catamaran (130)Day trips (75)All inclusive (70)Family sailing cruises (60)Sport & wellness (50)Courses & regatta (35)WWF Sailing Cruises (25)

Other travel ideas

Sailboat (309)Whole boat with skipper (269)Cooking service onboard (87)Catamaran (68)All inclusive (44)Exotic destinations (23)Courses & regatta (19)Day trips (15)Offshore (14)Sport & wellness (14)